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Guaiacol

Basic information Chemical properties Application Preparative methods Toxicity Safety Related Supplier

Guaiacol Basic information

Product Name:
Guaiacol
CAS:
90-05-1
MF:
C7H8O2
MW:
124.14
EINECS:
201-964-7
Mol File:
90-05-1.mol
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Guaiacol Chemical 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)
FEMA 
2532 | GUAIACOL
refractive index 
n20/D 1.543(lit.)
Flash point:
180 °F
storage temp. 
Refrigerator
solubility 
H2O: insoluble
pka
9.98(at 25℃)
form 
Liquid After Melting
color 
Clear colorless to light yellow
PH
5.4 (10g/l, H2O, 20℃)
Odor Threshold
0.0074ppm
Water Solubility 
17 g/L (15 ºC)
FreezingPoint 
28℃
Sensitive 
Air Sensitive
JECFA Number
713
Merck 
14,4553
BRN 
508112
Stability:
Stable, but air and light sensitive. Combustible. Incompatible with strong oxidizing agents.
InChIKey
LHGVFZTZFXWLCP-UHFFFAOYSA-N
CAS DataBase Reference
90-05-1(CAS DataBase Reference)
NIST Chemistry Reference
Phenol, 2-methoxy-(90-05-1)
EPA Substance Registry System
Guaiacol (90-05-1)
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Safety Information

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
Hazardous Substances Data
90-05-1(Hazardous Substances Data)
Toxicity
LD50 orally in rats: 725 mg/kg (Taylor)

MSDS

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Guaiacol Usage And Synthesis

Chemical properties

It appears as white or slightly yellow crystals or colorless to pale yellow transparent oily liquid. It has a special aromatic smell. It is slightly soluble in water and benzene. It is easily soluble in glycerol. It is miscible with ethanol, ether, chloroform, oil and glacier acetic acid.

Application

Used for pharmaceuticals, dyes and spices intermediates
Mainly used for the preparation of coffee, vanilla, fumigation and tobacco flavor.
Used for the synthesis of dyes, also used as analytical reagents
In medicine, it can be used for the manufacture of calcium guaiacol sulfonate; in the spice industry, it is used the manufacture of vanillin and artificial musk; Used for test copper, hydrocyanic acid and nitrite

Preparative methods

It can be obtained by diazotization and hydrolysis of anthranium anisole.
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.

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.

Description

Guaiacol has a characteristic sweet odor. It is slightly phenolic. Guaiacol is obtained from hardwood tar or synthetically from onitrophenol via o-anisidine.

Chemical Properties

Guaiacol has a characteristic sweet odor. It is slightly phenolic.

Chemical Properties

Light Yellow Oil

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

Synthetic flavors, medicine (expectorant).

Uses

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

Definition

ChEBI: A monomethoxybenzene that consists of phenol with a methoxy substituent at the ortho position.

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

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. Used medicinally as an expectorant. Used, because of its anti-oxidant properties, as an anti-skinning agent for paints.

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.

Chemical 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.]

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GuaiacolSupplierMore

Zhejiang haizhou pharmaceutical co. LTD Gold
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(86)0576-85588191
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Beijing Xinsavi Chemical Technology Co., Ltd. Gold
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010-56218822
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xinsavichem@163.com
Shanghai Aladdin Bio-Chem Technology Co.,LTD Gold
Tel:
021-20337333-801
Email:
market@aladdin-e.com
Shanghai G&K Biomedical Scientific Inc. Gold
Tel:
021-34502253
Email:
info@gksci.com
Wuhan Rongcan Biotechnology Co., Ltd Gold
Tel:
Email:
2130026275@qq.com
Basic information Chemical properties Application Preparative methods Toxicity Safety Related Supplier