SODIUM 5-OXOHEXANOATE
SODIUM 5-OXOHEXANOATE
Sodium 5-oxohexanoate is a natural preservative derived from plant and vegetable inulin, known for its antimicrobial properties and skin-conditioning benefits.
Sodium 5-oxohexanoate increases the shelf life of a product by preventing the growth of microbes and bacteria while keeping the skin and hair smooth, soft, and supple.
Commonly used in natural and organic skincare, Sodium 5-oxohexanoate is a safer alternative to synthetic preservatives, aligning with clean beauty trends.
CAS Number: 2390-80-5
EC Number: 219-116-3
Chemical Formula: C5H7NaO4
Molecular Weight: 178.12 g/mol
Synonyms: Sodium levulinate, 19856-23-6, Sodium 4-oxovalerate, sodium 4-oxopentanoate, sodium;4-oxopentanoate, Pentanoic acid, 4-oxo-, sodium salt, UNII-VK44E1MQU8, Pentanoic acid, 4-oxo-, sodium salt (1:1), SODIUM LAEVULINATE, EINECS 243-378-4, VK44E1MQU8, AI3-04041, DTXSID60173608, LEVULINIC ACID, SODIUM SALT, Sodium levulinate [WHO-DD], starbld0000152, SCHEMBL406977, DTXCID2096099, Sodium levulinate [INCI], RDKYCKDVIYTSAJ-UHFFFAOYSA-M, AKOS015907072, FS179564, Pentanoic acid,4-oxo-,sodium salt(1:1), DB-352691, NS00082920, Q27291863, 243-378-4, AI3-04041, A805146, Q27291863, PENTANOIC ACID, 4-OXO-,SODIUM SALT (1:1), DTXSID60173608, CTK4E2556, SODIUM 4-OXIDANYLIDENEPENTANOATE, SCHEMBL406977, LEVULINIC ACID SODIUM SALT, AKOS015907072
Sodium 5-oxohexanoate is a well-known ingredient used as a preservative, conditioning agent to maintain skin and hair health.
Sodium 5-oxohexanoate is the salt of levulinic acid and used as a preservative and skin conditioning agent in the beauty and cosmetics industry.
Sodium 5-oxohexanoate increases the shelf life of a product and stops microbes and bacteria from multiplying in the formulation.
Sodium 5-oxohexanoate makes the skin and hair – smooth, soft and supple.
Sodium 5-oxohexanoate is the sodium salt of levulinic acid, which is extracted from corn.
Sodium 5-oxohexanoate has a primarily bactericidal effect, while being a very gentle and safe ingredient for the skin.
Sodium 5-oxohexanoate can be used in cosmetics for pregnant women and dry and sensitive skins.
Sodium 5-oxohexanoate is a salt of levulinic acid, a synthetic organic acid that helps soften and soothe the skin.
Sodium 5-oxohexanoate is a 100% natural preservative derived from plant and vegetable inulin.
Sodium 5-oxohexanoate is sometimes included in preservative blends because it has antimicrobial properties, but this is more common in cosmetics than in hygienic foods.
The levulinic acid product can be converted by natural microbes in the skin into other beneficial substances, including the moisturizing trehalose.
Sodium 5-oxohexanoate is currently permitted to use portions below 5% in cosmetic products.
Sodium 5-oxohexanoate is almost always part of a blend rather than used alone.
Derived from plant inulin and starch, Sodium 5-oxohexanoate is a natural preservative.
Sodium 5-oxohexanoate has the ability to control microorganisms without altering the pH or color of the other ingredients that make up the skincare product.
Sodium 5-oxohexanoate is the sodium salt of levulinic acid.
This active ingredient serves as a skin softening and conditioning agent.
Additionally, Sodium 5-oxohexanoate inhibits the growth of microbes.
Levulinic acid is found in many plants, including sugar cane.
Sodium 5-oxohexanoate exerts a gentle acidifying effect on the skin, helping to maintain its natural acidity level.
Organic acids significantly combat micro-organisms such as Staphylococcus aureus (the bacteria responsible for infections and intoxications) and Propionibacterium acnes (the bacteria responsible for acne).
Furthermore, they are required to maintain the skin’s normal pH at a stable level.
Permitted in organic skincare, Sodium 5-oxohexanoate provides them with the nutrients, texture, and bacterial protection they require.
Combined with Sodium Anisate, Sodium 5-oxohexanoate forms a comprehensive preservative for skincare products.
