PIVALOYL CHLORIDE(PVCL)
Trimethylacetyl chloride
CAS: 3282-30-2
Molecular Formula: C5H9ClO
PIVALOYL CHLORIDE(PVCL) - Names and Identifiers
| Name | Trimethylacetyl chloride |
| Synonyms | pivaloyl pivaloyl chloride Pivalolyl chloride Neopantanoyl chloride PIVALOYL CHLORIDE(PVCL) Trimethylacetyl chloride Primethylacetyl chloride Acetyl chloride, trimethyl- 2,2-dimethyl-propanoylchlorid 2,2-Dimethyl-propanoyl chloride 2,2-Dimethyl-propanoyi chloride Propanoyl chloride, 2,2-dimethyl- Pivaloyl chloride(Trimethylacetyl chloride) |
| CAS | 3282-30-2 |
| EINECS | 221-921-6 |
| InChI | InChI=1/C5H9ClO/c1-5(2,3)4(6)7/h1-3H3 |
| InChIKey | JVSFQJZRHXAUGT-UHFFFAOYSA-N |
PIVALOYL CHLORIDE(PVCL) - Physico-chemical Properties
| Molecular Formula | C5H9ClO |
| Molar Mass | 120.58 |
| Density | 0.980g/mLat 20°C |
| Melting Point | -56 °C |
| Boling Point | 105-106°C(lit.) |
| Flash Point | 48°F |
| Water Solubility | Hydrolysis |
| Solubility | Miscible with acetonitrile. |
| Vapor Presure | 36 mm Hg ( 20 °C) |
| Vapor Density | >1 (vs air) |
| Appearance | Liquid |
| Color | Clear almost colorless to light pink |
| BRN | 385668 |
| Storage Condition | Store below +30°C. |
| Stability | Hygroscopic, Moisture Sensitive, Volatile |
| Sensitive | Moisture Sensitive |
| Explosive Limit | 1.9-7.4%(V) |
| Refractive Index | n20/D 1.412(lit.) |
| Physical and Chemical Properties | This product is a colorless liquid, M.P. -56 ℃, B. p. 105~106 ℃,n20D 1.4120, relative density of 0.9790, water decomposition, soluble in ether, benzene, toluene and other solvents. |
| Use | Used as pharmaceutical and pesticide intermediates for the production of ampicillin, cefazolin antibiotics |
PIVALOYL CHLORIDE(PVCL) - Risk and Safety
| Risk Codes | R11 - Highly Flammable R14 - Reacts violently with water R22 - Harmful if swallowed R26 - Very Toxic by inhalation R34 - Causes burns R23 - Toxic by inhalation |
| Safety Description | S16 - Keep away from sources of ignition. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S38 - In case of insufficient ventilation, wear suitable respiratory equipment. S28A - |
| UN IDs | UN 2438 6.1/PG 1 |
| WGK Germany | 1 |
| FLUKA BRAND F CODES | 9-19 |
| TSCA | Yes |
| HS Code | 29159080 |
| Hazard Class | 6.1 |
| Packing Group | I |
PIVALOYL CHLORIDE(PVCL) - Upstream Downstream Industry
| Raw Materials | Thionyl chloride Trimethylacetic acid |
| Downstream Products | 3-Chloropivalic chloride Amoxicillin |
PIVALOYL CHLORIDE(PVCL) - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | trevaloyl chloride, also known as trimethylacetyl chloride, as an intermediate of commonly used medicines and pesticides, is an intermediate for the production of carbamate insecticide zolapicarb and herbicide isoxazolone, and a raw material for the synthesis of amide and phenol ester drugs, it is also widely used in the production of (hydroxy) ampicillin, cephalosporin (hydroxy) ampicillin, cefazolin, ditrevaleryl adrenal and other drugs. |
| Application | Trimethylacetyl chloride, also known as tevaloyl chloride, is an intermediate for the production of carbamate insecticide azolapiwei and the herbicide isoxazolone. It can be used as a raw material for the synthesis of amide and phenolic ester drugs. It is used to produce (hydroxyl) ampicillin, cephalosporin (hydroxyl) ampicillin, cefazolin, and bistrevaleryl adrenal glands, in addition, it is also used to synthesize tert-butyl peroxide. |
| Use | Trimethylacetyl chloride, also known as trevaloyl chloride, is an intermediate for the production of carbamate insecticide Zolapiwei and the herbicide isoxazolone. It can be used as a raw material for the synthesis of amide and phenolic ester drugs. It is used to produce (hydroxyl) ampicillin, cefosporin (hydroxyl) ampicillin, cefazolin, and bistrevaleryl adrenal glands, in addition, it is also used to synthesize tert-butyl peroxide. Tevaloyl chloride can be used as an intermediate for semi-synthetic penicillin and cephalosporins, as well as an intermediate for pesticide intermediates and organic yellow agents for photographic materials. In addition, it can be used as an acylating agent for ammonia, Schiff base, pyrrolidone, and alcohols. is an important acylation reagent. The main function is as a pharmaceutical intermediate, such as for the production of oxyampicillin cephalexin, cefazolin and ditrevaleryl epinephrine and other drugs. It is widely used as N-acylating agent for amines, Schiff bases and pyrrolidone, and O-acylating agent for alcohols, lactones and sugars. |
| Production method | It can be obtained by carboxyl synthesis or acyl chlorination. The preparation of trimethylacetyl chloride includes direct chlorination of acid, direct synthesis of tert-butyl chloride and carbon monoxide in the presence of a catalyst or reaction of isobutanol with formic acid to generate trimethylacetic acid, and then with trichloride Phosphorus reaction and other methods, but in most cases the first method is used. Since the quality of trimethylacetyl chloride has a great influence on the quality and yield of synthetic drugs, the chlorination process of acid, especially the selection of appropriate chlorinating agent, is very important. Most foreign patents use phosgene and benzoyl chloride as chlorinating agents, and some people in China have used phosphorus trichloride. Hebei Institute of Light and Chemical Technology found through experiments that trimethylacetyl chloride, which can meet the requirements of drug synthesis, can be prepared with thionyl chloride as a chlorinating agent under the catalysis of caprolactam, with a yield of more than 96% and a content of more than 99%. The reaction equation of the thionyl chloride method is as follows:(CH3)3CCOOH + SOCl2 →(CH3)3CCOCl + SO2 ↑ HCl ↑ 306g(3mol) trimethylacetic acid and 1.5g catalyst caprolactam are added to a four-mouth flask equipped with an electric stirrer, a thermometer, a dropping funnel and an air duct condenser. After heating and melting, stirring, 396g(3.3mol) of thionyl chloride is added dropwise, and the temperature is kept and slowly stirred until almost no. Heating to 70 ℃, vacuum distillation, fractionation of thionyl chloride and then atmospheric distillation, collection of 105 ℃ fraction to obtain 354g of product, the yield is 98%. The synthesis of trimethylacetic acid is as follows:(CH3)2CHCH2OH + HCOOH[H2SO4]→(CH3)3CCOOH |
| category | corroded articles |
| flammability hazard characteristics | combustible; toxic hydrogen chloride gas released when exposed to water |
| storage and transportation characteristics | warehouse ventilation and low temperature drying; Store separately from alkali and oxidant |
| fire extinguishing agent | sand, dry powder, carbon dioxide |
Last Update：2024-04-10 22:29:15
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Raw Materials for PIVALOYL CHLORIDE(PVCL)
Downstream Products for PIVALOYL CHLORIDE(PVCL)