| Identification | More | [Name]
2-Chlorobenzoyl chloride | [CAS]
609-65-4 | [Synonyms]
2-CHLOROBENZOIC ACID CHLORIDE
2-CHLOROBENZOYL CHLORIDE
LABOTEST-BB LTBB000568
o-Chlorobenzonyl chloride
O-CHLOROBENZOYL CHLORIDE
OCOC
2-chloro-benzoylchlorid
Benzoyl chloride, o-chloro-
Benzoylchloride,2-chloro-
chlorobenzoylchloride
2-Chlorobenzoyl Chloride o-Chlorobenzoyl Chloride
Benzoyl chloride, 2-chloro-(9CI)
2-Chlorobenzoylchloride,97%
o-Chlorbenzoylchlorid
47) ORTHO CHLORO BENZOYL CHLORIDE | [EINECS(EC#)]
210-194-0 | [Molecular Formula]
C7H4Cl2O | [MDL Number]
MFCD00000660 | [Molecular Weight]
175.01 | [MOL File]
609-65-4.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colourless to very slightly yellow liquid | [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 | [InChI]
1S/C7H4Cl2O/c8-6-4-2-1-3-5(6)7(9)10/h1-4H | [InChIKey]
ONIKNECPXCLUHT-UHFFFAOYSA-N | [SMILES]
ClC(=O)c1ccccc1Cl | [CAS DataBase Reference]
609-65-4(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzoyl chloride, 2-chloro-(609-65-4) | [Storage Precautions]
Moisture sensitive | [EPA Substance Registry System]
609-65-4(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. | [Safety Statements ]
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 label where possible) . | [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 | [Storage Class]
8A - Combustible corrosive hazardous materials | [Hazard Classifications]
Eye Dam. 1
Skin Corr. 1B | [Toxicity]
LD50 orally in Rabbit: 3250 mg/kg |
| Hazard Information | Back Directory | [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). |
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