DIBUTYL ESTER
DIBUTYL ESTER
Dibutyl ester is primarily utilized as a plasticizer in a variety of applications.
Despite its effectiveness and widespread use, dibutyl ester has come under scrutiny due to potential health concerns, including its classification as a possible endocrine disruptor.
Dibutyl ester is commonly used in the paint industry as a comonomer in vinyl and acrylic emulsion polymerization for various adhesives and paints.
CAS Number: 105-76-0
EC Number: 203-328-4
Molecular Formula: C12h20o4
Molecular Weight: 228.29
Synonyms: 105-76-0, Butyl maleate, Staflex DBM, RC Comonomer DBM, Maleic acid, dibutyl ester, dibutyl (Z)-but-2-enedioate, Maleic Acid Dibutyl Ester, di-n-Butyl maleate, 2-Butenedioic acid (Z)-, dibutyl ester, 2-Butenedioic acid, dibutyl ester, 2-Butenedioic acid (2Z)-, dibutyl ester, UNII-4X371TMK9K, Dibutylmaleate, PX-504, Dibutyl ester kyseliny maleinove, MFCD00009447, 4X371TMK9K, Dibutyl maleate, 105-76-0, Butyl maleate, Staflex DBM, RC Comonomer DBM, Maleic acid, dibutyl ester, dibutyl (Z)-but-2-enedioate, di-n-Butyl maleate, 2-Butenedioic acid (Z)-, dibutyl ester, Maleic Acid Dibutyl Ester, 2-Butenedioic acid (2Z)-, dibutyl ester, Dibutylmaleate, 2-Butenedioic acid, dibutyl ester, PX-504, Dibutyl ester kyseliny maleinove, maleic acid di-n-butyl ester, 4X371TMK9K, DTXSID3026724, 2-Butenedioic acid (2Z)-, 1,4-dibutyl ester, NSC-6711, DBM (VAN), CCRIS 4136, NSC 6711, EINECS 203-328-4, Dibutyl ester kyseliny maleinove [Czech], BRN 1726634, UNII-4X371TMK9K, Bibutyl maleate, AI3-00644, Bisomer DBM, Octomer DBM, MFCD00009447, Dibutyl maleate, 96%, VINAVIL CF 5, bis-(2-Ethylhexyl)maleate, EC 203-328-4, SCHEMBL28153, BUTYL MALEATE [INCI], MLS000515953, WLN: 4OV1U1VO4-C, dibutyl (2Z)-but-2-enedioate, DTXCID206724, CHEMBL1466826, Dibutyl (2Z)-2-butenedioate #, NSC6711, HMS2270N17, Tox21_200779, 1,4-dibutyl (2Z)-but-2-enedioate, AKOS015950672, CS-W010404, HY-W009688, 2-Butenedioic acid, dibutyl ester, cis-, NCGC00164013-01, NCGC00164013-02, NCGC00258333-01, CAS-105-76-0, SMR000112422, 2-Butenedioic acid, dibutyl ester, (2Z)-, M0009, D78204, W-108779, Q27260622, 29014-72-0
Dibutyl ester is a clear, colorless liquid that belongs to the family of phthalate esters, primarily utilized as a plasticizer in a variety of applications.
Dibutyl ester’s chemical structure comprises two butyl groups attached to a phthalate moiety, allowing it to impart flexibility, durability, and resilience to polymer materials.
Dibutyl ester is widely used in the production of polyvinyl chloride (PVC) plastics, where it enhances the material’s pliability and workability, making it suitable for products like vinyl flooring, adhesives, coatings, and synthetic leather.
In addition to its role as a plasticizer, dibutyl ester is also employed in cosmetics and personal care products, where it functions as a solvent and a skin-conditioning agent, enhancing the texture and spreadability of formulations such as lotions, creams, and nail polishes.
Despite Dibutyl ester’s effectiveness and widespread use, Dibutyl ester has come under scrutiny due to potential health concerns, including its classification as a possible endocrine disruptor and its impact on reproductive health.
As a result, regulatory agencies have implemented restrictions on Dibutyl ester’s use in certain applications, particularly in children’s products and cosmetics in various regions.
As a chemical, dibutyl ester is characterized by its relatively low volatility, good solubility in organic solvents, and moderate toxicity, which necessitates careful handling and storage practices to ensure safety during its use in industrial and commercial settings.
Dibutyl ester is used as a comonomer in vinyl and acrylic emulsion polymerization for paints and adhesives.
Dibutyl ester chemical is also used in organic synthesis, like the production of derivatives of succinic acid.
Dibutyl ester is an organic compound with the formula (CHCO2Bu)2 (Bu = butyl).
