GUAIACOL

Guaiacol is an important methoxyphenol valued for its role in aromatic chemistry, specialty formulations, and the manufacture of functional organic intermediates.
Guaiacol's dual hydroxyl and methoxy substitution pattern makes it especially useful in controlled derivatization, flavor chemistry, fragrance development, and fine chemical processing.
Guaiacol also provides a practical starting platform for producing value-added compounds used across research, industrial synthesis, and formulation technologies.

CAS Number: 90-05-1
EC Number: 201-964-7
Molecular Formula: C7H8O2
Molecular Weight: 124.14 g/mol

Synonyms guaiacol, 2-Methoxyphenol, 90-05-1, o-Methoxyphenol, 2-Hydroxyanisole, o-Guaiacol, Guaiastil, Pyroguaiac acid, o-Hydroxyanisole, Phenol, 2-methoxy-, Anastil, 1-Hydroxy-2-methoxybenzene, Pyrocatechol monomethyl ether, Guaicol, Phenol, o-methoxy-, Guaicolina, Guajol, Guasol, O-Methyl catechol, Creodon, 2-Methoxy-Phenol, Guajacol, Guajakol, Catechol monomethyl ether, FEMA No. 2532, Pyrocatechol methyl ester, DTXSID0023113, (mu)-methoxyphenol, NSC 3815, 2-methoxyl-4-vinylphenol, 6JKA7MAH9C, NSC-3815, AI3-05615, DTXCID003113, CHEBI:28591, Catechol, Methyl, 2-Hydroxy-Anisole, RefChem:5871, 201-964-7, Methylcatechol, Methoxyphenol, 2-methoxy phenol, Guaiacol [JAN], 9009-62-5, guiacol, Methylcatachol, o-methoxy-Phenol, MFCD00002185, Guaiacol (JAN), Creodon (TN), Guaiacol (Standard), CHEMBL13766, Phenol, methoxy-, NCGC00090827-02, NCGC00090827-04, Guajakol [Czech], Guaiacol (natural), ortho-Guaiacol, CAS-90-05-1, CCRIS 2943, Guaiacol [JAN:NF], HSDB 4241, SR-01000838056, EINECS 201-964-7, UNII-6JKA7MAH9C, Creasote, methoxy phenol, 6-methoxyphenol, hydroxyl anisole, omicron-guaiacol, o-Guiacol, o--methoxyphenol, orthomethoxyphenol, Guaiacol CRS, ortho-methoxyphenol, JZ3, 2-(methyloxy)phenol, GUAIACOL [FHFI], GUAIACOL [HSDB], GUAIACOL [MI], GUAIACOL [VANDF], Catechol mono methyl ether, DSSTox_CID_3113, GUAIACOL [MART.], bmse000436, bmse010027, GUAIACOL [USP-RS], GUAIACOL [WHO-DD], 2-methoxyphenol (guaiacol), Creosote from beechwood tar, EC 201-964-7, Guaiacol, puriss., 99%, WLN: QR BO1, 2-Methoxy-d3-phenol--d4, 2-Methoxyphenol (Standard), DSSTox_RID_77552, 3-methoxy-4-hydroxy benzene, DSSTox_GSID_24853, SCHEMBL21626, SCHEMBL54887, ghl.PD_Mitscher_leg0.900, guaiacol (liquid) extra pure, Guaiacol, oxidation indicator, MLS001055375, SCHEMBL182716, SCHEMBL248531, SCHEMBL316773, orb1223711, orb1309060, orb3140913, SCHEMBL1031009, SCHEMBL1372972, SCHEMBL4629044, SCHEMBL5106568, GUAIACOL [EP MONOGRAPH], GUAIACOL [USP IMPURITY], para-Substituted 