Sodium 5-oxohexanoate is the salt of levulinic acid, a synthetic organic acid that helps condition and soften skin.
Sodium 5-oxohexanoate is sometimes part of preservative blend because it exhibits antimicrobial action, although this is more common in food than for cosmetics.
The levulinic acid component can be transformed by naturally occurring microbes on skin into other helpful substances, including the moisturizing ingredient trehalose.
The independent Cosmetic Ingredient Review board is currently reviewing data on the safety of Sodium 5-oxohexanoate as used in skin care products.
Currently, concentrations below 5% are permitted for use in cosmetics.
Sodium 5-oxohexanoate is almost always part of a blend rather than being used on its own.
Sodium 5-oxohexanoate is a sodium salt of levulinic acid, a naturally occurring organic acid.
Sodium 5-oxohexanoate is commonly used as a preservative in natural and organic skincare products as a safer alternative to synthetic preservatives, aligning with clean beauty trends.
Sodium 5-oxohexanoate is valued for its skin-conditioning properties and its ability to contribute to the efficacy of formulations while also providing moisturizing and protecting benefits.
Sodium 5-oxohexanoate is the salt of levulinic acid.
Sodium 5-oxohexanoate is a mild preservative.
Sodium 5-oxohexanoate moisturizes, is very well tolerated, and therefore suitable even for very sensitive, stressed skin.
Sodium 5-oxohexanoate is therefore also used in baby products.
Sodium 5-oxohexanoate is the salt of Levulinic Acid, a synthetic organic substance that helps condition and soften the skin.
Sodium 5-oxohexanoate is often used as a preservative instead of benzoic or sorbic acids.
Sodium 5-oxohexanoate is 100% natural and obtained from vegetable starch and inulin.
Sodium 5-oxohexanoate is the sodium salt of levulinic acid, a compound derived from biomass.
Sodium 5-oxohexanoate is commonly used in the cosmetic industry as a skin conditioning agent and preservative due to its antimicrobial properties.
Levulinic acid, from which this compound is derived, is found in various plants, including sugar cane.
Levulinic acid is used as a precursor for pharmaceuticals, plasticizers, and various other additives.
The largest application of levulinic acid is Sodium 5-oxohexanoate’s use in the production of aminolevulinic acid, a biodegradable herbicide used in South Asia.
Another key application is the use of levulinic acid in cosmetics.
Ethyl levulinate, a primary derivative of levulinic acid, is extensively used in fragrances and perfumes.
Levulinic acid is a chemical building block or starting material for a wide variety of other compounds including γ-valerolactone and 2-methyl-THF.
Cosmetic manufacturers are constantly on the search for natural ingredients that provide the texture, nutrients, and bacterial protection they need.
One such ingredient is levulinic acid, or Sodium 5-oxohexanoate.
Levulinic acid in cosmetics actually comes from corn! The ingredient “levulinic acid” is a corn extract, one that helps to prevent microbial build-up in your cosmetics.
Sodium 5-oxohexanoate’s added to your creams, lotions, and other beauty products to prevent them from spoiling.
Sodium 5-oxohexanoate is the sodium salt produced from levulinic acid, and it’s one of the ingredients commonly used as a preservative in skin creams.
Sodium 5-oxohexanoate also helps to condition and tone the skin, which is why it’s such a popular ingredient.
What makes levulinic acid and Sodium 5-oxohexanoate so popular among cosmetic manufacturers is the fact that it’s a potent antimicrobial agent that can kill off just about any aerobic microorganisms in beauty products.
At the same time, Sodium 5-oxohexanoate won’t affect the pH levels or the color of the products.
That makes Sodium 5-oxohexanoate a highly valuable ingredient, one that works in the background to keep beauty products from spoiling without altering the integrity of the products drastically.
Sodium 5-oxohexanoate is another natural ingredient commonly used in the cosmetic and personal care industry.
Sodium 5-oxohexanoate is the sodium salt of levulinic acid, which is derived from renewable sources such as corn or sugarcane.
Sodium 5-oxohexanoate has several functions in cosmetics and personal care products, including its use as a preservative and a skin-conditioning agent.
Sodium 5-oxohexanoate is the sodium salt of levulinic acid, a synthetic organic acid.
Sodium 5-oxohexanoate is primarily used in cosmetic and personal care products due to its skin-conditioning properties.
Sodium 5-oxohexanoate helps to enhance the appearance and feel of the skin by increasing its suppleness and hydration.
