VERATROLE

Veratrole is an important dimethoxy-substituted aromatic compound that is frequently selected as a starting material and intermediate in fine-chemical manufacturing, where its benzene-based structure supports the preparation of a wide variety of functional derivatives.
Veratrole is particularly useful in the synthesis of pharmaceutical ingredients, fragrance components, agrochemical intermediates, specialty additives, dyes, and other value-added organic compounds that require controlled modification of an activated aromatic ring.
Because of its two neighboring methoxy groups, Veratrole offers distinctive substitution behavior and synthetic flexibility, making it suitable for multi-step organic transformations and for the development of structurally complex molecules used across research and industrial production.

CAS Number: 91-16-7
EC Number: 202-045-3
Molecular Formula: C8H10O2
Molecular Weight: 138.16 g/mol

Synonyms: 1,2-Dimethoxybenzene, Veratrole, 91-16-7, Veratrol, O-DIMETHOXYBENZENE, Pyrocatechol dimethyl ether, Catechol dimethyl ether, 2-Methoxyanisole, Benzene, 1,2-dimethoxy-, 2-Dimethoxybenzol, O,O-Dimethyl catechol, Synthol, Brenzkatechindimethylether, FEMA No. 3799, Dimethylether pyrokatechinu, DTXSID7047065, 61WJZ2Q41I, NSC-16934, DTXCID5027065, CHEBI:59114, RefChem:71964, 202-045-3, Benzene, o-dimethoxy-, Methyl guaiacol, Guaiacol methylether, DIMETHOXYBENZENE, methylguaiacol, MFCD00008357, NSC 16934, o-dimethoxy-benzene, Orthodimethoxybenzene, 1,2-dimethoxy-benzene, Guaiacol EP Impurity C, ghl.PD_Mitscher_leg0.397, CHEMBL1668603, HY-B1812, AKOS000120951, EN300-16122, Q131994, 1,2-Dimethoxybenzene, puriss., >=99.0% (GC), 1,2-dimethoxy benzene, Dimethylether pyrokatechinu [Czech], EINECS 202-045-3, UNII-61WJZ2Q41I, AI3-02281, dimethoxy benzene, 1,2-Dimethoxybenzene (veratrole), VERATROLE [MI], Guaiacol EP Impurity C, ortho-dimethyl hydroquinone, bmse010219, VERATROL [WHO-DD], EC 202-045-3, SCHEMBL8674, NCIOpen2_004258, WLN: 1OR BO1, Veratrole; o-Dimethoxybenzene, 1,2-Dimethoxybenzene puriss., SCHEMBL105872, SCHEMBL123985, SCHEMBL513956, orb1705701, SCHEMBL3180289, SCHEMBL6284608, SCHEMBL6723335, SCHEMBL10947092, SCHEMBL29351917, FEMA 3799, CS-B1822, NSC16934, Tox21_302297, 1,2-DIMETHOXYBENZENE [FHFI], BDBM50336488, EBC-03954, SBB060065, STL146732, 1,2-Dimethoxybenzene, >=99%, FG, CCG-327696, FD31519, CAS-91-16-7, NCGC00256103-01, AS-12860, SY001445, DB-013756, D0627, NS00006452, ST51046312, 1,2-Dimethoxybenzene, ReagentPlus(R), 99%, D70447, T20326, F079036, Q-200062, 1,2-Dimethoxybenzene, Vetec(TM) reagent grade, 98%, F1908-010, Z53833941, F1908-0109, InChI=1/C8H10O2/c1-9-7-5-3-4-6-8(7)10-2/h3-6H,1-2H, Guaiacol Imp. C (EP); 1,2-Dimethoxybenzene; Veratrole; Guaiacol Impurity C, 1,2-DIMETHOXYBENENE, 1,2-Dimethoxybenzene, [IUPAC name – generated by ACD/Name], 1,2-Diméthoxybenzène, [French], [IUPAC name – generated by ACD/Name], 1,2-Dimethoxybenzol, [German], [IUPAC name – generated by ACD/Name], 2-Methoxyanisole, 202-045-3, [EINECS], 91-16-7, [RN], Benzene, 1,2-dimethoxy-, [Index name – generated by ACD/Name], benzene, dimethoxy-, catechol dimethyl ether, o-Dimethoxybenzene, Pyrocatechol dimethyl ether, veratrol, [Wiki] , Veratrole, [Wiki] , Unverified, 1,2-DI(METHOXY-D3)BENZENE, 1,2-Dimethoxy-benzene, 1,2-Dimethoxy-d6-benzene, 1,2-Dimethoxybenzene (Veratrole), 1,2-Dimethoxybenzene puriss., 1,2-Dimethoxybenzene-3,4,5,6-d4, 1,2-Dimethoxybenzene-4,5-d2, 1,2-Dimethoxybenzene-[U-Ring-13C6], 1,2-Dimethoxybenzene-d10, 1,2-dimethoxybenzene（库存处理）, [Japanese], 1,2-ジメトキシベンゼン, [Japanese], 1-(1-phenylcyclohexyl)-3,4-dihydro-2H-pyridine, 126840-15-1, [RN], 1OR BO1, [WLN], 2-Dimethoxybenzol, 202-045-3MFCD00008357, 203645-56-1, [RN], 24658-24-0, [RN], 362049-43-2, [RN], 97%, Benzene, o-dimethoxy-, Benzene-1,2,3,4-d4,5,6-dimethoxy-, Brenzkatechindimethylether, CATECHOL DIMETHYLETHER-D6, DIMETHOXYBENZENE, [Wiki] , Dimethylether pyrokatechinu, [Czech], Dimethylether pyrokatechinu, EINECS 202-045-3, Guaiacol methylether, Methyl guaiacol, Methylguaiacol, O,O-Dimethyl catechol, O-Dimethoxy-Benzene, ORTHO-DIMETHOXYBENZENE, Orthodimethoxybenzene, Synthol, [Wiki] , Veratrole (1,2-Dimethoxybenzene), Veratrole, 1,2-Dimethoxybenzene, Veratrole, AI302281, AI3 02281, AI3-02281

