Guaiacol Chemical Properties
- Melting point:
- 26-29 °C(lit.)
- Boiling point:
- 205 °C(lit.)
- 1.129 g/mL at 25 °C(lit.)
- vapor density
- 4.27 (vs air)
- vapor pressure
- 0.11 mm Hg ( 25 °C)
- 2532 | GUAIACOL
- refractive index
- Flash point:
- 180 °F
- storage temp.
- H2O: insoluble
- 9.98(at 25℃)
- Liquid After Melting
- Clear colorless to light yellow
- 5.4 (10g/l, H2O, 20℃)
- Odor Threshold
- Water Solubility
- 17 g/L (15 ºC)
- Air Sensitive
- JECFA Number
- Stable, but air and light sensitive. Combustible. Incompatible with strong oxidizing agents.
- 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)
- Hazard Codes
- Risk Statements
- Safety Statements
- WGK Germany
- Autoignition Temperature
- 750 °C
- Hazard Note
- HS Code
- Hazardous Substances Data
- 90-05-1(Hazardous Substances Data)
- LD50 orally in rats: 725 mg/kg (Taylor)
Guaiacol Usage And Synthesis
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.
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
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.
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.
Guaiacol has a characteristic sweet odor. It is slightly phenolic. Guaiacol is obtained from hardwood tar or synthetically from onitrophenol via o-anisidine.
Guaiacol has a characteristic sweet odor. It is slightly phenolic.
Light Yellow Oil
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
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.
Synthetic flavors, medicine (expectorant).
A phenolic natural product and reducing co-substrate for COX reactions.
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.
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.
Guaiacol may react with oxidizing materials. Guaiacol forms salts readily with bases.
Toxic by ingestion and skin absorption.
Guaiacol is combustible.
Obtained from hardwood tar or synthetically from o-nitrophenol via o-anisidine.
Crystallise guaiacol from *benzene/pet ether or distil it in a vacuum. [Beilstein 6 H 768, 6 IV 5563.]
Guaiacol Preparation Products And Raw materials
- 3-(o-Methoxyphenoxy)-1,2-propanediol, Guaiacol Glyceryl Ether, Robitussin,GUAIACOL GLYCERYL ETHER SIGMA REFERENCE STANDARD
- p-(2-Methoxyethyl) phenol
- CHLOROPHOSPHONAZO III
- METHOXYPHENOL, PARA-(SG)
- o-Anisic acid
- 2-Methoxy-5-nitrophenol sodium salt
- guaiacol sulphdnate potassium,Potassium guaiacol sulphonate