3-Methoxyphenol
Synonym(s):3-Hydroxyanisol;Resorcinol monomethyl ether
- CAS NO.:150-19-6
- Empirical Formula: C7H8O2
- Molecular Weight: 124.14
- MDL number: MFCD00002267
- EINECS: 205-754-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-07-15 17:50:29
What is 3-Methoxyphenol?
Chemical properties
Clear pink red liquid
The Uses of 3-Methoxyphenol
A phenol derivative, 3-Methoxyphenol can be used as catalysts and as building blocks in synthesis of organic compounds such as antioxidants.
The Uses of 3-Methoxyphenol
3-Methoxyphenol may be used as an analytical standard for the determination of the analyte in wine, coffee beans, wood samples, and mainstream smoke by gas chromatography (GC) based techniques.
Definition
ChEBI: 3-methoxyphenol is a member of the class of phenols that is phenol having a methoxy-substituent at the 3-position. It is a member of phenols and a monomethoxybenzene. It derives from a resorcinol.
Preparation
synthesis of 3-methoxyphenol: The 1 mole of resorcinol is treated rapidly with stirring, in a three-necked flask provided with a reflux condenser, stirrer, internal thermometer, and dropping funnel, with 1.25 mole of 10% sodium hydroxide. With vigorous stirring, 1 mole of dimethyl sulfate is added in such a way that the temperature remains below 40° C (water cooling). To complete the reaction and to destroy unchanged dimethyl sulfate, the mixture is then heated for 30 min on a boiling water bath. After cooling, the organic layer is separated off and the aqueous solution is extracted several times with ether. The combined organic phases are washed with dilute sodium carbonate and then with water, dried with calcium chloride, and fractionated. Unchanged resorcinol can be recovered by acidifying the aqueous reaction solution and the wash water and extracting them with ether. The yield of 3-methoxyphenol is 50%, b.p. 113-115 °C/5 mm; b.p. 144°C/25mm; n20/D 1.552; d=1.131 g/mL at 25 °C.
Organicum. Practical Handbook of Organic Chemistry, by Heinz Becker, Werner Berger and Günter Domschke, Addison-Wesley Pub. Co, 206-207, (1973)
General Description
3-Methoxyphenol is a phenolic aroma compound typically present in food and beverage products.
Safety Profile
Poison by ingestion and intraperitoneal routes. Moderately toxic by skin contact. Human systemic effects by inhalation: muscle weakness, headache, and irritabdtty. Human female reproductive effects by inhalation: menstrual cycle changes and dsorders. A severe eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes. See also ETHERS.
Properties of 3-Methoxyphenol
Melting point: | -17 °C |
Boiling point: | 113-115 °C/5 mmHg (lit.) |
Density | 1.131 g/mL at 25 °C (lit.) |
refractive index | n |
Flash point: | >230 °F |
storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
solubility | Chloroform (Slightly), Ethyl Acetate (Slightly) |
pka | 9.65(at 25℃) |
form | Liquid |
color | Clear pink-reddish to brown |
Odor | at 1.00?%?in?dipropylene glycol. phenolic |
Water Solubility | slightly soluble |
BRN | 1209898 |
CAS DataBase Reference | 150-19-6(CAS DataBase Reference) |
NIST Chemistry Reference | 3-Methoxyphenol(150-19-6) |
EPA Substance Registry System | Phenol, 3-methoxy- (150-19-6) |
Safety information for 3-Methoxyphenol
Signal word | Danger |
Pictogram(s) |
Corrosion Corrosives GHS05 Skull and Crossbones Acute Toxicity GHS06 |
GHS Hazard Statements |
H311:Acute toxicity,dermal H315:Skin corrosion/irritation H318:Serious eye damage/eye irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 3-Methoxyphenol
InChIKey | ASHGTJPOSUFTGB-UHFFFAOYSA-N |
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