TOLUQUINOL

Toluquinol is a versatile compound that finds many applications in polymer science due to its good binding properties and strength.

Toluquinol is an off-white crystalline solid with a molecular weight of 124.137 g/mol and a melting point ranging around 110-112°C.

Additionally, Toluquinol is used as a stabilizer in acrylics and as an antioxidant for fatty esters, linseed oil, and other inedible fats and oils.

CAS Number: 95-71-6

EC number: 202-443-7

Molecular Formula: CH3C6H3-1,4-(OH)2

Molecular Weight: 124.14

Synonyms: Toluhydroquinone, 2-Toluhydroquinone, 95-71-6, 2-methylbenzene-1,4-diol, 2,5-Dihydroxytoluene, Toluhydroquinone, p-Toluhydroquinone, Toluquinol, p-Toluquinol, Tolylhydroquinone, p-Toluhydroquinol, 2,5-Toluenediol, Methyl-p-hydroquinone, 1,4-Benzenediol, 2-methyl-, 1,4-Dihydroxy-2-methylbenzene, 2-Methyl-1,4-benzenediol, METHYL HYDROQUINONE, Hydroquinone, methyl-, Hydroquinone, tolyl-, Pyrolin, 2-Methyl-1,4-hydroquinone, NSC 4962, UNII-332W51E0OC, MFCD00002345, NSC4962, 332W51E0OC, EINECS 202-443-7, BRN 2041489, 2-Methyl-benzene-1,4-diol, methylhydroquinon, 3-methyl-1,4-dihydroxybenzene, AI3-14932, 2-methylhydroquinol, methyl-p-hydroquinol, monoToluhydroquinone, 2-methyl hydroquinone, 2-Methyl-hydroquinone, monomethyl hydroquinone, 2-Methyl-p-hydroquinone, DSSTox_CID_876, Toluhydroquinone, 99%, 3-methyl-4-hydroxyphenol, 4-hydroxy-2-methylphenol, EC 202-443-7, 2-Methylbenzene-1,4-diole, DSSTox_RID_75840, Toluhydroquinone, >=99%, WLN: L6V DVJ X1, DSSTox_GSID_20876, SCHEMBL36349, 2,5-Dihydroxytoluene polymer, 2,5-DHTOP, 4-06-00-05866, 2-methyl-1,4-dihydroxybenzene, CHEMBL450917, WLN: L6V DVJ XR X1, 3-metyl-1,4-dihydroxy benzene, DTXSID4020876, 2-methyl-1,4-dihydroxy benzene, CHEBI:133842, BDBM176768, ZINC388086, NSC-4962, Tox21_200506, AKOS015856210, AC-4660, CS-W013533, MCULE-7035325950, CAS-95-71-6, NCGC00248664-01, NCGC00258060-01, AS-15442, CAS# 95-71-6, P353, FT-0613052, M0342, Toluhydroquinone, purum, >=98.0% (HPLC), E83005, US9688816, 8, Q1925586, W-109360, F0001-2277, N-a-Fmoc-N-?-allyloxycarbonyl-L-2,3-diaminopropionicacid, 7DV, 2-Methyl-p-hydroquinone, 1,4-Benzenediol, 2-methyl-, 202-443-7, 2041489, 2-Methyl-1,4-benzenediol, 2-Méthyl-1,4-benzènediol, 2-Methyl-1,4-benzoldiol, 2-Methylbenzene-1,4-diol, 2-Toluhydroquinone, 95-71-6, Toluhydroquinone, MFCD00002345, MX6700000, QR DQ B1, “1,4-BENZENEDIOL, 2-METHYL-“, “1,4-BENZENEDIOL, 2-METHYL-“|”2-METHYLBENZENE-1,4-DIOL”, “2-METHYLBENZENE-1,4-DIOL”, p-toluquinol, 1-(3,4-Dihydroxyphenyl)-2-propanone, 1,4-Dihydroxy-2-methylbenzene, 135648-79-2, 140627-29-8, 2,4-DCT, 2,5-DHTOP, 2,5-Dihydroxytoluene, 2,5-Dihydroxytoluene, Toluhydroquinone, 2,5-Toluenediol, 202-443-7MFCD00002345, 202-445-8, 29763-99-3, 2-METHYLHYDROQUI, 2-Toluhydroquinone;2,5-Dihydroxytoluene, 4-05-00-00815, 4-06-00-05866, 437-50-3, 65916-21-4, 78446-96-5, 7DV, 95-73-8, 96937-50-7, EINECS 202-443-7, Gentisin, Hydroquinone, methyl-, Toluhydroquinone, Toluhydroquinone|2,5-Dihydroxytoluene, Methyl-p-hydroquinone, PHENOXY, 4-HYDROXY-2-METHYL-, S1, THQ (VAN), WLN: L6V DVJ X1, WLN: L6V DVJ XR X1

Toluquinol typically appears as white to off-white crystals or a powder.