Veratrole is a dimethoxybenzene with the methoxy groups at ortho-positions.
Veratrole has a role as a plant metabolite.

Veratrole is a starting raw material to be chemically transformed by Pharmaceutical and Agrochemical industries.
Veratrole is a clear liquid or crystalline mass.

Veratrole is useful for organic synthesis of aromatic compounds.
Veratrole is relatively electron-rich and thus readily undergoes electrophilic substitution.

Veratrole is an organic compound with the formula C6H4(OCH3)2.
Veratrole is one of three isomers of dimethoxybenzene.

Veratrole is a colorless liquid, with a pleasant odor and slight solubility in water.
Veratrole is the dimethyl ether derived from pyrocatechol.

Veratrole is an aromatic organic compound consisting of a benzene ring substituted with two adjacent methoxy groups, giving it the systematic name 1,2-dimethoxybenzene.
Veratrole is commonly used as a versatile intermediate in organic synthesis and serves as a building block in the manufacture of pharmaceuticals, fragrances, agrochemicals, dyes, and specialty chemicals.
Veratrole's methoxy-functionalized aromatic structure enables a wide range of substitution and transformation reactions, making Veratrole valuable in fine-chemical synthesis and the preparation of more complex functional compounds.

Veratrole is a clear colourless liquid (above 22°C).
Veratrole is manufactured in industry by methylation of pyrocatechol and used as a precursor for the synthesis of active pharmaceutical ingredients, flavouring agents and perfumery products.

Veratrole is an organic compound with the formula C6H4(OCH3)2.
Veratrole is a colorless liquid with a pleasant odor and slight solubility in water.

Veratrole is the dimethyl ether derived from pyrocatechol, too.
Veratrole is naturally occurring.

Veratrole's biosynthesis entails the methylation of guaiacol by guaiacol O-methyltransferase.
Veratrole is an insect attractant.
Guaiacol O-methyltransferase gene is first scent gene discovered so far in any plant species.

Veratrole is a key compound that widely exists in plants and attracts pollinators.
The release of Veratrole has a circadian rhythm and plays an important role in plant reproduction, species differentiation, and interactions with pollinators.
In addition, Veratrole can be demethylated by cytochrome P-450 in Streptomyces setonii.

Veratrole is a naturally-occurring organic compound with a pleasant aroma.
Veratrole is used in the food industry and as a building block in the manufacturing of pharmaceutical compounds.

Veratrole reacts with Li{N(SO2CF3)2} to yield molecular crystal [Li{N(SO2CF3)2}{C6H4(OCH3)2}2] having solid-state lithium ion conductivity.
Veratrole is a potential pollinator attractant of the nocturnal moth Hadena bicruris.

Veratrole is an organic compound and is derived from pyrocatechol.
Because of its pleasant odor, Veratrole is utilized in the organic synthesis of aromatic compounds.