2-methoxyphenol, SCHEMBL29454477, HY-N1380R, NSC3815, Guaiacol, natural, >=99%, FG, HMS2089D18, HMS2233P04, HMS3372N11, HMS3715E11, HMS5082K19, Pharmakon1600-01506165, CS-D1347, HY-N1380, STR03604, Tox21_111031, Tox21_201136, Tox21_202990, Tox21_400004, BDBM50240369, EBC-13356, Guaiacol; Guaifenesin EP Impurity A, MSK010009, NSC760376, SBB058681, STL281868, AKOS000118831, CCG-214035, DB11359, FM25315, NSC-760376, PB43791, PS-3252, Guaiacol, SAJ first grade, >=98.0%, NCGC00090827-01, NCGC00090827-03, NCGC00090827-05, NCGC00090827-06, NCGC00090827-07, NCGC00258688-01, NCGC00260535-01, AC-34997, Guaiacol, Vetec(TM) reagent grade, 98%, SMR000059155, SY048708, CAS-8021-39-4, DB-024854, GUAIFENESIN IMPURITY A [EP IMPURITY], M0121, NS00010812, ST50214385, EN300-19498, C01502, C23050, D00117, F70227, AB00876226-06, AB00876226_07, F241127, Q412403, SR-01000838056-2, SR-01000838056-3, BRD-K96282009-001-08-8, F2173-0425, Guaiacol, European Pharmacopoeia (EP) Reference Standard, Z104474028, Guaiacol, United States Pharmacopeia (USP) Reference Standard, InChI=1/C7H8O2/c1-9-7-5-3-2-4-6(7)8/h2-5,8H,1H, Guaiacol, Pharmaceutical Secondary Standard; Certified Reference Material, 26247-00-7, 1-Hydroxy-2-methoxybenzene, 2-Hydroxyanisole, 2-methoxy phenol, 2-Methoxy-phenol, 2-Methoxyphenol, [IUPAC name – generated by ACD/Name], 2-Méthoxyphénol, [French], [IUPAC name – generated by ACD/Name], 2-Methoxyphenol, [German], [IUPAC name – generated by ACD/Name], 232-419-1, [EINECS], 90-05-1, [RN], Guaiacol, [Wiki] , [JAN], Guajakol, [Czech], guiacol, methoxyphenol, Methylcatachol, o-Hydroxyanisole, o-methoxy-Phenol, o-Methoxyphenol, ORTHO-METHOXYPHENOL, Phenol, 2-methoxy-, [Index name – generated by ACD/Name], Unverified, 100 g, 1065473-05-3, [RN], 1990-5-1, 2-<wbr/>methoxy phenol, 2-Hydroxy-Anisole, 2-Methoxy-d3-phenol--d4, 2-Methoxy-d3-phenol-3,4,5,6-d4, 2-methoxyl-4-vinylphenol, 2-METHOXYPHENOL-13C6, 2-Methoxyphenol-3,4,5,6-d4,OD, 2-Methoxyphenol-[13C6], 2-Methoxyphenol-[U-Ring-13C6], 2-METHOXYPHENOL-D3, 2-​methoxyphenol, 20189-11-1, [RN], 202326-52-1, [RN], 32994.0, 98%, <i>O</i>-methoxyphenol, Anastil, CAH1_HUMAN, CAH2_HUMAN, CAH4_HUMAN, CAH6_HUMAN, Carbonic anhydrase 1, Carbonic anhydrase 2, Carbonic anhydrase 4, Carbonic anhydrase 6, Catechol mono methyl ether, Cayman, Creasote, Creodon, CREOSOTE, Guaiaco, Guaiacul, Guaiastil, Guaicol, Guaicolina, Guajacol, Guajakol, Guajol, Guasol, hydroxyanisole, o-Guaiacol, o-Guiacol, O-methylcatechol, 2-hydroxyanisole, o-methoxyphenol, 2-Methoxyphenol, ortho-Guaiacol, Phenol, methoxy-, PHENOL, O-METHOXY-, PHENOXY, 2-METHOXY-, Propolis, Pyroguaiac acid, pyroguaic acid, QR BO1, [WLN], 愈创木酚, [Chinese]