Toluquinol has a melting point ranging around 110-112°C and is sparingly soluble in water but more soluble in organic solvents like ethanol and chloroform.

Toluquinol is a versatile compound.

Toluquinol finds many applications in the field of polymer science due to Ant good binding properties as well as Toluquinol strength.

Toluquinol is an off-white crystalline solid with a molecular weight of 124.137 g/mol.

Toluquinol has a characteristic odor and Toluquinol melting point is 262.4°F.

Toluquinol is a reactive oxygen species (ROS) that can bind to DNA, forming covalent adducts.

Toluquinol has been shown to have an optimum concentration of 10 μM, and the hydroxyl group on Toluquinol phenolic ring enables Toluquinol to form hydrogen bonding interactions with nucleic acids.

Toluquinol has been shown to inhibit angiogenic process in vitro and in vivo, as well as inhibiting the growth of tumor cells by binding to DNA.

Toluquinol also inhibits the transfer of methyl groups from methyl donors such as S-adenosylhomocysteine and methionine to acceptor molecules such as p-hydroxybenzoic acid.

Toluquinol Chemical which is a tan to white crystalline solid.

Toluquinol is a highly active inhibitor in the free radical polymerization of vinyl monomers and unsaturated polyesters.

Toluquinol undergoes chemical reactions similar to those of hydroquinone.

The presence of a methyl group in the ortho position in the Toluquinol molecule is the slight structural and behavioral difference between Toluquinol and hydroquinone.

Toluquinol belongs to a class of compounds called Hydroquinones with one of the benzene hydrogens replaced by a methyl group.

Toluquinol is produced by the oxidation of o-cresol by the mutants G103S, G103S/A107G, and G103S/A107T.