Sodium 5-oxohexanoate is a naturally derived compound, primarily used in cosmetics and personal care products as a preservative and antimicrobial agent.
Sodium 5-oxohexanoate is the sodium salt of levulinic acid, which is derived from corn and other plant-based sources.
Sodium 5-oxohexanoate plays an essential role in preventing the growth of harmful bacteria, fungi, and other microorganisms in skincare formulations, ensuring the longevity and safety of the products.
Sodium 5-oxohexanoate is particularly valued for its broad-spectrum antimicrobial properties, effectively inhibiting microbial contamination without compromising the pH balance, texture, or overall quality of the product.
This makes Sodium 5-oxohexanoate an ideal choice for natural and organic formulations where the use of synthetic preservatives is limited.
In addition to its preservative function, Sodium 5-oxohexanoate also has conditioning and toning effects on the skin.
Sodium 5-oxohexanoate helps maintain the skin’s hydration and smoothness, enhancing the texture of creams, lotions, and other cosmetic products.
Sodium 5-oxohexanoate’s mild, non-irritating nature ensures that it is suitable for various skin types, including sensitive skin, making it a popular ingredient in dermatologically-tested products.
Sodium 5-oxohexanoate is commonly used in a wide range of cosmetic applications, including facial creams, body lotions, sunscreens, shampoos, and deodorants.
Sodium 5-oxohexanoate’s ability to prevent spoilage without altering the fragrance, color, or consistency of the formulation makes it a highly valuable ingredient in the cosmetics industry.
Additionally, Sodium 5-oxohexanoate is regarded as an eco-friendly option because it is biodegradable and derived from renewable plant sources, offering a more sustainable alternative to synthetic preservatives.
Sodium 5-oxohexanoate is considered to be safe for use in cosmetics and is FDA-approved.
Although Sodium 5-oxohexanoate is generally non-toxic, it can be a mild irritant for individuals with extremely sensitive skin, causing minor redness or discomfort in rare cases.
However, Sodium 5-oxohexanoate’s low hazard classification and non-carcinogenic properties make it a trusted and reliable ingredient for both cosmetic formulators and consumers alike.
Overall, Sodium 5-oxohexanoate is a highly effective, gentle, and environmentally conscious ingredient that plays a crucial role in the efficacy and safety of modern skincare and personal care products.
Market Overview of Sodium 5-oxohexanoate:
The market for Sodium 5-oxohexanoate has seen significant growth in recent years, driven by the increasing demand for natural and eco-friendly ingredients in cosmetics and personal care products.
As consumers become more conscious of the ingredients in Sodium 5-oxohexanoates they use, there is a rising preference for natural preservatives and antimicrobial agents over synthetic chemicals.
Sodium 5-oxohexanoate, derived from plant-based sources like corn, aligns with this trend due to its biodegradable nature and non-toxic properties, making it a popular choice in the clean beauty movement.
The cosmetic industry is the largest end-user of Sodium 5-oxohexanoate, where it is primarily used in skincare, haircare, and hygiene products as a preservative and antimicrobial agent.
Sodium 5-oxohexanoate’s ability to prevent microbial contamination while maintaining the stability of the product makes it essential in formulations such as creams, lotions, shampoos, deodorants, and sunscreens.
Moreover, Sodium 5-oxohexanoate’s gentle nature allows it to be used in products designed for sensitive skin, expanding its market appeal.
In addition to the cosmetics sector, Sodium 5-oxohexanoate has found applications in the fragrance and perfume industries, where it helps stabilize scents and prevent spoilage.
Sodium 5-oxohexanoate’s use in organic and natural personal care products is particularly notable, as it meets the growing consumer demand for cleaner, more sustainable alternatives to synthetic preservatives.
The market for Sodium 5-oxohexanoate is expected to continue expanding, driven by the increasing consumer preference for natural and sustainable beauty products.
This growth is further supported by regulatory trends favoring the use of biodegradable and non-toxic ingredients.
As the clean beauty sector grows globally, Sodium 5-oxohexanoate is poised to play an important role in the future of the cosmetic and personal care markets.
Uses of Sodium 5-oxohexanoate:
Sodium 5-oxohexanoate is a versatile ingredient commonly used in the cosmetics and personal care industries due to its excellent preservative and antimicrobial properties.
Derived from levulinic acid, which is typically sourced from corn, Sodium 5-oxohexanoate serves as a natural alternative to synthetic preservatives in a wide range of products.