Guaiacol is an aromatic organic compound with the molecular formula C7H8O2, also known as 2-methoxyphenol.
Guaiacol contains both a methoxy group and a hydroxyl group on a benzene ring, giving it characteristic phenolic reactivity and a distinctive smoky aroma.
Guaiacol is widely used in pharmaceuticals, flavors, fragrances, antioxidants, chemical synthesis, and as an intermediate in the production of vanillin and other specialty organic compounds.

Guaiacol is an organic compound with the formula C6H4(OH)(OCH3).
Guaiacol is a phenolic compound containing a methoxy functional group.

Guaiacol appears as a viscous colorless oil, although aged or impure samples are often yellowish.
Guaiacol occurs widely in nature and is a common product of the pyrolysis of wood.

Guaiacol is a chemical intermediate synthesis for food materials and perfurmery products, including cosmectics, personal care and industrial cleaning products.
Guaiacol is used as starting raw material to be chemically transformed by pharmaceutical industries (as a technical grade, not produced under cGMP conditions).

Guaiacol is defined as an aromatic electron donor that serves as a substrate for guaiacol peroxidase (POX), an enzyme that catalyzes its oxidation using hydrogen peroxide (H2O2) as the electron acceptor.

Guaiacol appears as colorless to amber crystals or liquid.
Guaiacol is used medicinally as an expectorant.
Guaiacol is used, because of its anti-oxidant properties, as an anti-skinning agent for paints.

Guaiacol is a monomethoxybenzene that consists of phenol with a methoxy substituent at the ortho position.
Guaiacol has a role as a disinfectant, a plant metabolite, an expectorant and an EC 1.1.1.25 (shikimate dehydrogenase) inhibitor.
Guaiacol is functionally related to a catechol.

Guaiacol is an agent thought to have disinfectant properties and used as an expectorant.
Guaiacol is a phenolic natural product first isolated from Guaiac resin and the oxidation of lignin.

Guaiacol is also present in wood smoke, as a product of pyrolysis of lignin.
Guaiacol has been found in the urine of patients with neuroblastoma and pheochromocytoma.

Guaiacol, a phenolic compound acts as a scavenger of superoxide radicals.
Guaiacol is produced from guaiacum or wood creosote.

Guaiacol acts as a precursor to different favoring agents like, vanillin and roasted coffee.
Guaiacol is used as an antiseptic, analgesic and sedative drug for the treatment of dental pulp and periodontal tissue.
Guaiacol enhances cell proliferation in vivo.

Guaiacol, a phenolic compound, inhibits LPS-stimulated COX-2 expression and NF-κB activation.
Guaiacol is an organic compound with the chemical formula C₇H₈O₂.

Guaiacol is a colorless to pale yellow liquid with a characteristic smoky odor.
Guaiacol is widely recognized as a precursor in synthesizing various aromatic compounds and as a key ingredient in flavoring, pharmaceutical, and industrial applications.

In addition, Guaiacol plays a crucial role in the development of advanced superplasticizer formulations, particularly Polycarboxylate Ether (PCE), making it highly relevant for any concrete admixture manufacturer focused on high-performance construction solutions.
With a CAS number of 90-05-1, Guaiacol is an essential intermediate in multiple industries, particularly in the production of vanillin and as an antioxidant in food and beverage formulations.
Guaiacol's unique chemical properties make it a valuable stabilizing agent and a versatile component in industrial processing.

Applications of Guaiacol:
Guaiacol can be used to prepare vanillin, a well-known food flavoring agent.

Guaiacol has been used:
Guaiacol is used as a substrate for peroxidase enzyme to determine its activity.
Guaiacol is used as a substrate to determine laccase activity.
Guaiacol is used as a reagent in peroxidase (POD) activity test.

Guaiacol is a highly versatile compound, making it valuable across multiple industries.

Guaiacol's primary applications include:

Superplasticizer & Construction Chemicals:
Guaiacol is widely used in the production of superplasticizer, especially Polycarboxylate Ether (PCE) formulations, improving concrete workability, strength, and durability.

Precursor for Vanillin Production:
Guaiacol is a primary raw material in the industrial synthesis of vanillin, one of the most widely used flavoring agents.
By undergoing selective oxidation and methylation, Guaiacol enables the large-scale production of synthetic vanillin, ensuring a cost-effective and sustainable supply for the food and beverage industry.

Pharmaceutical Applications:
Guaiacol is essential in pharmaceutical formulations, particularly expectorants and antiseptic medications.
Guaiacol's antibacterial and expectorant properties help treat respiratory conditions such as cough and bronchitis.
Additionally, Guaiacol derivatives are used in pain relief and anti-inflammatory drugs.

Food and Beverage Additive:
In the food industry, Guaiacol is a key flavoring agent, imparting a smoky and spicy aroma.
Guaiacol is commonly found in smoked meats, coffee, and whiskey, enhancing the depth of flavor profiles.
Due to its antioxidant properties, Guaiacol also helps preserve food products by inhibiting oxidation-induced spoilage.

Intermediate in Agrochemical Synthesis:
Guaiacol is an intermediate in producing agrochemicals, including pesticides and herbicides.
Guaiacol's chemical stability and reactivity make it a crucial building block in synthesizing active ingredients for agricultural applications, ensuring effective pest and weed control.