Toluquinol is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 100 to < 1 000 tonnes per annum. Toluquinol is used by consumers, by professional workers (widespread uses), in formulation or re-packing and at industrial sites. Toluquinol is used as a stabilizer in acrylics and as an antioxidant for fatty esters, linseed oil and other inedible fats and oils. Further research may identify additional product or industrial usages of this chemical. Toluquinol is an organic compound with the molecular formula C7H8O2. Toluquinol is a derivative of hydroquinone, featuring a methyl group attached to the benzene ring at the 2-position. This structural modification alters Toluquinol's properties compared to hydroquinone. Toluquinol typically appears as white to off-white crystals or powder. Toluquinol has a melting point ranging around 110-112°C. While sparingly soluble in water, Toluquinol is more soluble in organic solvents such as ethanol, ether, and chloroform. Toluquinol finds application in various industries: Photography: Toluquinol serves as a developing agent in black-and-white photographic developers, facilitating the reduction of silver ions to metallic silver for image formation. Polymerization Inhibition: Toluquinol acts as an inhibitor in the polymerization of monomers like acrylic acid and styrene, preventing unwanted polymerization during storage and transportation. Chemical Synthesis: Toluquinol is used as a precursor or intermediate in the synthesis of dyes, pharmaceuticals, fragrances, and other organic compounds. Antioxidant: Toluquinol exhibits antioxidant properties due to its phenolic structure, aiding in stabilizing materials against oxidative degradation. While considered to have low acute toxicity, Toluquinol may pose health risks upon prolonged or repeated exposure and can cause skin sensitization in sensitive individuals. Toluquinol should be handled with appropriate precautions and stored away from incompatible materials and ignition sources. In the environment, Toluquinol is expected to biodegrade, although the rate of degradation may vary depending on environmental conditions. Limited data are available on Toluquinol's ecotoxicity, emphasizing the importance of proper handling and disposal to minimize environmental impact. Toluquinol's versatility and utility in various industrial processes make it a valuable compound, but careful management is essential to ensure both safety and environmental responsibility. Applications of Toluquinol: Toluquinol is used as a stabilizer for unsaturated polyesters and as an antioxidant for fatty esters, linseed oil, and other nonfood fats and oils. Toluquinol is used as a stabilizer to inhibit peroxide formation in ethers, chlorinated hydrocarbons and ethyl cellulose. Toluquinol is also used as an intermediate to manufacture other stabilizers, dyes, pharmaceuticals and plasticizers. Toluquinol is a marine fungus metabolite, showing activity as an angiosupressor that interferes with the Akt pathway. Allows for screening of novel inhibitors of angiogenesis. Toluquinol is used as a general adhesive and binding agent in various preparations. In the automotive industry, Toluquinol is widely used for repair as well as maintenance and also caring for automobiles viz, auto shampoo, wax, polish, brake grease. Toluquinol is the main ingredient of any paint. Toluquinol is polymers that form a continuous film on a solid surface. Toluquinol ensure that the coating is evenly spread and well adsorbed on to the surface. Toluquinol also have the major role of holing the pigment molecules responsible for color evenly across the coating. Toluquinol is one of the most widely used a binder for paints. The technology of thermal insulation of buildings is one of the many steps that men have taken for a sustainable future. Thermal insulation of buildings reduces energy consumption and prevent heat loss or gain by buildings. Toluquinol is used for thermal insulation as well as soundproofing. In the construction of buildings and ships, Toluquinol is used for plumbing, electrical work, and also bricklaying. Toluquinol is also used to repair sporting boats. Toluquinol can be used as a reactant to prepare: A semiflexible thermotropic polyester via polycondensation reaction with 4,4′-sebacoyldioxydibenzoyl chloride. A sesquiterpene (±)-helibisabonol A. -poly{hexakis[(methyl)(4-hydroxyphenoxy)]cyclotriphosphazene} by reacting with hexachlorocyclotriphosphazene. -6-Hydroxy-4,7-dimethyl-2H-1-benzopyran-2-one by treating with ethyl acetoacetate in the presence of H2SO4 as a catalyst. Uses of Toluquinol: Toluquinol finds application in various industries due to its properties. Some of Toluquinol's common uses include: 1. Photography: Toluquinol serves as a developing agent in black-and-white photographic developers. Toluquinol facilitates the reduction of silver ions to metallic silver, aiding in the formation of photographic images. 2. Polymerization Inhibition: Toluquinol acts as an inhibitor in the polymerization of monomers such as acrylic acid and styrene. By preventing unwanted polymerization during storage and transportation, Toluquinol helps maintain the stability of monomeric solutions. 3. Chemical Synthesis: Toluquinol is utilized as a precursor or intermediate in the synthesis of various organic compounds. Toluquinol is employed in the production of dyes, pharmaceuticals, fragrances, and other specialty chemicals. 4. Antioxidant: Due to its phenolic structure, Toluquinol exhibits antioxidant properties. Toluquinol is used to stabilize materials against oxidative degradation in industries such as plastics, rubber, and personal care products. 5. Chemical Analysis: In analytical chemistry, Toluquinol is employed as a reagent for the determination of certain metals, such as iron and copper. 6. Research and Development: Toluquinol is used in laboratory research and development for its reactivity and ability to modify organic compounds. These applications highlight the versatility and utility of Toluquinol in various industrial processes, ranging from photography and polymerization inhibition to chemical synthesis and antioxidant protection. Toluquinol is antioxidant, polymerization inhibitor. Toluquinol is used as stabilizer and antioxidant in aerylic monomers to prevent polymerization. Toluquinol is a marine fungus metabolite, showing activity as an angiosupressor that interferes with the Akt pathway. Allows for screening of novel inhibitors of angiogenesis. Consumer Uses: Toluquinol is used in the following products: coating products. Other release to the environment of Toluquinol is likely to occur from: indoor use and outdoor use resulting in inclusion into or onto a materials (e.g. binding agent in paints and coatings or adhesives). Uses at industrial sites: Toluquinol is used in the following products: coating products, laboratory chemicals, polymers, fillers, putties, plasters, modelling clay and adhesives and sealants. Toluquinol is used for the manufacture of: chemicals and plastic products. Release to the environment of Toluquinol can occur from industrial use: as processing aid, as processing aid, in the production of articles, as an intermediate step in further manufacturing of another substance (use of intermediates), in processing aids at industrial sites and for thermoplastic manufacture. Widespread uses by professional workers: Toluquinol is used in the following products: coating products, fillers, putties, plasters, modelling clay and polymers. Toluquinol is used in the following areas: building & construction work. Toluquinol is used for the manufacture of: plastic products. Other release to the environment of Toluquinol is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners) and outdoor use resulting in inclusion into or onto a materials (e.g. binding agent in paints and coatings or adhesives). Synthesis of Toluquinol: Toluquinol can be synthesized through various methods, including the alkylating hydroquinone with methyl iodide in the presence of a base, or the oxidation of 2-methylphenol (o-cresol) using oxidizing agents such as nitric acid or potassium permanganate. Manufacturing of Toluquinol: Toluquinol or methyl ether derivative thereof is prepared by contacting paramethoxyphenol or para-dimethoxybenzene with an acid catalyst, preferably a solid acid catalyst, at a temperature ranging from 100° to 300° C. Biochem/physiol Actions of Toluquinol: Toluquinol inhibits the growth of endothelial and tumor cells in culture in the micromolar range and is a promising drug candidate in the treatment of cancer and other angiogenesis-related pathologies. Identifiers of Toluquinol: CAS: 95-71-6 Molecular Formula: C7H8O2 Molecular Weight (g/mol): 124.14 MDL Number: MFCD00002345 InChI Key: CNHDIAIOKMXOLK-UHFFFAOYSA-N PubChem CID: 7253 IUPAC Name: 2-methylbenzene-1,4-diol SMILES: CC1=CC(O)=CC=C1O IUPAC Name: 1-Methyl-4-(2-methylbenzene-1,4-diol) CAS Number: 2468-81-9 Molecular Formula: C7H8O2 SMILES: CC1=CC(=C(C=C1)O)C(O)=C InChI: InChI=1S/C7H8O2/c1-5-2-4-7(9)6(8)3-5/h2-4,9H,1H3 InChI Key: CHUINQENSVKLOM-UHFFFAOYSA-N Properties of Toluquinol: Molecular Weight: 124.14 XLogP3: 1 Hydrogen Bond Donor Count: 2 Hydrogen Bond Acceptor Count: 2 Rotatable Bond Count: 0 Exact Mass: 124.052429494 Monoisotopic Mass: 124.052429494 Topological Polar Surface Area: 40.5 Ų Heavy Atom Count: 9 Complexity: 92.9 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: 1 Compound Is Canonicalized: Yes Quality Level: 100 Assay: 99% Form: solid Autoignition temp.: 851 °F mp: 128-130 °C (lit.) SMILES string: Cc1cc(O)ccc1O InChI: 1S/C7H8O2/c1-5-4-6(8)2-3-7(5)9/h2-4,8-9H,1H3 InChI key: CNHDIAIOKMXOLK-UHFFFAOYSA-N Product Number: M0342 Purity / Analysis Method: >98.0%(T)

