GAIACOL
Guaiacol
CAS: 90-05-1;32-99-4
Molecular Formula: C7H8O2
GAIACOL - Names and Identifiers
| Name | Guaiacol |
| Synonyms | GAIACOL Guaiaco GUAJACOL Guaiacol Gulaiacol PYROGUAIAC ACID 2-Methoxyphenol o-Methoxyphenol O-METHOXYPHENOL O-METHYLCATECHOL O-HYDROXYANISOLE o-Hydroxyanisole Catechol monomethyl ether CATECHOL MONOMETHYL ETHER 1-Hydroxy-2-methoxybenzene PYROCATECHOL MONOMETHYL ETHER a-methoxyphenolsalicyl methyl ether |
| CAS | 90-05-1 32-99-4 |
| EINECS | 201-964-7 |
| InChI | InChI=1/C7H8O2/c1-9-7-5-3-2-4-6(7)8/h2-5,8H,1H3 |
| InChIKey | LHGVFZTZFXWLCP-UHFFFAOYSA-N |
GAIACOL - Physico-chemical Properties
| Molecular Formula | C7H8O2 |
| Molar Mass | 124.14 |
| Density | 1.129 g/mL at 25 °C (lit.) |
| Melting Point | 26-29 °C (lit.) |
| Boling Point | 205 °C (lit.) |
| Flash Point | 180°F |
| JECFA Number | 713 |
| Water Solubility | 17 g/L (15 ºC) |
| Solubility | Slightly soluble in water and benzene. Soluble in glycerin. Miscible with ethanol, ether, chloroform, oil, glacial acetic acid. |
| Vapor Presure | 0.11 mm Hg ( 25 °C) |
| Vapor Density | 4.27 (vs air) |
| Appearance | Liquid |
| Color | Clear colorless to light yellow |
| Merck | 14,4553 |
| BRN | 508112 |
| pKa | 9.98(at 25℃) |
| PH | 5.4 (10g/l, H2O, 20℃) |
| Storage Condition | 2-8°C |
| Stability | Stable, but air and light sensitive. Combustible. Incompatible with strong oxidizing agents. |
| Sensitive | Air Sensitive |
| Refractive Index | n20/D 1.543(lit.) |
| MDL | MFCD00002185 |
| Physical and Chemical Properties | White or yellowish crystals or colorless to yellowish transparent oily liquid. There is a special aromatic odor. |
| Use | For the synthesis of dyes, also used as analytical reagents |
GAIACOL - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R36/38 - Irritating to eyes and skin. |
| Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| UN IDs | 2810 |
| WGK Germany | 1 |
| RTECS | SL7525000 |
| TSCA | Yes |
| HS Code | 29095010 |
| Hazard Note | Toxic/Irritant |
| Hazard Class | 6.1(b) |
| Packing Group | II |
| Toxicity | LD50 orally in rats: 725 mg/kg (Taylor) |
GAIACOL - Upstream Downstream Industry
| Raw Materials | o-Anisidine |
| Downstream Products | Guacetisal 3-(2-Methoxyphenoxy)-1,2-propanediol guaiacol sulfonic acid potassium |
GAIACOL - Reference
| Reference Show more | 1. Wang Chunling. Effect of L-cysteine on color protection and preservation of fresh-cut purple sweet potato [J]. Food and Fermentation Industries 2019 045(022):150-156. 2. Fang Zhen, Xie Hui, Cong, et al. Effects of different pretreatment methods on storage quality of fresh-cut pineapple [J]. Jiangsu Agricultural Sciences 2019 v.47(01):205-209. 3. Luo Lei, Dong Jinlong, Zhu Wenxue, et al. Three-phase separation, purification and enzymatic properties of peroxidase from Lonicera japonica [J]. Food Science, 2017(24):20-27. 4. Duan Hongmei, He Jianxin, Wang Dandan, etc. Study on the effect of chitosan-konjac powder composite coating on the preservation of the buds of changbaiji [J]. Food Science and Technology, 2019(12). 5. Xie Yuhua, Xu Fengmei, Duan Zhenhua, Xie Dongyan, Su Huilan, Song Mubo, Shang Feifei. Effect of irradiation dose on postharvest Browning of litchi [J]. Food Science and Technology, 2021,46(02):39-43. 6. Ma Yanli, Ding Yufeng, Li Suping, Liang Jingjing, Xi Xiaoli, Liu Yaqiong, Wang Xie. Comparison of quality of different grape varieties in Huailai of China [J]. Food Research and Development, 2020,41(15):137-142. 7. [IF = 7.033] Guang-Hui Liu et al."Solvent-controlled selective hydrodeoxygenation of bio-derived guaiacol to arenes or phenols over a biochar supported Co-doped MoO2 catalyst."Fuel Process Technol. 2018 Oct;179:114 8. [IF=7.033] Guang-Hui Liu et al."Selective catalytic hydroconversion of bagasse-derived bio-oil to value-added cyclanols in water: Through insight into the structural features of bagasse."Fuel Process Technol. 2019 Mar;185:18 9. [IF=8.001] Qing-Lu Song et al."Selective hydrogenolysis of lignin-derived aryl ethers over Co/C@N catalysts."Renew Energ. 2020 Apr;148:729 10. [IF=6.429] Xiaomin Wang et al."Characterization of chitosan/zein composite film combined with tea polyphenol and its application on postharvest quality improvement of mushroom (Lyophyllum decastes Sing.)."Food Packaging and Shelf Life. 2022 Sep;33:100869 |
GAIACOL - Nature
Open Data Verified Data
white or yellowish crystals or colorless to yellowish transparent oily liquids. Flammable. There is a special aromatic odor. The acidic component in wood retorting oil contains 60%-90% Creole oil. The main one is guaiacol. Gradually becoming dark in the open air or sunlight. Crystal 1. 129; Liquid about 1.112. The freezing point is 28 ° C. (but the liquid state can be maintained for a long time when the temperature is much lower than this). The melting point of 32 deg C (31~32 deg C). Boiling point of 205 deg C (204~206 deg C). Flash point (Open Cup) 82 °c. Refractive index 5429. Slightly soluble in water and benzene. Soluble in glycerol. With ethanol, ether, chloroform, oil, acetic acid miscibility.