Dibutyl ester is the diester of the unsaturated dicarboxylic acid maleic acid.
Dibutyl ester is a colorless oily liquid, although impure samples can appear yellow.
Dibutyl ester is a colorless liquid with a characteristic “ester” odor.
Dibutyl ester is used as a comonomer in vinyl and acrylic emulsion polymerization for paints and adhesives.
Dibutyl ester is also a suitable intermediate for use in organic synthesis, e.g. in the production of derivatives of succinic acid.
Dibutyl ester is a derivative of butyl maleate.
Dibutyl ester’s an unsaturated ester which is a clear, colorless liquid with a characteristic “ester” odor.
Dibutyl ester is miscible with methanol, ethanol, acetone, diethyl ether, N,N-dimethyl formamide and toluene,
Dibutyl ester is not miscible with aliphatic hydrocarbons and is slightly miscible with water.
Under the action of heat and in the presence of acids or bases, Dibutyl ester transposes into fumaric acid dialkyl ester.
Dibutyl ester contains about 1-5% fumaric acid dialkyl ester and 1-2% alkoxysuccinic acid dialkyl ester.
Dibutyl ester is acts as a plasticizer.
Dibutyl ester is also known as Maleic Acid or Dibutyl maleate.
Dibutyl ester is a colorless, oily and liquid substance.
Dibutyl ester has a characteristic ester-like odor.
Dibutyl ester is insoluble in water and is considered combustible.
Dibutyl ester is commonly used in the paint industry as a comonomer in vinyl and acrylic emulsion polymerization for various adhesives and paints.
Dibutyl ester is also used as an intermediate in organic synthesis, for example in the production of derivatives of succinic acid.
Another common application is Dibutyl ester use as a plasticizer in water resistant films.
Dibutyl ester is suitable for vinyl resins and copolymers applications involving PVC and vinyl acetates.
Dibutyl ester is an unsaturated ester which is used for creating sulfosuccinate surfactants in paints.
Dibutyl ester is used in plastisols, dispersions and coatings.
Dibutyl ester is also known as Maleic Acid or Dibutyl maleate.
Dibutyl ester is a colorless, oily and liquid substance.
Dibutyl ester has a characteristic ester-like odor.
Dibutyl ester is insoluble in water and is considered combustible.
Butyl maleates are ester compounds with a wide range of properties.
There are five main derivatives of butyl maleate-.
These derivatives have a wide range of applications, not limiting to, from the polymer industry to the pharmaceutical industry.
Dibutyl ester popularly known as DBM is the most widely used compound among butyl maleates.
Dibutyl ester is a synthetic colorless organic chemical with a characteristic odor.
Dibutyl ester is mainly used in the manufacturing of adhesives, paints, copolymers & films, finishing agents, and cosmetics.
The global market is expected to increase as the production of polymers & other derivatives of Dibutyl ester are increasing.
Dibutyl ester is mainly used as a plasticizer for aqueous dispersions of copolymers with vinyl acetate and as an intermediate in the preparation of other chemical compounds.
With the invention of polyaspartic technology Dibutyl ester found another use.
In this situation, an amine is reacted with a dialkyl maleate – usually diethyl maleate but also Dibutyl ester may be used- utilizing the Michael addition reaction.
The resulting products, polyaspartic esters products are then used in coatings, adhesives, sealants and elastomers.
