Basic information
- Name:
Guaiacol
- CAS No.:
90-05-1
- Molecular Structure:
- Formula:
- C7H8O2
- Synonyms:
- Phenol,o-methoxy- (8CI);1-Hydroxy-2-methoxybenzene;2-Hydroxyanisole;2-Methoxyphenol;Anastil;Guaiastil;Methylcatechol;Phenol,2-methoxy-;O-Methyl catechol;Pyrocatechol monomethyl ether;Pyroguaiac acid;o-Guaiacol;o-Hydroxyanisole;o-Methoxyphenol;Guaiacol (JAN);
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Chemistry
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IUPAC Name: 2-Methoxyphenol
Molecular Formula: C7H8O2
Molecular Weight: 124.13 g/mol
SMILES: c1(c(cccc1)O)OC
InChI: InChI=1/C7H8O2/c1-9-7-5-3-2-4-6(7)8/h2-5,8H,1H3
EINECS: 201-964-7
Classification Code: Human Data; Mutation data; Skin / Eye Irritant
Product Categories: Pharmaceutical Intermediates; Aromatic Ethers; Aromatics Compounds; Antioxidant; Biochemistry; Aromatics
Melting Point: 26-29 °C(lit.)
Water Solubility: 17 g/L (15 °C)
FreezingPoint: 28 °C
Sensitive: Air Sensitive
Stability: Stable, but air and light sensitive. Combustible. Incompatible with strong oxidizing agents.
Index of Refraction: 1.534
Molar Refractivity: 34.81 cm3
Molar Volume: 111.8 cm3
Polarizability: 13.8×10-24 cm3
Surface Tension: 38.6 dyne/cm
Density: 1.109 g/cm3
Flash Point: 82.2 °C
Enthalpy of Vaporization: 45.92 kJ/mol
Boiling Point: 205 °C at 760 mmHg
Vapour Pressure of Guaiacol (CAS NO.90-05-1): 0.179 mmHg at 25 °C
Uses
Guaiacol is a precursor to various flavorants such as eugenol and vanillin. Its derivatives are used medicinally as an expectorant, antiseptic, and local anesthetic. It also can be used as a dye in chemical reactions as oxygen will turn guaiacol from colorless to brown.
Production
Guaiacol is produced industrially by methylation of catechol, using potash and dimethyl sulfate:
C6H4(OH)2 + (CH3O)2SO2 → C6H4(OH)(OCH3) + HO(CH3O)SO2
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| cat | LDLo | oral | 1500mg/kg (1500mg/kg) | Food and Chemical Toxicology. Vol. 20, Pg. 697, 1982. | |
| guinea pig | LDLo | subcutaneous | 900mg/kg (900mg/kg) | Food and Chemical Toxicology. Vol. 20, Pg. 697, 1982. | |
| human | LDLo | oral | 43mg/kg (43mg/kg) | BEHAVIORAL: TREMOR GASTROINTESTINAL: OTHER CHANGES | "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 295, 1969. |
| mouse | LC50 | inhalation | 7570mg/m3 (7570mg/m3) | Food and Chemical Toxicology. Vol. 20, Pg. 697, 1982. | |
| mouse | LD50 | intravenous | 170mg/kg (170mg/kg) | Food and Chemical Toxicology. Vol. 20, Pg. 697, 1982. | |
| mouse | LD50 | oral | 621mg/kg (621mg/kg) | Drugs of the Future. Vol. 5, Pg. 539, 1980. | |
| pigeon | LDLo | subcutaneous | 400mg/kg (400mg/kg) | Food and Chemical Toxicology. Vol. 20, Pg. 697, 1982. | |
| rabbit | LD50 | skin | 4600mg/kg (4600mg/kg) | Food and Chemical Toxicology. Vol. 20, Pg. 697, 1982. | |
| rabbit | LDLo | intravenous | 3700ug/kg (3.7mg/kg) | Journal of Agricultural and Food Chemistry. Vol. 17, Pg. 497, 1969. | |
| rabbit | LDLo | oral | 2gm/kg (2000mg/kg) | Food and Chemical Toxicology. Vol. 20, Pg. 697, 1982. | |
| rabbit | LDLo | subcutaneous | 1250mg/kg (1250mg/kg) | Food and Chemical Toxicology. Vol. 20, Pg. 697, 1982. | |
| rat | LD50 | oral | 520mg/kg (520mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC | Folia Medica Cracoviensia. Vol. 32, Pg. 309, 1991. |
| rat | LDLo | subcutaneous | 900mg/kg (900mg/kg) | Food and Chemical Toxicology. Vol. 20, Pg. 697, 1982. |
Safety Profile
Hazard Codes: 
Xn,
T,
Xi
Risk Statements: 22-36/38
R22:Harmful if swallowed.
R36/38:Irritating to eyes and skin.
Safety Statements: 26
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: 2810
WGK Germany: 1
RTECS: SL7525000
Hazard Note: Toxic/Irritant
HazardClass: 6.1(b)
PackingGroup of Guaiacol (CAS NO.90-05-1): II
Specification
Guaiacol (CAS NO.90-05-1), its Synonyms are o-Methoxyphenol ; 1-Hydroxy-2-methoxybenzene ; 2-Hydroxyanisole ; 2-Methoxyphenol ; Guaiastil ; Guaicol ; Guaicolina ; Guajacol ; Phenol, 2-methoxy- ; Phenol, o-methoxy- ; Propenylguaiacol ; Pyrocatechol methyl ester ; Pyrocatechol monomethyl ether ; Pyroguaiac acid . It is colorless to amber crystals or liquid.
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