Cosmetic and Personal Care Products:
Due to its aromatic nature and antioxidant properties, Guaiacol is used to formulate fragrances, skin care products, and hair care treatments.
Guaiacol helps stabilize formulations and prolong the shelf life of active ingredients, maintaining product efficacy over time.

Guaiacol is a highly versatile compound used in: 

Synthetic Flavors & Vanillin Production:
Guaiacol is a key intermediate for industrial vanillin synthesis.  

Pharmaceutical Industry:
Integral in developing cough suppressants and other medicinal formulations.

Food & Beverage Sector:
Adds smoky aroma and enhances flavor profiles. 

Agrochemical Synthesis:
Guaiacol supports the formation of pesticides and crop protection chemicals. 

Cosmetic & Personal Care Products:
Guaiacol is used for fragrances and antioxidant performance.  

Together with its functional versatility, Guaiacol’s utility in industrial coatings and polymer applications highlights its relevance to businesses seeking products from a reliable construction chemicals manufacturer. 

Uses of Guaiacol:
Guaiacol is used as an antioxidant (for fats, oils, and vitamins), anti-gumming agent in hydrocarbon solvents, anti-skinning agent in surface coatings; flavoring agent, polymerization inhibitor, stimulant expectorant, local anesthetic, and chemical intermediate (medicines, guaiacol compounds, and perfumes).
Guaiacol is a phenolic natural product first isolated from Guaiac resin and the oxidation of lignin.

Guaiacol is a yellowish aromatic oil that is now commonly derived from guaiacum or wood creosote.
Guaiacol is used medicinally as an expectorant, antiseptic, and local anesthetic.

Guaiacol is used in traditional dental pulp sedation, and has the property of inducing cell proliferation; guaiacol is a potent scavenger of reactive oxygen radicals and its radical scavenging activity may be associated with its effect on cell proliferation.
Guaiacol is also used in the preparation of synthetic vanillin.

Guaiacol has been found in the urine of patients with neuroblastoma and pheochromocytoma.
Guaiacol is a precursor of vanillin and santalidol (a synthetic sandal- wood fragrance).

Guaiacol is obtained from wood tar by the destructive distillation of hardwood, by the distillation of the phenol fraction of coal tar, or through the use of o-dichlorobenzene.
Guaiacol is processed to yield vanillin.

Industry Uses:
Intermediate

Uses and Chemical reactions:

Syringyl/guaiacyl ratio:
Lignin, comprising a major fraction of biomass, is sometimes classified according to the guaiacyl component.
Pyrolysis of lignin from gymnosperms gives more guaiacol, resulting from removal of the propenyl group of coniferyl alcohol.

These lignins are said to have a high guaiacyl (or G) content.
In contrast, lignins derived from sinapyl alcohol affords syringol.

A high syringyl (or S) content is indicative of lignin from angiosperms.
Sugarcane bagasse is one useful source of guaiacol; pyrolysis of the bagasse lignins yields compounds including guaiacol, 4-methylguaiacol and 4-vinylguaiacol.

Chemical intermediate:
Guaiacol is a useful precursor for the synthesis of other compounds.
Being derived from biomass, Guaiacol is a potential component or precursor to "green fuels".

Guaiacol is also a useful reagent for the quantification of peroxidases, as in the presence of hydrogen peroxide these enzymes will catalyse with it the formation of tetraguaiacol a coloured compound that can be quantified by its absorbance at 420–470 nm, following the equation:
4 guaiacol (colorless) + 2 H2O2 → tetraguaiacol (colored) + 8 H2O.

Medicinal and food:
Guaiacol is a precursor to various flavorants, such as eugenol.
An estimated 85% of the world's supply of vanillin and ethyl vanillin comes from guaiacol.

Because consumers tend to prefer natural vanillin to synthetic vanillin, methods such as microbial fermentation have been adopted.
The route entails the condensation reaction of glyoxylic acid with guaiacol to give mandelic acid, which is oxidized to produce phenylglyoxylic acid.

This acid undergoes a decarboxylation to afford vanillin.
The crude vanillin product can then be purified with vacuum distillation and recrystallization.

Guaiacol is also used medicinally as an expectorant, antiseptic, and local anesthetic.
Guaiacol is produced in the gut of desert locusts, Schistocerca gregaria, by the breakdown of plant material.

