CMBC
4-(Chloromethyl)benzoyl chloride
CAS: 876-08-4
Molecular Formula: C8H6Cl2O
CMBC - Names and Identifiers
| Name | 4-(Chloromethyl)benzoyl chloride |
| Synonyms | CMBC 212-881-0 α-Chloro-p-toluoyl chloride 4-CHLOROMETHYLBENZOYL CHLORIDE 4-(Chloromethyl)benzoyl chloride Benzoyl chloride, 4-(chloromethyl)- benzoyl chloride, 4-(chloromethyl)- 4-Chloromethylbenzoic acid chloride 4-(Chloromethyl)benzoic acid chloride p-(Chloromethyl)benzoic acid chloride |
| CAS | 876-08-4 |
| EINECS | 212-881-0 |
| InChI | InChI=1/C8H6Cl2O/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4H,5H2 |
CMBC - Physico-chemical Properties
| Molecular Formula | C8H6Cl2O |
| Molar Mass | 189.04 |
| Density | 1.2979 (rough estimate) |
| Melting Point | 30-32°C(lit.) |
| Boling Point | 126-128°C6mm Hg(lit.) |
| Flash Point | 199°F |
| Solubility | soluble in Toluene |
| Vapor Presure | 0.00505mmHg at 25°C |
| Appearance | Low Melting Crystalline Mass |
| Color | White to light beige |
| Storage Condition | Inert atmosphere,Room Temperature |
| Refractive Index | 1.5605 (estimate) |
CMBC - Risk and Safety
| Hazard Symbols | C - Corrosive |
| Risk Codes | R34 - Causes burns R36/37 - Irritating to eyes and respiratory system. |
| Safety Description | S23 - Do not breathe vapour. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S27 - Take off immediately all contaminated clothing. 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.) S25 - Avoid contact with eyes. |
| UN IDs | 3261 |
| WGK Germany | 3 |
| HS Code | 29163990 |
| Hazard Class | 8 |
| Packing Group | III |
CMBC - Reference Information
| Introduction | 4-chloromethylbenzoyl chloride, colorless liquid, with molecular formula of C8H6Cl2O, is an important pharmaceutical, pesticide, dyes and materials intermediates. In recent years, 4-chloromethylbenzoyl chloride has been increasingly used in many fields as a raw drug, which has prompted the market demand for 4-chloromethylbenzoyl chloride to increase year by year, thus, the wide application prospect of 4-chloromethylbenzoyl chloride is seen by the practitioner. |
| preparation | 300g of 4-methylbenzyl alcohol and 0.075g of dibenzoyl peroxide are fed into a reactor with a tail gas absorption device, turn on stirring, add 5 drops of triethanolamine about 0.12g Dropwise with a rubber-tip dropper, close the reactor, start raising the temperature until it rises to 55 ℃, and open the chlorine valve to supply chlorine, the chlorine passage rate was set at 400-ML/min. The reaction is an exothermic reaction, and the temperature will rise automatically. When the temperature rises above 60 ° C., the heat preservation is started, and the temperature is always at 60-75 ° C. During the heat preservation. 0.075g of dibenzoyl peroxide was added every hour, and no further addition was made after three times. GC gas spectrum tracking, after 8h of heat preservation, the gas spectrum showed that the amount of 4-hydroxymethylbenzenedichloride ≤ 0.05% was the end point, chlorine gas was stopped, the reaction was finished, and nitrogen was used to drive away the excess chlorine gas, the temperature was lowered, and about 571G of crude 4-hydroxymethyl-trichlorobenzyl chloride solution was obtained, which was to be used. The temperature of the above system is raised to 60 ℃ or more, and water is added dropwise with a 5s ml constant pressure dropping funnel. The dropping acceleration is controlled at 1 drop/, and the dropping is suspended after 1 hour of dropping, GC gas spectrum trace, after 19h, the gas spectrum shows that the amount of 4-hydroxymethyl trichlorobenzyl is ≤ 0.05%, the reaction is finished, the amount of water is 116g, and then the temperature is cooled to room temperature, and the whole system is weighed, the total weight is 659g. According to the conservation of mass, 28g of hydrogen chloride gas enters the tail gas absorption device. 2636G of diethyl ether and 2g of DMF catalyst were put into the above system, stirring was started, and the temperature was controlled at room temperature. Oxalyl chloride (624g) was added dropwise, and the dropping acceleration was controlled at 100G/h. After completion of the addition, the reaction was continued and the GC spectrum was tracked. After 14h, the amount of 4-chloromethylbenzoyl chloride was 96.3%, and the reaction was completed, the ether and oxalyl chloride are recovered under normal pressure. After the recovery is completed, the remaining system is neutralized with 5% liquid alkali, with pH = 7~8 as the end point, the organic phase was subjected to reduced pressure (6mmHg) to recover a fraction at 126-128 ° C. To obtain 412g of 4-chloromethylbenzoyl chloride with a yield of 88.8% and a purity of 99.4%. |
Last Update：2024-04-09 15:16:53
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