Sodium 5-oxohexanoate helps prevent the growth of harmful microorganisms, ensuring the safety and stability of cosmetics such as face creams, shampoos, sunscreens, and deodorants.
Sodium 5-oxohexanoate’s skin-conditioning properties also make it valuable in moisturizing products, improving the texture and hydration of the skin.
Furthermore, Sodium 5-oxohexanoate plays a crucial role in organic and clean beauty products, where its biodegradable and non-toxic nature aligns with consumer demand for sustainable and environmentally friendly ingredients.
Beyond cosmetics, Sodium 5-oxohexanoate is sometimes used in food products as a preservative, extending shelf life while maintaining product integrity.
As the demand for natural, eco-conscious ingredients continues to rise, Sodium 5-oxohexanoate’s role in both beauty and wellness products is expected to grow.
Preservative in Cosmetics and Personal Care Products:
Sodium 5-oxohexanoate is widely used as a natural preservative in various cosmetic and personal care products.
Sodium 5-oxohexanoate’s antimicrobial properties help prevent the growth of harmful microorganisms such as bacteria, fungi, and mold in skincare formulations.
Sodium 5-oxohexanoate is commonly found in:
Skin Conditioning and Toning:
Sodium 5-oxohexanoate is used in skincare products for its skin-conditioning properties.
Sodium 5-oxohexanoate helps to improve the texture and appearance of the skin by providing hydration and balancing moisture levels.
Sodium 5-oxohexanoate is commonly included in:
Antimicrobial Agent:
One of the primary functions of Sodium 5-oxohexanoate is its ability to act as a potent antimicrobial agent.
Sodium 5-oxohexanoate is effective in eliminating or inhibiting the growth of bacteria and other harmful microorganisms.
This is particularly important in products that are prone to microbial contamination, such as:
Fragrance and Perfume Stabilizer:
Sodium 5-oxohexanoate is also used in the fragrance industry, where it helps stabilize the formula and prevent microbial growth.
Sodium 5-oxohexanoate’s inclusion in perfumes and fragrances ensures that the product remains fresh and safe for use over time without compromising the scent’s quality.
Natural Ingredient in Organic and Clean Beauty Products:
Due to its plant-derived origin and biodegradable nature, Sodium 5-oxohexanoate is highly sought after in the organic and natural beauty markets.
Sodium 5-oxohexanoate is often found in products labeled as “clean” or “eco-friendly,” where it serves as a natural preservative and antimicrobial agent, contributing to the overall sustainability of the product.
Food Additive:
While primarily used in cosmetics, Sodium 5-oxohexanoate can also be found in food products, particularly as a preservative.
Sodium 5-oxohexanoate helps prevent spoilage and extends the shelf life of processed food items.
Uses Area:
Sodium 5-oxohexanoate prevents skincare products from deteriorating.
In addition to Sodium 5-oxohexanoate’s many virtues, this ingredient carries low risks.
Sodium 5-oxohexanoate is present in a wide range of skincare products:
Facial creams;
Eye contour care;
Micellar waters;
Facial hydrating serums;
The lotions;
Facial cleansing foams.
Applications of Sodium 5-oxohexanoate:
Sodium 5-oxohexanoate is a versatile ingredient widely used in the cosmetics and personal care industry, primarily for its preservative and antimicrobial properties.
As the sodium salt of levulinic acid, Sodium 5-oxohexanoate is derived from natural sources such as corn and other plant-based materials.
Sodium 5-oxohexanoate’s primary application is in preventing microbial contamination in skincare formulations, including creams, lotions, shampoos, and sunscreens, ensuring these products remain safe and effective over time.
Sodium 5-oxohexanoate is particularly valuable in natural and organic cosmetics, where it serves as a more sustainable alternative to synthetic preservatives.
Sodium 5-oxohexanoate helps maintain product integrity without altering the pH, color, or texture of the formulation.
In addition to its preservative role, Sodium 5-oxohexanoate also offers conditioning and toning benefits for the skin, improving hydration and smoothness.
Sodium 5-oxohexanoate is gentle enough for sensitive skin and is often included in products designed for this purpose.
Moreover, its biodegradable nature makes Sodium 5-oxohexanoate an environmentally friendly option, contributing to the growing demand for eco-conscious ingredients in the beauty industry.
Sodium 5-oxohexanoate is also used in perfumes and fragrances, where it helps to stabilize the product while preventing microbial growth.