Molecular Formula / Molecular Weight: C7H8O2 = 124.14

Physical State (20 deg.C). Solid

Store Under Inert Gas: Store under inert gas

Condition to Avoid: Light Sensitive,Air Sensitive

CAS RN: 95-71-6

Reaxys Registry Number: 2041489

PubChem Substance ID: 87572412

SDBS (AIST Spectral DB): 3439

MDL Number: MFCD00002345

Melting point: 128-130 °C(lit.)

Boiling point: 285°C

Density: 1.1006 (rough estimate)

refractive index: 1.4922 (estimate)

Flash point: 172 °C

storage temp.: Store below +30°C.

solubility: 77g/l

form: Crystalline Powder

pka: pK1:10.03;pK2:11.62 (25°C)

color: Grayish-white to light beige

Water Solubility: 77 g/L (25 ºC)

BRN: 2041489

Stability: Stable. Combustible. Incompatible with oxidizing agents, strong bases.

InChIKey: CNHDIAIOKMXOLK-UHFFFAOYSA-N

CAS DataBase Reference: 95-71-6(CAS DataBase Reference)

EWG’s Food Scores: 1

FDA UNII: 332W51E0OC

NIST Chemistry Reference: 1,4-Benzenediol, 2-methyl-(95-71-6)

EPA Substance Registry System: 2-Toluquinol (95-71-6)

Physicochemical Information of Toluquinol:

Flash point: 172 °C

Ignition temperature: 468 °C

Melting Point: 128 – 130 °C

Solubility: 77 g/l

Specifications of Toluquinol:

Assay (HPLC, area%): ≥ 97.0 % (a/a)

Melting range (lower value): ≥ 125 °C

Melting range (upper value): ≤ 128 °C

Identity (IR): passes test

Purity: >98.0%(T)

Names of Toluquinol:

Regulatory process names:

2-Toluquinol

2-Toluquinol

CAS names:

1,4-Benzenediol, 2-methyl-

IUPAC names:

2-METHYL HYDROQUINONE

2-Methyl-1,4-benzenediol

2-methylbenzene-1,4-diol

2-Toluquinol

2-Toluquinol

Toluquinol

Toluquinol

Other identifiers:

135648-79-2

140627-29-8

29763-99-3

65916-21-4

78446-96-5

95-71-6

96937-50-7