Dibutyl ester is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 1 000 to < 10 000 tonnes per annum. Dibutyl ester is used in formulation or re-packing, at industrial sites and in manufacturing. Dibutyl ester is an organic compound with the formula (CHCO2Bu)2 (Bu = butyl). Dibutyl ester is the diester of the unsaturated dicarboxylic acid maleic acid. Dibutyl ester is a colorless oily liquid, although impure samples can appear yellow. Dibutyl ester is a chemical that is used in the treatment of wastewater. Dibutyl ester is a glycol ether and an alkanoic acid. Dibutyl ester has been shown to be effective at removing p-hydroxybenzoic acid from water samples. Dibutyl ester reacts with the p-hydroxybenzoic acid to form an ester and glycol, which can be removed from the solution by extraction with organic solvents. Dibutyl ester has also been found to have high resistance against human serum, making Dibutyl ester useful for sample preparation prior to analysis by gas chromatography or mass spectrometry. Dibutyl ester is used as a comonomer in vinyl acrylic emulsion polymerization for paints and adhesives. Dibutyl ester is also used in organic synthesis for the production of derivatives of succinic acid. Dibutyl ester is a known skin irritant and allergen, causing dermatitis on contact. Dibutyl ester apparently facilitates the trafficking of FITC-presenting CD11c(+) dendritic cells from the skin to draining lymph nodes and increases the cytokine production by draining lymph nodes. Dibutyl ester it’s a derivative of butyl maleate. Dibutyl ester an unsaturated ester which is a clear, colorless liquid with a characteristic “ester” odor. Dibutyl ester is miscible with methanol, ethanol, acetone, diethyl ether, N,N-dimethyl formamide and toluene, Dibutyl ester is not miscible with aliphatic hydrocarbons and is slightly miscible with water. Under the action of heat and in the presence of acids or bases, Dibutyl ester transposes into fumaric acid dialkyl ester. Dibutyl ester contains about 1-5% fumaric acid dialkyl ester and 1-2% alkoxysuccinic acid dialkyl ester. Dibutyl ester is a plasticizer for vinyl resins, and is used for copolymers applications involving PVC and vinyl acetates. Dibutyl ester is an unsaturated ester which is used for creating sulfosuccinate surfactants in detergents and paints. Other applications of Dibutyl ester include use in plastisols, dispersions, coatings, adhesives, and synthetic lubricants. Uses of Dibutyl ester: Dibutyl ester is used in the preparation of lactones, which is used for the synthesis of antibacterial compounds. Dibutyl ester is mainly used as a plasticizer for aqueous dispersions of copolymers with vinyl acetate and as an intermediate in the preparation of other chemical compounds. With the invention of polyaspartic technology Dibutyl ester found another use. In this situation, an amine is reacted with a dialkyl maleate usually diethyl maleate but also Dibutyl ester may be used- utilizing the Michael addition reaction. The resulting products, polyaspartic esters products are then used in coatings, adhesives, sealants and elastomers. Dibutyl ester is widely used as a liquid plasticizer for vinyl and acrylic emulsion polymerization, and is used for copolymers applications involving PVC, plastisols and vinyl acetates for paints, adhesives, and synthetic lubricants. Dibutyl ester is used in various resins and in the preparation of emulsions for the paper industry, textile and lubricant additives. Dibutyl ester is also a suitable intermediate for use in organic synthesis, in the production of derivatives of succinic acid. Dibutyl ester is used for creating sulfosuccinate surfactants in detergents and paints. Dibutyl ester offers excellent rheological properties, and Dibutyl ester can improve adhesion, flexibility and waterproofing in inks and paints. Dibutyl ester also improves the UV filtration power. Hydrophobicity and water resistance of the PVAc latex films were increased by using Dibutyl ester as comonomer. Dibutyl ester is used in synthesis resin and dope material, and is used in petroleum industry, fabric, plastic, and paper industrial dipping agent, dispersive agent, adhesive, accelerant, pesticide, surface active agent and others. Uses at industrial sites: Dibutyl ester is used in the following products: polymers. Dibutyl ester has an industrial use resulting in manufacture of another substance (use of intermediates). Dibutyl ester is used for the manufacture of: chemicals and plastic products. Release to the environment of Dibutyl ester can occur from industrial use: for thermoplastic manufacture, as an intermediate step in further manufacturing of another substance (use of intermediates) and manufacturing of Dibutyl ester. Industry Uses: Paint additives and coating additives not described by other