This process is undertaken by the gut bacterium Pantoea agglomerans (Enterobacter).
Guaiacol is one of the main components of the pheromones that cause locust swarming.

Key Properties of Guaiacol:

Flavor & Fragrance Applications:
Guaiacol is commonly used as a flavoring agent in the food and beverage industry, particularly in smoke flavoring, vanilla synthesis, and spice formulations.
Guaiacol is also utilized in perfume compositions for its warm, woody, and smoky notes.

Pharmaceutical Applications:
Guaiacol serves as a precursor in the synthesis of cough expectorants, antiseptics, and local anesthetics.
Guaiacol plays a role in the formulation of guaifenesin, a widely used cough suppressant.

Antioxidant & Preservative Functions:
Guaiacol exhibits antioxidant activity, protecting organic compounds from oxidative degradation.
Guaiacol is used in resin stabilization and as a preservative in pharmaceutical and cosmetic formulations.
This antioxidant behavior also supports resin systems used by a construction chemicals manufacturer in coatings and adhesives. 

Chemical Reactivity & Industrial Use:
Guaiacol acts as an intermediate in organic synthesis, contributing to the production of synthetic flavors, pharmaceuticals, agrochemicals, and polymer stabilizers.
Guaiacol reacts with free radicals, making it useful in stabilizing resins, adhesives, sealants, and industrial coatings — sectors closely linked with a modern construction chemicals manufacturer. 

Polymerization Inhibition:
Functions as a polymerization inhibitor, preventing unwanted polymer formation in industrial applications such as resins, plastics, and coatings.

Thermal & Chemical Stability:
Maintains stability at moderate temperatures but requires protection from excessive heat and exposure to air, as oxidation may lead to degradation and discoloration.
These properties also support its application in superplasticizer systems and Polycarboxylate Ether-based formulations used in construction chemicals.

Benefits of Guaiacol:
Guaiacol offers several advantages that make it a preferred choice across industries.

The key benefits include:

Key Precursor in Vanillin Synthesis:
Guaiacol plays a crucial role in vanillin production, supporting the global demand for flavoring agents in food and beverages.

High Chemical Stability:
Guaiacol is chemically stable under various conditions, ensuring its effectiveness in industrial applications and reducing the risk of degradation.

Versatile Applications:
With applications in food, pharmaceuticals, agrochemicals, and personal care products, Guaiacol is a highly versatile compound that enhances performance across multiple sectors.

Antioxidant and Preservative Properties:
Guaiacol helps prevent oxidation in food and beverages, ensuring extended shelf life and preserving flavor integrity.

Cost-Effective Solution:
Guaiacol is an efficient raw material in numerous chemical processes, contributing to cost-effective production strategies in industrial applications.

High Purity & Chemical Stability:
Guaiacol ensures consistent performance in industrial and specialty chemical applications. 

Versatile Industrial Use:
From flavoring agents to intermediates in complex synthesis pathways. 

Antioxidant Characteristics: 
Guaiacol helps enhance the stability and lifespan of formulated products. 

Cost‑Effective Raw Material:
Guaiacol supports scalable manufacturing processes. 

Biochem/physiol Actions of Guaiacol:
Guaiacol has an ability to inhibit prostaglandin biosynthesis, without causing damage to the gastrointestinal system, unlike classic NSAID (nonsteroidal anti-inflammatory drugs).[10]
Guaiacol, along with 2,4,6-trichloroanisole, is responsible for cork taint in wine.
A method has been developed for extraction and quantitation of the two compounds.

Chemical Properties of Guaiacol:
Guaiacol appears as white or slightly yellow crystals or colorless to light yellow transparent oily liquid.
Guaiacol has a distinctive scent.

Guaiacol is slightly soluble in water and benzene, also easily soluble in glycerol.
And Guaiacol is miscible with ethanol, ether, chloroform, oil and glacier acetic acid.

Guaiacol is a phenolic natural product first isolated from Guaiac resin and the oxidation of lignin.
Guaiacol is also present in wood smoke, as a product of pyrolysis of lignin.

Occurrence of Guaiacol:
Guaiacol is usually derived from guaiacum or wood creosote.

Guaiacol is produced by a variety of plants.
Guaiacol is also found in essential oils from celery seeds, tobacco leaves, orange leaves, and lemon peels.