Overall, Sodium 5-oxohexanoate’s combination of antimicrobial effectiveness, skin-conditioning benefits, and sustainability makes it a crucial component in modern cosmetic formulations.
Scientific Research Applications:
Pharmaceutical Applications:
Sodium 5-oxohexanoate is recognized for its role in drug formulation and delivery systems.
Sodium 5-oxohexanoate acts as a penetration enhancer, improving the absorption of certain drugs through the skin by disrupting lipid structures in the stratum corneum.
A study indicated that this compound could enhance the transdermal delivery of buprenorphine, a potent analgesic, by increasing Sodium 5-oxohexanoate’s permeability through the skin barrier.
Case Study: Transdermal Drug Delivery:
In a controlled study involving isolated rat livers, this compound was shown to significantly increase the metabolism of buprenorphine when combined with ethanol, suggesting a potential for improved therapeutic efficacy in clinical settings.
Food Preservation and Safety:
This compound exhibits antimicrobial properties, making it effective in food preservation.
Sodium 5-oxohexanoate has been utilized as a natural preservative to inhibit microbial growth in meat products.
Research demonstrated that this compound effectively reduced spoilage bacteria in fresh pork and turkey sausages, extending their shelf life while maintaining safety standards.
Cosmetic Industry:
In cosmetics, this compound serves as a preservative and stabilizer due to its ability to prevent microbial contamination.
Sodium 5-oxohexanoate’s inclusion in skincare products helps maintain product integrity without the use of synthetic preservatives.
Furthermore, Sodium 5-oxohexanoate enhances the moisturizing properties of creams and lotions by improving skin hydration levels.
Case Study: Skin Irritation and Safety Assessment:
A safety assessment revealed that this compound does not cause significant skin irritation at concentrations used in cosmetic formulations.
In human trials, Sodium 5-oxohexanoate was found to be safe for topical application, supporting its widespread use in cosmetic products.
Environmental Applications:
This compound is being explored as an eco-friendly alternative in various industrial applications.
Sodium 5-oxohexanoate’s effectiveness as a deicing agent has been noted; studies indicate that it outperforms traditional salts in terms of environmental impact.
This property makes Sodium 5-oxohexanoate suitable for use in colder climates where road safety is a concern.
Benefits of Sodium 5-oxohexanoate:
The conditioning Sodium 5-oxohexanoate has the various following benefits:
Sodium 5-oxohexanoate acts as a conditioning agent:
Sodium 5-oxohexanoate makes the skin softer and smoother.
Sodium 5-oxohexanoate absorbs moisture which keeps the skin hydrated and makes the skin plumper.
Sodium 5-oxohexanoate also makes the hair softer, shinier and younger.
Sodium 5-oxohexanoate acts as a preservative:
Sodium 5-oxohexanoate is a mild preservative which inhibits the growth of microorganisms in the formulations of the products.
Sodium 5-oxohexanoate prolongs the shelf-life of the products.
Preservative:
Sodium 5-oxohexanoate is widely used as a natural preservative, to extend the shelf life of skincare products by inhibiting the growth of harmful pathogens.
Skin Conditioning:
Sodium 5-oxohexanoate has moisturizing properties that can maintain the skin’s hydration levels, leaving it soft and smooth.
Purifying:
Sodium 5-oxohexanoate provides purifying properties, making it useful in formulations aimed at pore clearing, oily skin and skin conditions.
Gentle on Skin:
As a naturally derived ingredient, Sodium 5-oxohexanoate is generally well-tolerated by the skin and is suitable for use in products for sensitive skin.
pH Regulator:
Sodium 5-oxohexanoate can stabilize the pH of skincare products, ensuring that they remain potent and gentle on the skin.
Features of Sodium 5-oxohexanoate:
Here are some key points about Sodium 5-oxohexanoate:
Preservative Properties:
Like sodium anisate, Sodium 5-oxohexanoate also possesses preservative properties.
Sodium 5-oxohexanoate helps extend the shelf life of cosmetic products by inhibiting the growth of bacteria, fungi, and other microorganisms that can lead to product spoilage.
Sodium 5-oxohexanoate is often used in combination with other preservatives to achieve broad-spectrum protection.
Natural Origin:
Sodium 5-oxohexanoate is derived from renewable resources, making it a preferred choice for brands that aim to use natural and sustainable ingredients in their formulations.
Synergistic Effects:
Sodium 5-oxohexanoate is sometimes used in combination with sodium anisate to enhance their preservative efficacy.
Together, they can provide a broader spectrum of protection against microbial growth.