Veratrole has a broad spectrum of applications as an active ingredient in the agrochemical and pharmaceutical industries.
Veratrole is used for crop protection and acts as a raw material in the pharmaceutical industry.

Veratrole is an organic compound considered a building block for the organic synthesis of other aromatic compounds.
Ungraded products supplied by Spectrum are indicative of a grade suitable for general industrial use or research purposes and typically are not suitable for human consumption or therapeutic use.

Veratrole is a dimethoxy-substituted aromatic compound known for its sweet, floral scent and reactivity in chemical synthesis.
Occurring naturally in some essential oils, Veratrole is used extensively in perfumery, organic synthesis, and as an intermediate in the development of pharmaceuticals and agrochemicals.
Veratrole's stability and low toxicity make it a reliable reagent and fragrance additive in both commercial and laboratory settings.

Applications of Veratrole:
Veratrole is a building block for the organic synthesis of other aromatic compounds.
Veratrole is relatively electron-rich and thus readily undergoes electrophilic substitution.

An example of the use of veratrole is in the synthesis of Domipizone.
Veratrole can easily be brominated with NBS to give 4-bromoveratrole.

Veratrole was used to investigate the electroantennogram response of vine weevil, Otiorhynchus sulcatus to plant volatiles.
Veratrole is used as a flavoring agent.

Veratrole is useful for organic synthesis of aromatic compounds.
Veratrole is relatively electron-rich and thus readily undergoes electrophilic substitution.

Veratrole is a building block for the organic synthesis of other aromatic compounds.
Veratrole is relatively electron-rich and thus readily undergoes electrophilic substitution.

An example of the use of veratrole is in the synthesis of Domipizone.
Veratrole can easily be brominated with NBS to give 4-bromoveratrole.

Veratrole is common reagent in organic synthesis such as the synthesis of arizonins B1 and C1.
Veratrole is also used in the synthesis of pharmacophores of salmeterol and roflumilast as dual β2-adrenoreceptor agonists-PDE4 inhibitors.

Veratrole is the fungicide dimethomorph, intermediates of flumorph.
Veratrole is used as an intermediate in organic synthesis, in the pharmaceutical industry, for the synthesis of tetrahydropalmatine, verapamil and so on.

Veratrole is also a commonly used reagent for the determination of lactic acid and glycerol in blood.
Veratrole is an intermediate of the bactericides dimethomorph and flumorph.

Veratrole is used as an intermediate in organic synthesis, and used in the pharmaceutical industry to synthesize tetrahydropalmatine, verapamil, etc.
Veratrole is also a reagent for the determination of lactic acid and glycerol in blood.

Veratrole is used as an intermediate in organic synthesis, and used in the pharmaceutical industry to synthesize tetrahydropalmatine and isoboridine.
Veratrole is also a reagent for the determination of lactic acid and glycerol in blood.

Veratrole is used as a building block for various chemical compounds, some of it are as follows:

Agrochemical:
Veratrole is used in the synthesis of fungicide Dimethomorph.

Active Pharmaceutical Ingredients:
Intermediates prepared from Veratrole are used in the synthesis of various active pharmaceutical ingredients such as Verapamil, Mebevarine, Papevarine, Donepezil & Itopride etc.

Fragrance & Perfumery:
Veratrole is used in the synthesis of flavours and fragrances such as Veratraldehyde, 4-Ethyl veratrole and 4-Propenyl veratrole etc.
Veratrole adds a warm, sweet, and creamy note to perfumes and colognes.
Veratrole blends well with floral, woody, and balsamic materials.

Perfumers use it to build oriental and amber accords.
Veratrole gives depth to compositions containing vanilla, musk, or amber bases.

Veratrole pairs perfectly with aroma ingredients such as Ethyl Vanillin, Coumarin, and Benzyl Benzoate for stability.
These blends create smooth, long-lasting perfumes.

Flavour Industry:
In flavours, Veratrole gives a sweet, creamy, and slightly spicy taste.
Veratrole helps balance coffee, cocoa, caramel, and nut profiles.
Food technologists use it in desserts, syrups, and beverages at low levels.

Pharmaceutical Applications:
Veratrole serves an integral role in drug synthesis.
Veratrole participates in making antihypertensive, analgesic, and antifungal molecules.

Veratrole's stable aromatic ring and two methoxy groups it provides an ideal starting compound for chemical reactions.
Veratrole is also used in the creation of fine chemicals and speciality solvents.

