Benzofuran
2,3-Benzofuran
CAS: 271-89-6
Molecular Formula: C8H6O
Benzofuran - Names and Identifiers
| Name | 2,3-Benzofuran |
| Synonyms | Coumarone Benzofuran 1-BENZOFURAN 2,3-Benzofuran |
| CAS | 271-89-6 |
| EINECS | 205-982-6 |
| InChI | InChI=1/C8H6O/c1-2-4-8-7(3-1)5-6-9-8/h1-6H |
Benzofuran - Physico-chemical Properties
| Molecular Formula | C8H6O |
| Molar Mass | 118.14 |
| Density | 1.095g/mLat 20°C(lit.) |
| Melting Point | <-18℃ |
| Boling Point | 173-175°C(lit.) |
| Flash Point | 133°F |
| Water Solubility | insoluble |
| Vapor Presure | 1.65mmHg at 25°C |
| Appearance | Crystalline Powder or Crystals |
| Color | Yellow to green to yellow-brown |
| Merck | 14,1088 |
| BRN | 107704 |
| pKa | 33.2 |
| Storage Condition | 2-8°C |
| Refractive Index | n20/D 1.567 |
| Physical and Chemical Properties | Character: colorless liquid. melting point <-18 ℃ boiling point 173~175 ℃ relative density 1.0948 refractive index 1.5672 flash point 56 ℃ solubility in water, soluble in ethanol, ether. |
| Use | Intermediates for the use of iofurofurazone and indolene resins |
Benzofuran - Risk and Safety
| Risk Codes | R40 - Limited evidence of a carcinogenic effect R52 - Harmful to aquatic organisms R10 - Flammable |
| Safety Description | S36/37 - Wear suitable protective clothing and gloves. S16 - Keep away from sources of ignition. |
| UN IDs | UN 1993 3/PG 3 |
| WGK Germany | 3 |
| RTECS | DF6423800 |
| FLUKA BRAND F CODES | 10-23 |
| TSCA | Yes |
| HS Code | 29329900 |
| Hazard Note | Irritant |
| Hazard Class | 3 |
| Packing Group | III |
| Toxicity | Isolated from coal oil and used in the manufacture of coumarone-indene resin. This resin is used in paints, glue, etc. and is allowed in food packaging. Little is known about the toxicity of benzofuran to humans but acute toxicity in experimental animals involves liver and kidney failure. Chronic toxicity to animals involves damage to the liver, kidneys, lungs, and stomach. Lifetime administration (oral administration) caused cancer in both rats and mice. |
Benzofuran - Upstream Downstream Industry
Benzofuran - Nature
Open Data Verified Data
colorless liquid. Melting point <-18 °c. Boiling point 173~175 deg C. Flash point 56. The relative density was 1. 0948. Refractive index 5672. Insoluble in water, soluble in ethanol, ether. Coking is easy to occur. It is stable to alkali, ammonia, potassium cyanide and hydrochloric acid, and can be decomposed by potassium permanganate and other oxidants. Stable at high temperature.
Last Update：2025-06-10 22:55:16
Benzofuran - Preparation Method
Open Data Verified Data
There are two methods.
- synthesis by salicylaldehyde and a chloroacetic acid to generate O-methoxyacetic acid, and then by ring closure. The process is as follows: the mixture of salicylaldehyde, monochloroacetic acid and water is added into the reaction flask, sodium hydroxide solvent is added under stirring, and then heated to boiling reflux for 3H, then acidified with concentrated hydrochloric acid, distilled with water vapor, cooled, the product was filtered, washed with water and dried to obtain a pale yellow crude product, O-formylphenoxyacetic acid (melting point: 130.5-133 ° C.). The mixture of the above dried crude O-formylphenoxyacetic acid, anhydrous sodium acetate powder, acetic anhydride and glacial acetic acid was refluxed slightly under stirring for 8H, then poured into ice water and extracted with ether, washed with alkali solution, saturated brine washing, anhydrous sodium sulfate drying, vacuum distillation, benzofuran products.
- The trimethylbenzene fraction obtained by distillation of heavy benzene or dephenolized oil produced by coal coking is obtained by extraction distillation and separation. In addition, the coumarin is heated to 860 ° C. To generate a gaseous product and a viscous substance, and the viscous substance is fractionated, wherein the 172 to 174 ° C. Fraction is benzofuran.
Last Update：2022-01-01 10:57:03
Benzofuran - Application
Open Data Verified Data
organic synthesis of raw materials, can also be prepared coumarone indene resin.
Last Update：2025-08-19 16:24:40
Benzofuran - Safety
Open Data Verified Data
- possible carcinogenicity. The operator should wear protective gear.
- plastic bag, plastic woven bag or barrel packaging. It should not be stored together with oxidant, and should be stored in a dry and well-ventilated place.
Last Update：2025-06-10 22:55:16
Benzofuran - Reference Information
| (IARC) carcinogen classification | 2B (Vol. 63) 1995 |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Uses | Intermediates for ethylamine iodoxone and oxyindene resins Organic synthesis intermediates to prepare indene-Gumarone resin. |
| Production method | o-formylphenoxyacetic acid is prepared by the reaction of salicylaldehyde and monochloroacetic acid, and then closed-loop. Coumarin is heated to 860°C to generate gaseous products and viscous substances, and the viscous substances are fractionated, of which the fraction of 172-174°C is benzofuran. Benzofuran can also be separated from coal tar. The heavy benzene and light oil fractions were mixed, and the 160-215 fraction was cut by distillation, which contained about 4% benzofuran. However, this fraction is usually used to produce indene-Goumarone resin without the need for pure products. |
| category | flammable liquid |
| toxicity classification | poisoning |
| acute toxicity | abdominal injection-mouse LD50: 500 mg/kg |
| flammability hazard characteristics | open flame, heating, oxidant combustible; combustion emissions stimulate smoke |
| storage and transportation characteristics | warehouse ventilation and low temperature drying; light loading and light unloading, separate from oxidant and acid storage |
| fire extinguishing agent | mist water, foam, carbon dioxide, 1211 fire extinguishing agent |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 15:16:49
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Raw Materials for Benzofuran