Skin-Conditioning Agent:
In addition to Sodium 5-oxohexanoate’s preservative properties, Sodium 5-oxohexanoate also has skin-conditioning benefits.
Sodium 5-oxohexanoate helps to improve the overall feel and texture of cosmetic products, making them more pleasant to use on the skin.
pH Considerations:
Sodium 5-oxohexanoate is most effective at a pH range of around 4 to 6.
Formulators need to take this into account when developing cosmetic products to ensure Sodium 5-oxohexanoate’s optimal performance.
Compatibility:
Sodium 5-oxohexanoate is generally compatible with a wide range of cosmetic ingredients, which makes it versatile for use in various formulations.
Functions of Sodium 5-oxohexanoate:
Sodium 5-oxohexanoate is a multifunctional agent.
Sodium 5-oxohexanoate’s functions are as follows:
Sodium 5-oxohexanoate provides flexibility to the skin, making it an ally for dry skin;
Sodium 5-oxohexanoate is a skin conditioning agent;
Sodium 5-oxohexanoate safeguards the skin’s natural pH and its hydration by absorbing moisture;
Sodium 5-oxohexanoate extends the shelf life of a skincare product;
Sodium 5-oxohexanoate softens the skin and makes it smooth;
Sodium 5-oxohexanoate promotes the preservation of emulsions;
Sodium 5-oxohexanoate acting as a preservative, it prevents the growth of microbes and bacteria in the formulation of skincare products:
Sodium 5-oxohexanoate produces a preservation effect in the treatments and regularly provides sodium ions to the microbes.
In addition to being a natural preservative, Sodium 5-oxohexanoate has revitalising virtues for the skin.
Levulinic acid is used to prevent microbial build-up in skincare.
Sodium 5-oxohexanoate poses no danger, as it does not risk damaging the brain and organs.
Sodium 5-oxohexanoate, derived from corn, can also be used in food.
Sodium 5-oxohexanoate is a food preservative.
Sodium 5-oxohexanoate can be safely consumed and applied to the skin.
Action Mechanism of Sodium 5-oxohexanoate:
Sodium 5-oxohexanoate exerts its effects primarily through its antimicrobial properties.
Sodium 5-oxohexanoate disrupts microbial cell membranes, leading to cell lysis and death.
Sodium 5-oxohexanoate also helps maintain the skin’s natural acidity, which is crucial for its protective barrier function.
Production of Sodium 5-oxohexanoate:
Sodium 5-oxohexanoate can be synthesised using a variety of different methods.
The first ever method included reacting sugar with hydrochloric acid in the mid 1800s.
Nowadays it’s made using hydrolytic methods where the levulinic acid is synthesised from raw biomass using water, temperature and pressure.
Preparation Methods of Sodium 5-oxohexanoate:
Synthetic Routes and Reaction Conditions:
Sodium 5-oxohexanoate can be synthesized through the neutralization of levulinic acid with sodium hydroxide.
The reaction typically occurs in an aqueous medium, where levulinic acid reacts with sodium hydroxide to form Sodium 5-oxohexanoate and water.
Industrial Production Methods:
Industrial production of Sodium 5-oxohexanoate often involves the extraction of levulinic acid from biomass, followed by its neutralization with sodium hydroxide.
The process may include steps such as hydrolysis of biomass to produce levulinic acid, purification, and subsequent neutralization.
Synthesis and Chemical Derivatives:
Sodium 5-oxohexanoate serves as an important precursor for synthesizing various chemical compounds, including biodegradable plastics and solvents.
Sodium 5-oxohexanoate’s derivatives are utilized in producing γ-valerolactone and other valuable chemicals that are integral to sustainable manufacturing processes.
Case Study: Synthesis of Cellulose Derivatives:
Recent research has focused on developing cellulose derivatives using Sodium 5-oxohexanoate as a starting material.
These derivatives have shown promising results in enhancing the properties of cellulose-based materials used in packaging and other applications.
Chemical Reactions Analysis of Sodium 5-oxohexanoate:
Types of Reactions:
Sodium 5-oxohexanoate undergoes various chemical reactions, including:
Oxidation:
Sodium 5-oxohexanoate can be oxidized to produce different products, such as sodium acetate and sodium formate.
Reduction:
Reduction reactions can convert Sodium 5-oxohexanoate into other derivatives, although specific conditions and reagents vary.
Substitution:
Sodium 5-oxohexanoate can participate in substitution reactions, particularly in the formation of cellulose derivatives.