Chemists use Veratrole as a reactive substrate in methylation, nitration, and oxidation studies.
Veratrole helps produce anisole derivatives and methoxy-substituted aromatics.
Researchers value it for its predictable reactivity and easy purification.

Polymer & Material Science:
Veratrole can act as a stabilizer or modifier in polymer formulations.
Veratrole helps improve the thermal resistance and flexibility of certain resins.
Veratrole's methoxy groups provide electron-donating ability, which enhances polymer performance in coatings and adhesives.

Occurrence of Veratrole:
Veratrole is naturally occurring.
Veratrole's biosynthesis entails the methylation of guaiacol by guaiacol O-methyltransferase.

Veratrole is an insect attractant.
Guaiacol O-methyltransferase gene is first scent gene discovered so far in any plant species.

Stability and Reactivity of Veratrole:

Chemical stability:
Veratrole is stable under normal ambient temperatures and recommended storage conditions.

Reactivity:
Veratrole may react with strong oxidizing agents and other highly reactive substances.

Conditions to avoid:
Avoid excessive heat, open flames, sparks, and prolonged exposure to incompatible materials.

Incompatible materials:
Keep away from strong oxidizing agents, strong acids, and other reactive chemicals.

Handling and Storage of Veratrole:

Safe handling:
Handle in a well-ventilated area and avoid unnecessary contact with the skin, eyes, and clothing.

Storage conditions:
Keep the container tightly closed in a cool, dry, and well-ventilated place away from heat and ignition sources.

First Aid Measures of Veratrole:

Inhalation:
Move the affected person to fresh air and seek medical attention if symptoms persist.

Skin contact:
Wash the affected area thoroughly with soap and plenty of water.

Eye contact:
Rinse cautiously with water for several minutes and obtain medical attention if irritation continues.

Ingestion:
Rinse the mouth and seek medical advice if discomfort occurs.

Firefighting Measures of Veratrole:

Suitable extinguishing media:
Use dry chemical, carbon dioxide, water spray, or suitable foam.

Protective equipment:
Firefighters should wear appropriate protective clothing and self-contained breathing apparatus when necessary.

Accidental Release Measures of Veratrole:

Personal precautions:
Provide adequate ventilation and avoid direct contact with the spilled material.

Cleanup methods:
Absorb with sand, earth, or another inert absorbent and transfer into a suitable closed container for disposal.

Environmental precautions:
Prevent the material from entering drains, surface water, or confined areas.

Exposure Controls/Personal Protective of Veratrole:

Engineering controls:
Use adequate general ventilation or local exhaust ventilation where necessary.

Eye protection:
Wear suitable safety glasses or chemical goggles.

Hand protection:
Use appropriate chemical-resistant protective gloves.

Skin protection:
Wear suitable protective clothing.

Respiratory protection:
Use suitable respiratory protection when ventilation is inadequate or vapor exposure is significant.

Identifiers of Veratrole:
Linear Formula: C6H4(OCH3)2
CAS Number: 91-16-7
Molecular Weight: 138.16
UNSPSC Code: 12352100
NACRES: NA.22
PubChem Substance ID: 24848455
EC Number: 202-045-3
Beilstein/REAXYS Number: 1364621
MDL Number: MFCD00008357
Assay: 99%

Name: 1,2-dimethoxybenzene
CAS Number: 91-16-7
ECHA EINECS - REACH Pre-Reg: 202-045-3
FDA UNII: 61WJZ2Q41I
Nikkaji Web: J4.334F
Beilstein Number: 1364621
MDL: MFCD00008357
CoE Number: 10320
XlogP3: 1.60 (est)
Molecular Weight: 138.16610000
Formula: C8 H10 O2

CAS No.: 91-16-7
Chemical Name: 1,2-Dimethoxybenzene
CBNumber: CB5144392
Molecular Formula: C8H10O2
Molecular Weight: 138.16
MDL Number: MFCD00008357

CAS Number: 91-16-7
ChEBI: CHEBI:59114
ChEMBL: ChEMBL1668603
ChemSpider: 13861009
ECHA InfoCard: 100.001.860
EC Number: 202-045-3
PubChem CID: 7043
UNII: 61WJZ2Q41I
CompTox Dashboard (EPA): DTXSID7047065
InChI: InChI=1S/C8H10O2/c1-9-7-5-3-4-6-8(7)10-2/h3-6H,1-2H3
Key: ABDKAPXRBAPSQN-UHFFFAOYSA-N
InChI: InChI=1/C8H10O2/c1-9-7-5-3-4-6-8(7)10-2/h3-6H,1-2H3
Key: ABDKAPXRBAPSQN-UHFFFAOYAD
SMILES: COc1ccccc1OC

