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Guaiacol

Product Name
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
Formula Weight
124.14
MOL File
90-05-1.mol
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Guaiacol Property

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
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

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
LD50:900 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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W253200
Product name
Guaiacol
Purity
natural, ≥99%, FG
Packaging
1kg
Price
$123
Updated
2024/03/01
Sigma-Aldrich
Product number
W253200
Product name
Guaiacol
Purity
natural, ≥99%, FG
Packaging
5kg
Price
$382
Updated
2024/03/01
Sigma-Aldrich
Product number
W253200
Product name
Guaiacol
Purity
natural, ≥99%, FG
Packaging
10Kg
Price
$707
Updated
2024/03/01
Sigma-Aldrich
Product number
G5502
Product name
Guaiacol
Purity
oxidation indicator
Packaging
1kg
Price
$165
Updated
2024/03/01
Sigma-Aldrich
Product number
8.18339
Product name
2-Methoxyphenol
Purity
for synthesis
Packaging
5ml
Price
$35.5
Updated
2024/03/01
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Guaiacol Chemical Properties,Usage,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

Synthetic flavors, medicine (expectorant).

Uses

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

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.

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View Lastest Price from Guaiacol manufacturers

Shanghai Aosiris new Material Technology Co., LTD
Product
Guaiacol 90-05-1
Price
US $3.00-1.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
10 tons
Release date
2024-03-27
Hong Kong Excellence Biotechnology Co., Ltd.
Product
Guaiacol 90-05-1
Price
US $30.00-20.00/kg
Min. Order
1kg
Purity
>99.9%
Supply Ability
50 tons
Release date
2023-05-31
WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
Guaiacol 90-05-1
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2020-10-24

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