categories Plasticizer Consumer Uses: Lubricants and lubricant additives Paint additives and coating additives not described by other categories Plasticizer Applications of Dibutyl ester: Dibutyl ester is a colorless, liquid plasticizer for vinyl resins, and is used for copolymers applications involving PVC and vinyl acetates. Dibutyl ester is an unsaturated ester which is used for creating sulfosuccinate surfactants in detergents and paints. Dubutyl Maleate is also used as a comonomer in paints and adhesives for vinyl and acrylic emulsion polymerization. Other applications of Dibutyl ester include use in plastisols, dispersions, coatings, adhesives, and synthetic lubricants. Dibutyl ester is commonly used in the paint industry as a comonomer in vinyl and acrylic emulsion polymerization for various adhesives and paints. Dibutyl ester is also used as an intermediate in organic synthesis, for example in the production of derivatives of succinic acid. Another common application is Dibutyl ester use as a plasticizer in water resistant films. Dibutyl ester is widely used as a plasticizer in vinyl resins. About 90% of the global plasticizers produce are used for the manufacturing of PVC as plasticizers improve flexibility and durability. Dibutyl ester is used in paints to improve the stability of paint towards water & ultraviolet light. The demand for Dibutyl ester from the paints & coating industry is expected to grow as demand for water-resistant paints & coatings is increasing. The construction projects in developing economies will also further increase the demand for such paints & coatings. Dibutyl ester is now being used in the cosmetic industry as well. Dibutyl ester acts as an SPF enhancer in skincare products and hair flexibility & gloss enhancer in hair products. Dibutyl ester is used as a co-monomer with vinyl acetate monomer in polymer emulsion to improve the properties. Dibutyl ester reduces the hardness and brittleness in resulting polymers. Dibutyl ester is used as a co-monomer in acrylic emulsions for the manufacturing of various adhesives and resins including food-grade additives. Dibutyl ester is also used as an intermediate in the production of derivatives of succinic acid, whose global production is expected to grow over 10% annually. Dibutyl ester is also used as an intermediate in the pharmaceutical industry. The changing prices of raw materials and the development of new eco-friendly coatings can reduce the market of Dibutyl ester. Dibutyl ester is a plasticizer for vinyl resins, and is used for copolymers applications involving PVC and vinyl acetates. Dibutyl ester is an unsaturated ester which is used for creating sulfosuccinate surfactants in detergents and paints. Preparation of Dibutyl ester: Dibutyl ester can be prepared by the reaction of maleic acid anhydride and 1-butanol in presence of p-toluenesulfonic acid. Apperance of Dibutyl ester: clear colourless to slightly yellowish liquid Physical state of Dibutyl ester: Colorless to Almost colorless clear liquid Function of Dibutyl ester: Plasticizers Classification of Dibutyl ester: Plasticizers Industrial Chemicals Handling and storage of Dibutyl ester: Conditions for safe storage, including any incompatibilities: Storage conditions: Tightly closed. Storage class: Storage class (TRGS 510): 10: Combustible liquids Stability and reactivity of Dibutyl ester: Reactivity: Forms explosive mixtures with air on intense heating. A range from approx. 15 Kelvin below the flash point is to be rated as critical. Chemical stability: The product is chemically stable under standard ambient conditions (room temperature). Possibility of hazardous reactions: increased reactivity with: Strong oxidizing agents Conditions to avoid: Strong heating. Incompatible materials: No data available First aid measures of Dibutyl ester: General advice: Show Dibutyl ester safety data sheet to the doctor in attendance. If inhaled: After inhalation: Fresh air. Call in physician. In case of skin contact: Take off immediately all contaminated clothing. Rinse skin with water/ shower. Consult a physician. In case of eye contact: After eye contact: Rinse out with plenty of water. Remove contact lenses. If swallowed: After swallowing: Immediately make victim drink water (two glasses at most). Consult a physician. Indication of any immediate medical attention and special treatment needed: No data available Firefighting measures of Dibutyl ester: Suitable extinguishing media: Carbon dioxide (CO2) Foam Dry powder Unsuitable extinguishing media: For this substance/mixture no limitations of extinguishing agents are given. Special hazards arising from Dibutyl ester: Carbon oxides Combustible. Vapors are heavier than air and may spread along floors. Forms explosive mixtures with air on intense heating. Development of hazardous