The pure substance is colorless, but samples become yellow upon exposure to air and light.
The compound is present in wood smoke, resulting from the pyrolysis of lignin.
The compound contributes to the flavor of many substances such as whiskey and roasted coffee.

Preparation of Guaiacol:
The compound was first isolated by Otto Unverdorben in 1826.

Guaiacol is produced by methylation of o-catechol, for example using potash and dimethyl sulfate:
C6H4(OH)2 + (CH3O)2SO2 → C6H4(OH)(OCH3) + HO(CH3O)SO2

Laboratory methods:
Guaiacol can be prepared by diverse routes in the laboratory.
o-Anisidine, derived in two steps from anisole, can be hydrolyzed via its diazonium derivative.
Guaiacol can be synthesized by the dimethylation of catechol followed by selective mono-demethylation.

C6H4(OCH3)2 + C2H5SNa → C6H4(OCH3)(ONa) + C2H5SCH3

Guaiacol can be obtained by diazotization and hydrolysis of anthranium anisole or obtained from fractionated of wood oil.
In the nature of guaiacol is presented in the guaiacum or pine oil.

In the creosote oil obtained from wood dry distillation, guaiacol is the major ingredient.
This product could be obtained through fractional distillation of creosote oil.

Japan Osaka Refining Company takes o-nitrochlorobenzene as raw material, first synthesizes o-nitroanisole, and then reduces it to o-anisidine, and finally obtains the goods.
China's production method is roughly the same.
Ingredient consumption quota: 1250 kg / t of amino-containing anisole, 1500 kg / t of sulfuric acid (93%), 700 kg / t of sodium nitrite and 400 kg / t of copper sulfate.

Stability and Reactivity of Guaiacol:

Chemical stability:
Guaiacol is generally stable under normal processing conditions but is sensitive to air and light.

Reactivity:
No significant hazardous reactions are expected during normal handling and use.

Conditions to avoid:
Avoid heat, flames, sparks, prolonged exposure to air and light, and contact with incompatible materials.

Incompatible materials:
Avoid strong oxidizing agents, strong acids, strong bases, acid anhydrides, and acid chlorides.

Hazardous decomposition products:
Thermal decomposition or combustion may generate carbon monoxide and carbon dioxide.

Handling and Storage of Guaiacol:

Safe handling:
Use adequate ventilation and avoid inhalation, ingestion, and unnecessary contact with the skin and eyes.

Storage conditions:
Keep the container tightly closed in a cool, dry, and well-ventilated place protected from light and ignition sources.
Storage under an inert atmosphere such as nitrogen may be recommended for high-purity material.

First Aid Measures of Guaiacol:

Inhalation:
Move the affected person to fresh air and obtain medical attention if symptoms develop.

Skin contact:
Remove contaminated clothing and wash the affected area thoroughly with plenty of water.

Eye contact:
Rinse immediately with plenty of water for at least 15 minutes and obtain medical attention.

Ingestion:
Rinse the mouth, do not induce vomiting, and obtain medical attention or contact a poison center.

Firefighting Measures of Guaiacol:

Suitable extinguishing media:
Use water spray, carbon dioxide, dry chemical, or alcohol-resistant foam.

Protective equipment:
Firefighters should wear full protective equipment and self-contained breathing apparatus.

Hazardous combustion products:
Combustion may generate carbon monoxide, carbon dioxide, and irritating vapors.
Guaiacol is a combustible material and heated containers may rupture.

Accidental Release Measures of Guaiacol:

Personal precautions:
Remove ignition sources, ensure adequate ventilation, avoid direct contact, and use appropriate personal protective equipment.

Cleanup methods:
Carefully collect or sweep spilled material into suitable closed containers for disposal.

Environmental precautions:
Prevent release into drains, surface water, and sewer systems.

Exposure Controls/Personal Protection of Guaiacol:

Engineering controls:
Provide adequate general or local exhaust ventilation, particularly in confined working areas.

Eye protection:
Wear suitable safety glasses or chemical protective goggles.

Hand protection:
Wear appropriate chemical-resistant protective gloves.

Body protection:
Use suitable protective clothing to minimize skin exposure.

Respiratory protection:
Use an appropriate approved respirator when ventilation is insufficient or airborne exposure cannot be adequately controlled.

