N-(2-Methoxyphenyl)-3-oxobutanamide
o-Acetoacetaniside
CAS: 92-15-9
Molecular Formula: C11H13NO3
N-(2-Methoxyphenyl)-3-oxobutanamide - Names and Identifiers
| Name | o-Acetoacetaniside |
| Synonyms | AAOA AKOS BC-1802 Acetoacetanisidide o-Acetoacetaniside Acetoacet-o-anisidin o-acetoacetanisidide Acetacet-O-anisidine Acetoacet-O-Anisidine AcetoAcet-O-Anisilide Acetoacetic-o-anisidide Acetoacetyl-2-anisidine acetoacetyl-o-anisidine ortho-acetoacetanisidide 2-methoxyacetoacetanilide acetoaceticacido-anisidide Acetoacetyl-o-acetanisidine Acetoacetic acid o-anisidide Acetoacetic acid-2-methoxyanilide N-(2-Methoxyphenyl)-3-oxobutanamide |
| CAS | 92-15-9 |
| EINECS | 202-131-0 |
| InChI | InChI=1/C11H13NO3/c1-8(13)7-11(14)12-9-5-3-4-6-10(9)15-2/h3-6H,7H2,1-2H3,(H,12,14) |
N-(2-Methoxyphenyl)-3-oxobutanamide - Physico-chemical Properties
| Molecular Formula | C11H13NO3 |
| Molar Mass | 207.23 |
| Density | 1.1320 |
| Melting Point | 85-87°C(lit.) |
| Boling Point | 346.25°C (rough estimate) |
| Flash Point | 325°F (OC) |
| Vapor Presure | 9.32E-06mmHg at 25°C |
| Vapor Density | 7 |
| Appearance | White crystalline powder |
| Color | Crystals |
| pKa | 11.26±0.46(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.5100 (estimate) |
| MDL | MFCD00008781 |
| Physical and Chemical Properties | Melting point 84-87°C |
| Use | Used as dyes, organic pigment intermediates, for the synthesis of yellow light-resistant dyes, direct sun-resistant yellow 5G and other azo components |
N-(2-Methoxyphenyl)-3-oxobutanamide - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 22 - Harmful if swallowed |
| WGK Germany | 1 |
| RTECS | BZ5600000 |
| HS Code | 29242998 |
| Toxicity | skn-rbt 500 mg/24H MLD 28ZPAK -,116,72 |
N-(2-Methoxyphenyl)-3-oxobutanamide - Nature
Open Data Verified Data
white crystalline powder. Melting point 86.6 °c. The relative density was 1. 1320. Flash point 162.7 ℃, flammable.
Last Update：2024-01-02 23:10:35
N-(2-Methoxyphenyl)-3-oxobutanamide - Preparation Method
Open Data Verified Data
The condensation reaction of anthranilic ether and diketene in ethanol medium was carried out at 20-25 °c.
Last Update：2022-01-01 10:52:17
N-(2-Methoxyphenyl)-3-oxobutanamide - Use
Open Data Verified Data
It is mainly used as a dye intermediate and a lake intermediate, and as an azo component, it is used for the synthesis of direct sun-resistant yellow 5GL and the like.
Last Update：2022-01-01 10:52:17
N-(2-Methoxyphenyl)-3-oxobutanamide - Safety
Open Data Verified Data
packed in plastic coated glass fiber bags, each 30kg. Keep in a dry and ventilated place to avoid sun exposure. Handle with care. Prevent moisture and heat. According to the provisions of flammable drugs storage and transportation.
Last Update：2022-01-01 10:52:18
N-(2-Methoxyphenyl)-3-oxobutanamide - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| purpose | This product is an intermediate of dye and organic pigment, which is used to synthesize yellow light-resistant dye, 5g of direct light-resistant yellow, etc. This product is used as a dye intermediate. For the synthesis of yellow light-resistant dyes, direct sun-resistant yellow 5G and other azo components. used as dye, organic pigment intermediate, for the synthesis of yellow light-resistant dyes, direct light-resistant yellow 5G and other azo components |
| production method | the following two processes can be used. (1) from ethyl acetoacetate and O-methoxyaniline in the role. First, the dried ethanol solution of xylene, ethyl acetoacetate and triethanolamine is heated to a slight boiling point, and a part of the xylene solution (temperature between 118-120 ℃) is distilled out, and the temperature is slowly raised to 137-140 ℃ to collect xylene, the mixture of ethanol was cooled to 5-7 °c and the crystals were filtered. The crude product was washed with a little xylene and recrystallized from ethanol. (2) reaction between O-methoxyaniline and diketene: 500 parts of water was added to a reaction kettle. 0.02 parts of triphenylphosphine and 0.1 parts of N,N-dimethylaniline were added with vigorous stirring. Within 45min, 90 parts of diketene (95.6% Pure) and 1123 parts of O-methoxyaniline (both added at equimolar rate) were added in two lines (inserted into the solution) under stirring. The reaction temperature was maintained at 20 °c with sufficient cooling. After the addition reaction was completed, the mixture was stirred for 1H to obtain a slurry-like product. Cool it to 10 °c, filter, dry, 192 parts of white O-methoxyacetoacetanilide are obtained in a yield of 93% and a purity of 99.5%. In industrial production, the condensation reaction between O-methoxyaniline and diketene can also be carried out in ethanol medium at 20-25 °c. |
| category | toxic substances |
| stimulation data | Skin-rabbits 500 mg/24 h mild; eye-rabbit 500 mg/24 h moderate |
| flammability hazard characteristics | combustible when exposed to heat source, flame or mixed with oxidant; toxic nitrogen oxide smoke released by thermal decomposition |
| storage and transportation characteristics | warehouse ventilation and low temperature drying |
| extinguishing agent | dry powder, foam, sand, carbon dioxide, water mist |
Last Update：2024-04-09 02:00:12
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