combustion gases or vapours possible in the event of fire. Advice for firefighters: Stay in danger area only with self-contained breathing apparatus. Prevent skin contact by keeping a safe distance or by wearing suitable protective clothing. Further information: Prevent fire extinguishing water from contaminating surface water or the ground water system. Accidental release measures of Dibutyl ester: Personal precautions, protective equipment and emergency procedures: Advice for non-emergency personnel: Do not breathe vapors, aerosols. Avoid substance contact. Ensure adequate ventilation. Evacuate the danger area, observe emergencyprocedures, consult an expert. Environmental precautions: Do not let product enter drains. Methods and materials for containment and cleaning up: Cover drains. Collect, bind, and pump off spills. Observe possible material restrictions. Take up with liquid-absorbent material. Dispose of properly. Clean up affected area. Identifiers of Dibutyl ester: CAS Number: 105-76-0 3DMet: CCCCOC(=O)/C=CC(=O)OCCCC ChEMBL: ChEMBL1466826 ChemSpider: 4436356 ECHA InfoCard: 100.003.027 EC Number: 203-328-4 MeSH: maleate Dibutyl maleate PubChem CID: 5271569 UNII: 4X371TMK9K CompTox Dashboard (EPA): DTXSID3026724 InChI: InChI=1S/C12H20O4/c1-3-5-9-15-11(13)7-8-12(14)16-10-6-4-2/h7-8H,3-6,9-10H2,1-2H3/b8-7- Key: JBSLOWBPDRZSMB-FPLPWBNLSA-N SMILES: CCCCOC(=O)/C=CC(=O)OCCCC Linear Formula: CH3(CH2)3OCOCH=CHCOO(CH2)3CH3 CAS Number: 105-76-0 Molecular Weight: 228.28 Beilstein: 1726634 EC Number: 203-328-4 MDL number: MFCD00009447 PubChem Substance ID: 24893895 NACRES: NA.22 CAS No.: 105-76-0 Chemical Name: Dibutyl maleate CBNumber: CB9673524 Molecular Formula: C12H20O4 Molecular Weight: 228.28 MDL Number: MFCD00009447 MOL File: 105-76-0.mol Properties of Dibutyl ester: Chemical formula: C12H20O4 Molar mass: 228.288 g·mol−1 Appearance: Colorless to yellowish liquid with a characteristic odor Density: 0.99 g·cm−3 Melting point: −85 °C (−121 °F; 188 K) Boiling point: 280 °C (536 °F; 553 K) Solubility in water: Very hardly soluble (0.17 g·l−1 at 20 °C) Vapor pressure: 0.0027 hPa (20 °C) Refractive index (nD): 1.445 (20 °C) Melting point: -85°C Boiling point: 281 °C(lit.) Density: 0.988 g/mL at 25 °C(lit.) vapor pressure: 0.0027 hPa (20 °C) refractive index: n20/D 1.445(lit.) Flash point: >230 °F
storage temp.: Sealed in dry,Room Temperature
solubility: 0.17g/l slightly soluble
form: Liquid
color: Clear colorless to light yellow
explosive limit: 0.5-3.4%(V)
Water Solubility: insoluble
FreezingPoint: <-85℃ BRN: 1726634 LogP: 3.39 at 25℃ Quality Level: 200 assay: 96% refractive index: n20/D 1.445 (lit.) Boiling Point: 281 °C (lit.) density: 0.988 g/mL at 25 °C (lit.) SMILES string: [H]C(=C(/[H])C(=O)OCCCC)C(=O)OCCCC InChI: 1S/C12H20O4/c1-3-5-9-15-11(13)7-8-12(14)16-10-6-4-2/h7-8H,3-6,9-10H2,1-2H3/b8-7- InChI key: JBSLOWBPDRZSMB-FPLPWBNLSA-N Molecular Weight: 228.29 Molecular Formula: C12H20O4 InChIKey: JBSLOWBPDRZSMB-FPLPWBNLSA-N Boiling Point: 161 °C Melting Point: -85 °C Flash Point: 140 °C Purity: 95% Density: 0.99 (23°C) Molecular Weight: 228.28 g/mol XLogP3-AA: 2.7 Hydrogen Bond Donor Count: 0 Hydrogen Bond Acceptor Count: 4 Rotatable Bond Count: 10 Exact Mass: 228.13615911 g/mol Monoisotopic Mass: 228.13615911 g/mol Topological Polar Surface Area: 52.6Ų Heavy Atom Count: 16 Complexity: 209 Isotope Atom Count: 0 Defined Atom Stereocenter Count: 0 Undefined Atom Stereocenter Count: 0 Defined Bond Stereocenter Count: 1 Undefined Bond Stereocenter Count: 0 Covalently-Bonded Unit Count: 1 Compound Is Canonicalized: Yes Specifications of Dibutyl ester: Melting Point: -85°C Color: Colorless Boiling Point: 161°C Quantity: 25 g Formula Weight: 228.29 Percent Purity: ≥95.0% (GC) Physical Form: Liquid Chemical Name or Material: Dibutyl maleate Related Products of Dibutyl ester: 5,5-Dimethyldihydrofuran-2-one 2,2-Dimethylchroman 4-(2-(2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethoxy)ethyl)morpholine 2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]acetic Acid Methyl Ester 4,4-Dimethyl-1,3-dioxolan-2-one Names of Dibutyl ester: Regulatory process names: Dibutyl maleate Dibutyl maleate Dibutyl maleate IUPAC names: 1,4-dibutyl (2Z)-but-2-enedioate 2-Butenedioic acid (Z)-,dibutyl ester Di-n-butyl maleate dibutyl (E)-but-2-enedioate dibutyl (Z)-but-2-enedioate dibutyl but-2-enedioate Dibutyl maleate Dibutyl maleate Dibutyl maleate Dibutyl maleate Preferred IUPAC name: Dibutyl (2Z)-but-2-enedioate Trade names: 2-Butendisaeure (Z)- 2-Butenedioic acid (Z)-, dibutyl ester DBM Di-n-butyl maleinate Dibutyl maleate Dibutyl-ester Dibutylmaleinat Maleic acid, dibutyl ester Maleinsaeure-di-n-butylester MaleinsaeureDibutyl ester Other names: Maleic acid dibutyl ester DBM Other identifiers: 105-76-0 193362-56-0 220713-30-4 57343-98-3 77223-90-6 79725-21-6