CYCLOPROPYL CARBOXYLIC ACID
Cyclopropanecarboxylic acid
CAS: 1759-53-1
Molecular Formula: C4H6O2
CYCLOPROPYL CARBOXYLIC ACID - Names and Identifiers
| Name | Cyclopropanecarboxylic acid |
| Synonyms | CPC-ACID 1759-53-1 RARECHEM AL BO 0005 Cyclopropionic acid Carboxycyclopropane cyclopropanecarboxylate CYCLOPROPYLMETHANOIC ACID Cyclopropanecarboxylic Acid CYCLOPROPANE CARBOYLIC ACID Cyclopropanecarboxylic acid CYCLOPROPANECARBOXYLIC ACID CYCLOPROPYL CARBOXYLIC ACID Cyclopropane Carboxylic Acid |
| CAS | 1759-53-1 |
| EINECS | 217-162-5 |
| InChI | InChI=1/C4H6O2/c5-4(6)3-1-2-3/h3H,1-2H2,(H,5,6)/p-1 |
| InChIKey | YMGUBTXCNDTFJI-UHFFFAOYSA-N |
CYCLOPROPYL CARBOXYLIC ACID - Physico-chemical Properties
| Molecular Formula | C4H6O2 |
| Molar Mass | 86.09 |
| Density | 1.081 g/mL at 25 °C (lit.) |
| Melting Point | 14-17 °C (lit.) |
| Boling Point | 182-184 °C (lit.) |
| Flash Point | 161°F |
| Vapor Presure | 0.362mmHg at 25°C |
| Appearance | Liquid |
| Color | Clear colorless to light yellow |
| BRN | 969839 |
| pKa | 4.83(at 25℃) |
| PH | 3 (10g/l, H2O, 22℃) |
| Storage Condition | 2-8°C |
| Refractive Index | n20/D 1.438(lit.) |
| Physical and Chemical Properties | This product is oily liquid, m.p.17 ~ 19 ℃, B. p.182 ~ 184 ℃,n20D 1.4380, relative density 1.088,f.p.71 ℃, insoluble in water, soluble in ethyl acetate, ether. |
| Use | Used as pharmaceutical, pesticide intermediates |
CYCLOPROPYL CARBOXYLIC ACID - Risk and Safety
| Risk Codes | R34 - Causes burns R22 - Harmful if swallowed |
| Safety Description | 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.) S27 - Take off immediately all contaminated clothing. |
| UN IDs | UN 3265 8/PG 2 |
| WGK Germany | 3 |
| RTECS | GZ1100000 |
| TSCA | Yes |
| HS Code | 29162000 |
| Hazard Note | Irritant/Corrosive |
| Hazard Class | 8 |
| Packing Group | II |
CYCLOPROPYL CARBOXYLIC ACID - 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) |
| Use | cyclopropanecarboxylic acid is an intermediate of plant growth regulator antinyl Ester and a pharmaceutical intermediate. intermediates in organic synthesis. It can be used for the synthesis of pyrethroid pesticides and new antibacterial drugs such as cyclopropane norfloxacin. A variety of organic synthesis, pharmaceutical synthesis intermediates. It can be used for the synthesis of pyrethroid pesticides and new antibacterial drugs such as cyclopropane norfloxacin. A variety of drugs and other intermediates, can also be used as pesticide intermediates. It can be used for the synthesis of pyrethroid pesticides and new antibacterial drugs such as cyclopropane norfloxacin. used as pharmaceutical and pesticide intermediates |
| production method | 1. 4-chlorobutyronitrile was mixed well with ground sodium hydroxide and heated on a steam bath, and the reaction proceeded vigorously. Water was added in portions and stirred with heating. The reaction solution was cooled, acidified by adding a mixture of crushed ice and concentrated sulfuric acid, and the upper viscous liquid (a mixture of cyclopropanecarboxylic acid and high polymer) was separated out, and distilled under reduced pressure to collect 94-95 ℃(3.5kPa) fractions, that is, the product cyclopropane carboxylic acid, the yield of 74%-79%. 2. With γ-butyrolactone as raw material, in the presence of halogenating agent and alcohol, ring opening to form γ-butyl chlorobutyrate, in the presence of strong base, cyclopropane carboxylic acid ester was obtained by hydrolysis to obtain cyclopropane carboxylic acid. The preparation method is that γ-butyrolactone is used as a raw material, anhydrous zinc chloride is added as a catalyst, and thionyl chloride is reacted with sulfoxide at 55 ° C. For 12h, and 4-chlorobutyryl chloride is distilled under reduced pressure. This acid chloride was reacted with methanol in the presence of pyridine to obtain methyl 4-chlorobutyrate. Then the compound was added to toluene, sodium methoxide was added, reflux stirred for 6H, then NaOH and water were added, vigorously stirred for 5h, the organic layer was separated, and the aqueous layer was acidified with acid to obtain a crude product, the product was obtained by re-distillation. |
Last Update：2024-04-10 22:29:15
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