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Guaiacol

CAS No.
90-05-1
Chemical Name:
Guaiacol
Synonyms
2-METHOXYPHENOL;Phenol,2-methoxy-;Guaicol;O-METHOXYPHENOL;Guasol;Guaiaco;2-methoxyphenol (guaiacol);GAIACOL;o-Guaiacol;ortho-guaiacol
CBNumber:
CB3214914
Molecular Formula:
C7H8O2
Molecular Weight:
124.14
MDL Number:
MFCD00002185
MOL File:
90-05-1.mol
MSDS File:
SDS
Last updated:2024-03-08 20:54:06

Guaiacol Properties

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
Flash point 180 °F
storage temp. 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
JECFA Number 713
Merck 14,4553
BRN 508112
Dielectric constant 11.0(-18℃)
Stability Stable, but air and light sensitive. Combustible. Incompatible with strong oxidizing agents.
InChIKey LHGVFZTZFXWLCP-UHFFFAOYSA-N
LogP 1.34
Substances Added to Food (formerly EAFUS) GUAIACOL
CAS DataBase Reference 90-05-1(CAS DataBase Reference)
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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319
Precautionary statements  P264-P270-P280-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xn,T,Xi
Risk Statements  22-36/38
Safety Statements  26
RIDADR  2810
WGK Germany  1
RTECS  SL7525000
Autoignition Temperature 750 °C
Hazard Note  Toxic/Irritant
TSCA  Yes
HazardClass  6.1(b)
PackingGroup  II
HS Code  29095010
Toxicity LD50:900 mg / kg (rat, subcutaneous).
LD50: 3.7 mg / kg (rabbit, intravenously).
Oral administration of large amount can stimulate the esophagus and stomach, resulting in heart failure, collapse and death.
Toxicity LD50 orally in rats: 725 mg/kg (Taylor)
NFPA 704
2
2 1

Guaiacol price More Price(44)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W253200 Guaiacol natural, ≥99%, FG 90-05-1 1kg $123 2024-03-01 Buy
Sigma-Aldrich W253200 Guaiacol natural, ≥99%, FG 90-05-1 5kg $382 2024-03-01 Buy
Sigma-Aldrich W253200 Guaiacol natural, ≥99%, FG 90-05-1 10Kg $707 2024-03-01 Buy
Sigma-Aldrich G5502 Guaiacol oxidation indicator 90-05-1 1kg $165 2024-03-01 Buy
Sigma-Aldrich 8.18339 2-Methoxyphenol for synthesis 90-05-1 5ml $35.5 2024-03-01 Buy
Product number Packaging Price Buy
W253200 1kg $123 Buy
W253200 5kg $382 Buy
W253200 10Kg $707 Buy
G5502 1kg $165 Buy
8.18339 5ml $35.5 Buy

Guaiacol Chemical Properties,Uses,Production

Chemical Properties

Guaiacol appears as white or slightly yellow crystals or colorless to light yellow transparent oily liquid. It has a distinctive scent. It is slightly soluble in water and benzene, also easily soluble in glycerol. And it 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. It is also present in wood smoke, as a product of pyrolysis of lignin.

Occurrence

Detected in the distillation product from guaiac resin; guaiacol is found in castoreum oil, in the essential oil from fowers of Pandanus odoratissimus L , in the distillation waters of orange leaves, in the essential oil of Ruta Montana L and in the essential oil of tobacco leaves Also reported found in lemon peel oil, bog blueberry, asparagus, cabbage, celery, onion, chive, tomato, peppermint oil, rye bread, Parmesan cheese, butter, smoked fsh, meats, barley, dried bonito, malt, hardwood smoke, cognac, beer, brandy, rum, whiskies, sherry, grape wines, cocoa, coffee, tea, peanuts, popcorn, soybeans, avocado, beans, mushroom, sesame seed, mango, tamarind, rice dill, licorice, corn oil, cuttlefsh and other sources

Uses

Guaiacol is a precursor of vanillin and santalidol (a synthetic sandal- wood fragrance). it 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. it is processed to yield vanillin.

Uses

A phenolic natural product and reducing co-substrate for COX reactions.

Uses

Synthetic flavors, medicine (expectorant).

Definition

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

Preparation

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.

Aroma threshold values

Detection: 3 to 31 ppb; aroma characteristics at 1.0%: phenolic, smoky, spicy, medicinal, vanilla, savory meaty, woody with a bourbon whiskey casky nuance.

Taste threshold values

Taste characteristics at 2.0 ppm: woody, phenolic, bacon, savory, smoky and medicinal.

General Description

Guaiacol is a colorless to amber crystals or liquid. Density (of solid) 1.129 g / cm3. Solidifies at 28°C (82.4°F), but may remain liquid for a long time even at a much lower temperature. Slightly water soluble . Soluble in aqueous sodium hydroxide. It is an agent thought to have disinfectant properties and used as an expectorant.

Air & Water Reactions

Sensitive to air and light (darkens). Slightly water soluble.

Reactivity Profile

Guaiacol may react with oxidizing materials. Guaiacol forms salts readily with bases.

Hazard

Toxic by ingestion and skin absorption.

Fire Hazard

Guaiacol is combustible.

Biochem/physiol Actions

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.

Synthesis

Obtained from hardwood tar or synthetically from o-nitrophenol via o-anisidine.

Purification Methods

Crystallise guaiacol from *benzene/pet ether or distil it in a vacuum. [Beilstein 6 H 768, 6 IV 5563.]

Toxicity evaluation

LD50:900 mg / kg (rat, subcutaneous).
LD50: 3.7 mg / kg (rabbit, intravenously).
Oral administration of large amount can stimulate the esophagus and stomach, resulting in heart failure, collapse and death.

5720-06-9
90-05-1
Synthesis of Guaiacol from 2-Methoxyphenylboronic acid
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View Lastest Price from Guaiacol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Guaiacol pictures 2024-03-16 Guaiacol
90-05-1
US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Guaiacol pictures 2024-03-15 Guaiacol
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US $30.00-20.00 / kg 1kg >99.9% 50 tons Hong Kong Excellence Biotechnology Co., Ltd.
o-methoxy-phenol pictures 2024-03-11 o-methoxy-phenol
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US $30.00-10.00 / kg 500kg 99.9 200tons Shandong Juchuang Chemical Co., LTD
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  • US $0.00 / KG
  • 98%+
  • WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
  • Guaiacol pictures
  • Guaiacol
    90-05-1
  • US $30.00-20.00 / kg
  • >99.9%
  • Hong Kong Excellence Biotechnology Co., Ltd.
  • o-methoxy-phenol pictures
  • o-methoxy-phenol
    90-05-1
  • US $30.00-10.00 / kg
  • 99.9
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