Methyl phenyl ether
Anisole
CAS: 100-66-3
Molecular Formula: C7H8O
Methyl phenyl ether - Names and Identifiers
| Name | Anisole |
| Synonyms | Anisole Methoxybenzine methoxy-benzen Phenoxymethane Methoxybenzene Benzene,methoxy- ether,methylphenyl Phenol methyl ether Phenyl methyl ether Methyl phenyl ether Ether, methyl phenyl- ANISOL (METHOXYBENZENE) |
| CAS | 100-66-3 |
| EINECS | 202-876-1 |
| InChI | InChI=1/C7H8O/c1-8-7-5-3-2-4-6-7/h2-6H,1H3 |
| InChIKey | RDOXTESZEPMUJZ-UHFFFAOYSA-N |
Methyl phenyl ether - Physico-chemical Properties
| Molecular Formula | C7H8O |
| Molar Mass | 108.14 |
| Density | 0.995 g/mL at 25 °C (lit.) |
| Melting Point | -37 °C (lit.) |
| Boling Point | 154 °C (lit.) |
| Flash Point | 125°F |
| JECFA Number | 1241 |
| Water Solubility | 1.6 g/L (20 ºC) |
| Solubility | 1.71g/l |
| Vapor Presure | 10 mm Hg ( 42.2 °C) |
| Vapor Density | 3.7 (vs air) |
| Appearance | Liquid |
| Color | Clear colorless |
| Odor | phenol, anise odor |
| Merck | 14,669 |
| BRN | 506892 |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Flammable. Incompatible with strong oxidizing agents. |
| Explosive Limit | 0.34-6.3%(V) |
| Refractive Index | n20/D 1.516(lit.) |
| Physical and Chemical Properties | Characteristics of colorless liquid, with aromatic odor. melting point -37.5 ℃ boiling point 155 ℃ relative density 0.9961 refractive index 1.5179 solubility insoluble in water, soluble in ethanol, ether. |
| Use | Used in the production of spices, dyes, pharmaceuticals, pesticides, also used as solvents |
Methyl phenyl ether - Risk and Safety
| Risk Codes | R10 - Flammable R38 - Irritating to the skin R20 - Harmful by inhalation R36/37 - Irritating to eyes and respiratory system. |
| Safety Description | S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S16 - Keep away from sources of ignition. S24/25 - Avoid contact with skin and eyes. |
| UN IDs | UN 2222 3/PG 3 |
| WGK Germany | 2 |
| RTECS | BZ8050000 |
| TSCA | Yes |
| HS Code | 29093090 |
| Hazard Class | 3 |
| Packing Group | III |
| Toxicity | LD50 orally in rats: 3700 mg/kg (Taylor) |
Methyl phenyl ether - Upstream Downstream Industry
Methyl phenyl ether - Nature
Open Data Verified Data
colorless liquid. With aromatic odor. Soluble in ethanol, ether, insoluble in water. Flammable. In case of open flame, high heat or contact with oxidant, there is a risk of combustion explosion. In case of high fever, the internal pressure of the container increases, and there is a risk of cracking and explosion.
Last Update：2024-01-02 23:10:35
Methyl phenyl ether - Preparation Method
Open Data Verified Data
phenol was mixed with sodium hydroxide solution, and dimethyl sulfate was slowly added at a certain temperature.
Last Update：2022-01-01 09:27:09
Methyl phenyl ether - Use
Open Data Verified Data
used in organic synthesis, but also as a solvent, fragrance, and insect repellent.
Last Update：2022-01-01 09:27:09
Methyl phenyl ether - Use
Open Data Verified Data
raw materials for organic synthesis.
Last Update：2022-01-01 10:42:12
Methyl phenyl ether - Safety
Open Data Verified Data
rat oral LD50: 3700mg/kg. Inhalation, ingestion or absorption through the skin may be harmful to the body, may cause irritation. Store in a cool, ventilated warehouse. Keep away from fire and heat source. Protection from direct sunlight. Keep the container sealed. Should be stored separately from the oxidant.
Last Update：2022-01-01 09:27:09
Methyl phenyl ether - Safety
Open Data Verified Data
- rats were injected with ld4000 mg/kg subcutaneously. Repeated contact with human skin, can cause cell tissue degreasing, dehydration and irritation of the skin. The production workshop should be well ventilated and the equipment should be closed. Protective gear was worn by the operator.