Common Reagents and Conditions:
Oxidation:
Common oxidizing agents include hydrogen peroxide and potassium permanganate.
Reduction:
Reducing agents such as sodium borohydride can be used.
Substitution:
Reagents like alkyl halides are used in substitution reactions, often under basic conditions.
Major Products Formed:
Oxidation:
Sodium acetate, sodium formate.
Reduction:
Various reduced derivatives of levulinic acid.
Substitution:
Cellulose derivatives like Sodium 5-oxohexanoate cellulose.
Origin of Sodium 5-oxohexanoate:
Sodium 5-oxohexanoate is derived from levulinic acid, which is typically sourced from renewable plant-based materials.
Levulinic acid is produced through the acid hydrolysis of cellulose, a component of plant cell walls.
The process involves breaking down biomass, such as corn, sugarcane, or wood, into Sodium 5-oxohexanoate’s sugar components, which are then converted into levulinic acid.
This acid is subsequently neutralized with sodium hydroxide to form Sodium 5-oxohexanoate.
History of Sodium 5-oxohexanoate:
Sodium 5-oxohexanoate has its roots in the natural compound levulinic acid, which was first isolated in the early 19th century.
Initially, levulinic acid was derived from the hydrolysis of cellulose and sugar-containing materials like cornstarch.
Over time, researchers discovered that levulinic acid could be derived from various plant sources, particularly corn, which remains one of Sodium 5-oxohexanoate’s primary sources today.
Sodium 5-oxohexanoate, the sodium salt of levulinic acid, emerged as an important compound due to its superior preservative and antimicrobial properties.
As the demand for natural and biodegradable preservatives in cosmetics and personal care products grew, Sodium 5-oxohexanoate became a popular ingredient in the late 20th century.
Sodium 5-oxohexanoate’s use expanded within the cosmetic industry as a safer, eco-friendly alternative to synthetic preservatives.
By the early 2000s, Sodium 5-oxohexanoate was widely recognized for its role in enhancing the stability and safety of a variety of beauty products, including lotions, sunscreens, and shampoos.
Over the years, Sodium 5-oxohexanoate’s use has aligned with the broader trend toward cleaner, more sustainable ingredients in personal care products, contributing to the modern beauty industry’s focus on natural formulations.
Handling and Storage of Sodium 5-oxohexanoate:
Handling:
Avoid generating dust.
Use in well-ventilated areas.
Ensure personal protective equipment (PPE) is worn, including gloves and safety glasses.
Avoid contact with skin and eyes.
Wash hands thoroughly after handling.
Prevent inhalation of dust or mist.
Storage:
Store in a cool, dry place away from direct sunlight and heat sources.
Keep containers tightly closed to prevent moisture absorption and contamination.
Keep away from incompatible substances such as strong acids or bases.
Avoid storage in high humidity areas.
Stability and Reactivity of Sodium 5-oxohexanoate:
Stability:
Sodium 5-oxohexanoate is stable under normal conditions of use and storage.
Sodium 5-oxohexanoate does not decompose readily, but it may slowly degrade in the presence of moisture or high temperatures.
Reactivity:
Avoid mixing with strong acids or bases.
Reacts slowly with oxidizing agents in concentrated form.
No significant reactivity under normal storage or handling conditions.
Hazardous Reactions:
None reported under standard conditions.
Avoid exposure to extreme heat or moisture, which could cause degradation.
First Aid Measures of Sodium 5-oxohexanoate:
Inhalation:
Remove the affected person from the exposure area to fresh air.
If symptoms persist or there is difficulty breathing, seek medical attention.
Skin Contact:
Wash the affected area with soap and water.
If irritation persists, seek medical attention.
For large or prolonged exposure, seek medical help.
Eye Contact:
Rinse eyes immediately with plenty of water for at least 15 minutes.
If irritation persists, seek medical attention.
Ingestion:
Rinse mouth with water.
Do not induce vomiting unless directed by medical personnel.
If large quantities are ingested or symptoms persist, seek immediate medical attention.
Fire Fighting Measures of Sodium 5-oxohexanoate:
Suitable Extinguishing Media:
Use dry chemical, CO2, or foam to extinguish the fire.
Water spray can be used if necessary.
Fire Hazards:
Sodium 5-oxohexanoate is non-flammable in its solid form, but it may decompose at high temperatures, releasing toxic fumes (e.g., carbon oxides).