Identifiers of Guaiacol:
Product Number: M0121
Purity / Analysis Method: >98.0%(GC)
Molecular Formula / Molecular Weight: C7H8O2 = 124.14
Physical State (20 deg.C): Solid
Storage Temperature: Room Temperature (Recommended in a cool and dark place, <15°C)
Store Under Inert Gas: Store under inert gas
Condition to Avoid: Light Sensitive,Air Sensitive
CAS RN: 90-05-1
Reaxys Registry Number: 508112
PubChem Substance ID: 87572226
SDBS (AIST Spectral DB): 1942
Merck Index (14): 4553
MDL Number: MFCD00002185

CAS No.: 90-05-1
Chemical Name: Guaiacol
CBNumber: CB3214914
Molecular Formula: C7H8O2
Molecular Weight: 124.14
MDL Number: MFCD00002185
MOL File: 90-05-1.mol

CAS Number: 90-05-1
3D model (JSmol): Interactive image
ChEBI: CHEBI:28591
ChEMBL: ChEMBL13766
ChemSpider: 447
DrugBank: DB11359
ECHA InfoCard: 100.001.786
EC Number: 201-964-7
KEGG: D00117
PubChem CID: 460
UNII: 6JKA7MAH9C
CompTox Dashboard (EPA): DTXSID0023113
InChI: InChI=1S/C7H8O2/c1-9-7-5-3-2-4-6(7)8/h2-5,8H,1H3
Key: LHGVFZTZFXWLCP-UHFFFAOYSA-N
InChI: InChI=1/C7H8O2/c1-9-7-5-3-2-4-6(7)8/h2-5,8H,1H3
Key: LHGVFZTZFXWLCP-UHFFFAOYAI
SMILES: COc1ccccc1O

Linear Formula: (CH3O)C6H4OH
CAS Number: 90-05-1
Molecular Weight: 124.14
FEMA Number: 2532
Council of Europe no.: 173
UNSPSC Code: 12164502
PubChem Substance ID: 24901124
Flavis number: 4.005
EC Number: 201-964-7
NACRES: NA.21
MDL Number: MFCD00002185
Beilstein/REAXYS Number: 508112
Organoleptic: bacon; smoky; woody; spicy; vanilla
Grade: FG, Fragrance grade, Halal, Kosher, natural
Agency: follows IFRA guidelines, meets purity specifications of JECFA
Food Allergen: no known allergens

CAS: 90-05-1
IUPAC Name: 2-methoxyphenol
Molecular Formula: C7H8O2
InChI Key: LHGVFZTZFXWLCP-UHFFFAOYSA-N
SMILES: COC1=CC=CC=C1O
Molecular Weight (g/mol): 124.14

Synonym(s): 2-Methoxyphenol, Catechol monomethyl ether, Pyrocatechol monomethyl ether
Linear Formula: (CH3O)C6H4OH
CAS Number: 90-05-1
Molecular Weight: 124.14
Beilstein: 508112
EC Number: 201-964-7
MDL Number: MFCD00002185
PubChem Substance ID: 24895212
NACRES: NA.77

Properties of Guaiacol:
Vapor Density: 4.27 (vs air)
Quality Level: 100
Vapor Pressure: 0.11 mmHg (25 °C)
Assay: ≥98.0%
Form: liquid solid
Refractive Index: n20/D 1.543 (lit.)
Boiling Point: 205 °C (lit.)
Melting Point: 26-29 °C (lit.)
Density: 1.129 g/mL at 25 °C (lit.)
SMILES String: COc1ccccc1O
InChI: 1S/C7H8O2/c1-9-7-5-3-2-4-6(7)8/h2-5,8H,1H3
InChI Key: LHGVFZTZFXWLCP-UHFFFAOYSA-N

Chemical Formula: C7H8O2
Molar Mass: 124.14 g/mol
Appearance: colorless oil or crystalline solid
Odor: Characteristic sweet odor
Density: 1.112 g/cm3, liquid
Density: 1.129 g/cm3, crystals
Melting Point: 26–29 °C (79–84 °F; 299–302 K)
Boiling Point: 204–206 °C (399–403 °F; 477–479 K)
Solubility in Water: 23.3 g/L (25 °C)
Solubility in Carbon Tetrachloride: Soluble
log P: 1.32
Vapor Pressure: 0.103 mmHg (25 °C)
Henry's Law Constant (kH): 1.2×10−6 atm-cu m/mol (25 °C)
Acidity (pKa): 9.98
Refractive Index (nD): 1.5429 (20 °C)