CAS: 91-16-7
IUPAC Name: 1,2-dimethoxybenzene
Molecular Formula: C8H10O2
InChI Key: ABDKAPXRBAPSQN-UHFFFAOYSA-N
SMILES: COC1=CC=CC=C1OC
Molecular Weight (g/mol): 138.17

Product Line: ReagentPlus®
Assay: 99%
Refractive Index: n20/D 1.533 (lit.)
Boiling Point: 206-207 °C (lit.)
Melting Point: 15 °C (lit.)
Solubility: alcohol: soluble, diethyl ether: soluble, fatty oils: soluble, water: slightly soluble
Density: 1.084 g/mL at 25 °C (lit.)
SMILES String: COc1ccccc1OC
InChI: 1S/C8H10O2/c1-9-7-5-3-4-6-8(7)10-2/h3-6H,1-2H3
InChI Key: ABDKAPXRBAPSQN-UHFFFAOYSA-N

Properties of Veratrole:
Appearance: colorless clear liquid (est)
Assay: 98.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity: 1.08200 to 1.08600 @ 25.00 °C.
Pounds per Gallon - (est).: 9.003 to 9.037
Refractive Index: 1.53300 to 1.53600 @ 20.00 °C.
Melting Point: 22.50 °C. @ 760.00 mm Hg
Boiling Point: 206.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.470000 mmHg @ 25.00 °C.
Flash Point: 189.00 °F. TCC (87.22 °C.)
logP (o/w): 1.600

Melting Point: 15 °C(lit.)
Boiling Point: 206-207 °C(lit.)
Density: 1.084 g/mL at 25 °C(lit.)
Vapor Pressure: 0.63 hPa (25 °C)
FEMA: 3799 | 1,2-DIMETHOXYBENZENE
Refractive Index: n20/D 1.533(lit.)
FLAVIS Number: 04.062 | 1,2-Dimethoxybenzene
Flash Point: 189 °F
Storage Temperature: Store below +30°C.
Solubility: 6.69g/l insoluble
Form: Powder
Color: White to cream
Odor: at 1.00 % in dipropylene glycol. sweet creamy vanilla phenolic musty
Odor Type: vanilla
Biological Source: synthetic
Water Solubility: Soluble in alcohol, diethyl ether, acetone, and methanol. Slightly soluble in water.
FreezingPoint: 21.0 to 23.0 ℃
Merck: 14,9956
JECFA Number: 1248
BRN: 1364621
Dielectric Constant: 4.0899999999999999
Major Application: flavors and fragrances
Cosmetics Ingredients Functions: PERFUMING
InChI: 1S/C8H10O2/c1-9-7-5-3-4-6-8(7)10-2/h3-6H,1-2H3
InChIKey: ABDKAPXRBAPSQN-UHFFFAOYSA-N
SMILES: COc1ccccc1OC
LogP: 1.75-2.22 at 25℃
CAS DataBase Reference: 91-16-7(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS): 1,2-DIMETHOXYBENZENE
EWG's Food Scores: 1
FDA UNII: 61WJZ2Q41I
NIST Chemistry Reference: Benzene, 1,2-dimethoxy-(91-16-7)
EPA Substance Registry System: Veratrole (91-16-7)
UNSPSC Code: 41116107
NACRES: NA.24

Chemical Formula: C8H10O2
Molar Mass: 138.166 g·mol−1
Density: 1.084 g/cm3
Melting Point: 22–23 °C (72–73 °F; 295–296 K)
Boiling Point: 206–207 °C (403–405 °F; 479–480 K)
Magnetic Susceptibility (χ): −87.39·10−6 cm3/mol

Molecular Weight: 138.16 g/mol
XLogP3: 1.6
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 2
Rotatable Bond Count: 2
Exact Mass: 138.068079557 Da
Monoisotopic Mass: 138.068079557 Da
Topological Polar Surface Area: 18.5 Ų
Heavy Atom Count: 10
Complexity: 81.3
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

Specifications of Veratrole:
Form: Liquid as melt
Assay (GC): ≥98.5%
Identification (FTIR): Conforms
Refractive Index: 1.5320-1.5350 @ 20?C
Appearance (Color): Clear colorless to pale yellow

Names of Veratrole:

Preferred IUPAC name:
1,2-Dimethoxybenzene

Other names:
Veratrole
o-Dimethoxybenzene
Pyrocatechol dimethyl ether