Avoid inhalation of smoke and fumes during a fire.
Firefighting Instructions:
Wear protective clothing and self-contained breathing apparatus (SCBA).
Use water spray to cool containers exposed to heat.
Accidental Release Measures of Sodium 5-oxohexanoate:
Personal Precautions:
Wear appropriate PPE, including gloves, goggles, and protective clothing.
Avoid creating dust or inhaling airborne particles.
Environmental Precautions:
Prevent the release of large amounts into the environment.
If the substance enters waterways, inform the local authorities immediately.
Spill Cleanup:
Sweep up or vacuum any spillage and place it in an appropriate waste disposal container.
Clean the affected area with water and detergent if necessary.
Exposure Controls/Personal Protective Equipment of Sodium 5-oxohexanoate:
Engineering Controls:
Use adequate ventilation to avoid inhalation of dust.
Ensure local exhaust systems are functioning properly.
Personal Protective Equipment (PPE):
Eye Protection:
Safety glasses or goggles to avoid eye contact.
Skin Protection:
Wear gloves, protective clothing, and face protection if necessary.
Respiratory Protection:
Use dust masks or respirators if exposure levels exceed recommended limits.
General Hygiene:
Wash hands thoroughly after handling, especially before eating or drinking.
Ensure PPE is suitable for the type and quantity of exposure.
Identifiers of Sodium 5-oxohexanoate:
Chemical Name: Sodium 5-oxohexanoate
CAS Number: 2390-80-5
Molecular Formula: C5H7NaO4
EC Number: 219-116-3
SMILES: C(=O)C(CCCC(=O)O)C.[Na]
UNII: 5JZQ8Z1Q4F
PubChem CID: 3087766
ChEMBL ID: 1827031
InChI: InChI=1S/C6H8O4.Na/c7-3-1-2-4(8)5(9)6(10)Na/h1-3H2,(H,7,9)(H,10,8)
InChIKey: NXAFDLMJUGDLCV-UHFFFAOYSA-N
Molecular Weight: 178.12 g/mol
CAS Number: 2390-80-5
IUPAC Name: Sodium 5-oxohexanoate
Synonyms: Sodium 2-oxo-3-hexanoate
EC Number: 219-116-3
UNII: 5JZQ8Z1Q4F
PubChem CID: 3087766
ChEMBL ID: 1827031
InChI: InChI=1S/C6H8O4.Na/c7-3-1-2-4(8)5(9)6(10)Na/h1-3H2,(H,7,9)(H,10,8)
InChIKey: NXAFDLMJUGDLCV-UHFFFAOYSA-N
Properties of Sodium 5-oxohexanoate:
Chemical Formula: C5H7NaO4
Molecular Weight: 178.12 g/mol
Physical State: White to off-white solid (powder or crystalline form)
Solubility: Highly soluble in water
pH: 4-7 (slightly acidic to neutral in aqueous solutions)
Melting Point: 200-250°C (depending on purity)
Odor: Odorless or faint, neutral smell
Antimicrobial Activity: Inhibits growth of bacteria, fungi, and other microorganisms
Stability: Stable under normal storage conditions, resistant to heat and light
Biodegradability: Biodegradable and eco-friendly
Compatibility: Compatible with various cosmetic ingredients (emulsifiers, surfactants, preservatives)
Molecular Weight: 138.10 g/mol
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 3
Rotatable Bond Count: 3
Exact Mass: 138.02928836 Da
Monoisotopic Mass: 138.02928836 Da
Topological Polar Surface Area: 57.2 Ų
Heavy Atom Count: 9
Complexity: 111
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 2
Compound Is Canonicalized: Yes
Specifications of Sodium 5-oxohexanoate:
Appearance: White to off-white powder or crystalline solid
Purity: ≥ 95%
Water Content: ≤ 5%
pH (1% solution in water): 4.0 – 7.0
Heavy Metals (as Pb): ≤ 10 ppm
Arsenic (As): ≤ 1 ppm
Assay: ≥ 95% Sodium 5-oxohexanoate
Sodium Content: Approximately 10% (as sodium salt)
Melting Point: 200-250°C
Solubility: Soluble in water, slightly soluble in ethanol
Microbial Limit: No evidence of microbial growth (specific limits may apply for cosmetic use)
Residual Solvents: None detected or within acceptable limits based on manufacturer
Odor: Odorless or faint, neutral smell
Particle Size: Typically ≤ 100 µm (for uniform dispersion in formulations)
Color: White to off-white