- is packed in a glass bottle with a thin mouth, and is packaged in a plastic barrel for external use. Store in a cool, dry and ventilated place. Sunscreen, moisture, away from fire, heat source. According to the general provisions of the storage and transportation of chemicals.
Last Update：2022-01-01 10:42:13
Methyl phenyl ether - Reference Information
| FEMA | 2097 | ANISOLE |
| relative polarity | 0.198 |
| olfactory threshold (Odor Threshold) | 0.057ppm |
| LogP | 2.62 at 30℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| product characteristics | anisole is also called anisole, methoxybenzene, methyl phenyl ether, a colorless liquid with the smell of anise, sweet taste, naturally exists in tarragon essential oil, insoluble in water, soluble in ethanol, ether, acetone, and soluble in benzene. Stimulate the eyes and mucous membranes. It was originally obtained from the distillation of methyl salicylate or methoxybenzoic acid, and now it is mainly prepared by reacting the methylation reagent dimethyl sulfate with phenol in an alkaline aqueous solution. Anisole is prone to electrophilic substitution reactions on aromatic nuclei. Condensation with formaldehyde to form viscous oil or resin; react with phosphorus chloride to form p-chloroanisole and a small amount of o-chlorine products; react with sulfuryl chloride to obtain 2,4, 6-trichloroanisole. In addition, anisole is heated with hydrobromic acid or hydroiodic acid, and the carbon-oxygen bond is broken to produce phenol and halomethane, which is an important method for determining the methoxy group on the benzene ring. |
| toxicity | GRAS(FEMA). LD50 3700mg/kg (rat, oral). |
| usage limit | FEMA(mg/kg): soft drink 9.0; Cold drink 16; Candy 51; Baked food 34. limited to moderation (FDA § 172.515,2000). |
| use | GB 2760-1996 stipulates that it is allowed to use food spices. Mainly used to prepare vanilla, fennel and beer flavors. Used as analytical reagents, solvents, and also used for the preparation of spices and intestinal insecticides Used in the production of spices, dyes, medicines, pesticides, and also used as solvents Used in organic synthesis, and also used as solvents, fragrances and insect repellents. Used as a solvent for recrystallization, thermostat filler, refractive index measurement, perfume, organic synthesis intermediate |
| Production method | It is prepared by reacting methylating agent dimethyl sulfate with phenol in alkaline solution. Mix phenol with sodium hydroxide solution, and slowly add dimethyl sulfate below 10 ℃. After addition, the temperature is raised to 40 ℃, the reaction is refluxed for 18h, then the oil layer is separated by standing, dried with anhydrous calcium chloride, and then the distillation is reduced to obtain anisole. It is obtained by passing methyl chloride into liquid ammonia of sodium phenol. It is obtained by co-heating phenol and methanol. It is obtained by the reaction of phenol and dimethyl sulfate in the presence of sodium hydroxide. |
| category | flammable liquid |
| toxicity classification | poisoning |
| acute toxicity | oral-rat LD50: 3700 mg/kg; Oral-mouse LD50: 2800 mg/kg |
| stimulation data | skin-rabbit 500 mg/24 hours moderate |
| flammability hazard characteristics | combustible in case of open flame, high temperature and strong oxidant; Combustion emission stimulates smoke |
| storage and transportation characteristics | complete packaging, light and light; warehouse ventilation, away from open flames, high temperature, separate storage from oxidant |
| fire extinguishing agent | foam, carbon dioxide, dry powder, sand |
| occupational standard | STEL 10 mg/m3 |
| auto-ignition temperature | 887 °F |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 19:55:45
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View History
Raw Materials for Methyl phenyl ether
Downstream Products for Methyl phenyl ether
4-Bromoanisole
1,3,5-tribromo-2-methoxy-benzene
4-Fluoro-4'-methoxybenzophenone
4-Chloro-4'-hydroxybenzophenone
fenofibrate
1,3,5-tribromo-2-methoxy-benzene
4-Fluoro-4'-methoxybenzophenone
4-Chloro-4'-hydroxybenzophenone
fenofibrate