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| | 2-Chlorobenzoyl chloride Basic information |
| | 2-Chlorobenzoyl chloride Chemical Properties |
| Melting point | -4--3 °C (lit.) | | Boiling point | 238 °C (lit.) | | density | 1.382 g/mL at 25 °C (lit.) | | vapor pressure | 0.1 hPa (20 °C) | | refractive index | n20/D 1.572(lit.) | | Fp | >230 °F | | storage temp. | Store below +30°C. | | form | Liquid | | color | Clear colorless to very slightly yellow | | explosive limit | 1.5-9.4%(V) | | Water Solubility | Soluble in acetone, ether, and alcohol. Solubility in water it decomposes. | | Sensitive | Moisture Sensitive | | BRN | 386435 | | CAS DataBase Reference | 609-65-4(CAS DataBase Reference) | | NIST Chemistry Reference | Benzoyl chloride, 2-chloro-(609-65-4) | | EPA Substance Registry System | Benzoyl chloride, 2-chloro- (609-65-4) |
| Hazard Codes | C | | Risk Statements | 34 | | Safety Statements | 26-36/37/39-45-28A | | RIDADR | UN 3265 8/PG 2 | | WGK Germany | 1 | | F | 19-21 | | Autoignition Temperature | 600 °C | | Hazard Note | Corrosive/Moisture Sensitive | | TSCA | Yes | | HazardClass | 8 | | PackingGroup | II | | HS Code | 29163900 | | Toxicity | LD50 orally in Rabbit: 3250 mg/kg |
| | 2-Chlorobenzoyl chloride Usage And Synthesis |
| Chemical Properties | clear colourless to very slightly yellow liquid | | Uses | 2-Chlorobenzoyl chloride, is used in organic synthesis. It is used as a pharmaceutical intermediate for eg as an intermediate of clotrimazolc, preparation of p-chlorobenzoic acid and production of trichloro-acaricide. | | Definition | ChEBI: An acyl chloride consisting of benzoyl chloride having a chloro substituent in the ortho-position. | | General Description | 2-Chlorobenzoyl chloride reacts with aromatic amines and ammonium thiocyanate using polyethylene glycol-400 as the catalyst under the condition of solid-liquid phase-transfer catalysis to form N-aryl-N′(2-chlorobenzoyl) thioureas. 2-Chlorobenzoyl chloride causes the acylation of polystyrene during the preparation and regeneration of the polystyrene-based resin. | | Synthesis | A process for preparing 2-chlorobenzoyl chloride which comprises reacting 2-chlorobenzaldehyde with chlorine in the presence of phosphorus pentachloride at a temperature of from 50° to 200° C. and wherein the 2-chlorobenzaldehyde: phosphorus pentachloride ratio is from 1:0.05 to 1:0.2.
Phosphorus pentachloride (41.5 g, 0.2 mole) was added to 2-chlorobenzaldehyde (289.7 g, 2.0 mole, 97%). After the ensuing exotherm had subsided, the resulting red solution was heated to 160° C. A stream of chlorine was introduced through a sparge tube into the solution for six hours. (Gas chromatography indicated 96.5% conversion.) The solution was then cooled and distilled under reduced pressure, giving 325.4 grams of 2-chlorobenzoyl chloride, which boiled at 135° to 140° C. at 16 millimeters of mercury. The yield of 2-Chlorobenzoyl chloride was 93% (98.5% pure). |
| | 2-Chlorobenzoyl chloride Preparation Products And Raw materials |
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