Quality Segment: 300, 400
Grade: FG, Fragrance grade, Halal, Kosher, natural
Agency: follows IFRA guidelines, meets purity specifications of JECFA
Reg. Compliance: EU Regulation 1223/2009, EU Regulation 1334/2008 & 178/2002, FDA 21 CFR 172.515
Vapor Density: 4.27 (vs air)
Vapor Pressure: 0.11 mmHg (25 °C)
Assay: ≥99%
Form: liquid, solid
Greener Alternative Product Characteristics: Less Hazardous Chemical Syntheses
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.
Refractive Index: n20/D 1.543 (lit.)
Boiling Point: 205 °C (lit.)
Melting Point: 26-29 °C (lit.)
Density: 1.129 g/mL at 25 °C (lit.)
Application(s): flavors and fragrances
Documentation: see Safety & Documentation for available documents
Food Allergen: no known allergens
Fragrance Allergen: no known allergens
Greener Alternative Category: Aligned
Organoleptic: bacon; smoky; woody; spicy; vanilla
SMILES String: COc1ccccc1O
InChI: 1S/C7H8O2/c1-9-7-5-3-2-4-6(7)8/h2-5,8H,1H3
InChI Key: LHGVFZTZFXWLCP-UHFFFAOYSA-N

Molecular Weight: 124.14 g/mol
XLogP3: 1.3
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 2
Rotatable Bond Count: 1
Exact Mass: 124.052429494 Da
Monoisotopic Mass: 124.052429494 Da
Topological Polar Surface Area: 29.5 Ų
Heavy Atom Count: 9
Complexity: 83
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

Melting Point: 26-29 °C (lit.)
Boiling Point: 205 °C (lit.)
Density: 1.129 g/mL at 25 °C (lit.)
Vapor Density: 4.27 (vs air)
Vapor Pressure: 0.11 mm Hg (25 °C)
Refractive Index: n20/D 1.543(lit.)
FEMA: 2532 | GUAIACOL
FLAVIS Number: 04.005 | 2-Methoxyphenol
Flash Point: 180 °F
Storage Temperature: 2-8°C
Solubility: H2O: insoluble
Form: Liquid After Melting
pKa: 9.98(at 25℃)
Color: Clear colorless to light yellow
PH: 5.4 (10g/l, H2O, 20℃)
Odor: at 1.00 % in dipropylene glycol. phenolic smoke spice vanilla woody
Odor Type: phenolic
Odor Threshold: 0.0074ppm
Water Solubility: 17 g/L (15 ºC)
FreezingPoint: 28℃
Sensitive: Air Sensitive
Merck: 14,4553
JECFA Number: 713
BRN: 508112
Henry's Law Constant: 8.6×100 mol/(m3Pa) at 25℃, McFall et al. (2020)
Dielectric Constant: 11.0(-18℃)
Stability: Stable, but air and light sensitive. Combustible. Incompatible with strong oxidizing agents.
Cosmetics Ingredients Functions: PERFUMING
InChI: 1S/C7H8O2/c1-9-7-5-3-2-4-6(7)8/h2-5,8H,1H3
InChIKey: LHGVFZTZFXWLCP-UHFFFAOYSA-N
SMILES: COc1ccccc1O
LogP: 1.34
CAS DataBase Reference: 90-05-1(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS): GUAIACOL
EWG's Food Scores: 1-2
FDA UNII: 6JKA7MAH9C
NIST Chemistry Reference: Phenol, 2-methoxy-(90-05-1)
EPA Substance Registry System: Guaiacol (90-05-1)
UNSPSC Code: 41116107
NACRES: NA.77

Specifications of Guaiacol:
Appearance: White or Colorless to Light yellow powder to lump to clear liquid
Purity (GC): min. 98.0 %
Solubility in Methanol: almost transparency
Appearance (Color): Clear colorless to light yellow
Appearance (Form): Liquid or crystalline mass
Infrared Spectrum: Conforms
GC: >=99.0 %
Refractive Index: 1.5420 to 1.5470 (20°C, 589 nm)

Related compounds of Guaiacol:

Related methoxyphenols:
Mequinol
3-Methoxyphenol

Names of Guaiacol:

Preferred IUPAC name:
2-Methoxyphenol

Other names:
o-Methoxyphenol
O-Methylcatechol
2-Hydroxyanisole
Pyroguaiac acid
Pyrocatechol monomethyl ether
1-hydroxy-2-methoxybenzene