Last Update：2025-06-10 22:55:16
GAIACOL - Preparation Method
Open Data Verified Data
diazotization of O-aminoanisole at low temperature, and then hydrolysis in copper sulfate medium, the hydrolysis product is extracted and distilled to obtain the finished product.
Last Update：2022-01-01 10:41:56
GAIACOL - Application
Open Data Verified Data
It is used to make calcium guaiacol Sulfonate in medicine, vanillin and artificial musk in perfume industry.
Last Update：2025-08-19 16:24:40
GAIACOL - Safety
Open Data Verified Data
- has strong phenol characteristics and moderate toxicity. It is irritating to the skin. A large number of drugs can stimulate the esophagus and stomach, so that heart failure, collapse and death. Rat oral LD50 725mg/kg, subcutaneous injection of LD50900mg/kg. Its toxicity and protection methods are detailed in phenol.
- packed in iron drum with a net weight of 200kg per drum. According to the provisions of toxic substances storage and transportation.
Last Update：2022-01-01 10:41:57
GAIACOL - Reference Information
| FEMA | 2532 | GUAIACOL |
| olfactory Threshold | 0.0074ppm |
| freezing point | 28 ℃ |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | guaiacol (or guaiacol, named guaiacol, which originated from Latin America) is a kind of natural organic matter, the molecular formula is C6H4(OH)(OCH3). This colorless aromatic oil-like compound is the main component of wood distillate oil and can be prepared from guaiac resin, pine oil and the like. Guaiacol, which is common, is dark when exposed to air or light. Guaiacol is contained in the smoke generated during the combustion of wood due to the decomposition of lignin. Many foods have a special odor due to the presence of guaiacol, such as roasted coffee beans. The special flavor of smoked food mainly belongs to the role of guaiacol and syringol. Guaiacol turned blue in case of ferric chloride. |
| Use | guaiacol is widely used in industry. Guaiacol is commonly used to produce various flavors, such as eugenol, vanillin, and artificial musk. Guaiacol also has a large number of applications in medicine, it can be used for the synthesis of benzene sulfonic acid guaiacol (guaiacolsulfonate potassium), as a local anesthetic or preservative, can also expectorant and treatment of dyspepsia. Because of its reducibility, it is often added as an antioxidant in a small amount in cosmetics and is often used together with synergists, metal ion chelating agents, etc. Guaiacol is also used as a dye because of the dark color of the reaction with oxygen. Guaiacol is also used as a raw material for organic synthesis and a standard substance for analytical determination. used in pharmaceutical, dye and perfume intermediates GB 2760-96 is temporarily allowed to use the edible spices. Mainly used in the preparation of coffee, vanilla, smoke and tobacco flavor. It is used in the synthesis of dyes and as an analytical reagent It is used in the manufacture of calcium guaiacol Sulfonate in medicine, vanillin and artificial musk in perfume industry, etc. Testing copper, hydrocyanic acid and nitrite for testing copper, hydrocyanic acid and nitrite A phenolic compound that can be used as a scavenger of superoxide radicals. |
| guaiphenesin | the ether of guaiacol and glycerol (Guaifenesin) is a commonly used expectorant, another derivative of guaiacol, also known as gLite or dehydrin [11], phthalic ether (also known as bezoar or diethyl ether) is also a commonly used chemical product. |
| production method | in nature, guaiacol is found in guaiacol resin or pine oil, guaiacol is the main component, and the product can be obtained by fractionating the Crestor oil. Japan's Osaka refined company to O-nitrochlorobenzene as raw material, made of O-nitroanisole, and then reduced to O-amino anisole, the final product. The production method in China is roughly the same. Raw material consumption quota: Containing Amino anisole 1250kg/t, sulfuric acid (93%)1500kg/t, sodium nitrite 700kg/t, copper sulfate 400kg/t. derived from O-aminoanisole by diazotization and hydrolysis. Derived from the fractionation of wood distillate. |
| toxicity | LD50 900mg/kg (rat, subcutaneous). LD50 3.7 mg/kg (rabbit, IV). A large number of oral can stimulate the esophagus and stomach, so that myocardial failure, collapse and death. |
| usage limit | FEMA(mg/kg): Soft drink 0.95; Cold drink 0.52; Candy 0.96; Baked goods 0.75. Moderate limits (FDA § 172.515,2000). |
| spontaneous combustion temperature | 750°C |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 02:00:12
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Raw Materials for GAIACOL
Downstream Products for GAIACOL