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2-Chloroacetophenone

2-Chloroacetophenone Structure
CAS No.
532-27-4
Chemical Name:
2-Chloroacetophenone
Synonyms
CN;PHENACYL CHLORIDE;1-Chloroacetophenone;phenacyl;2-CHLORO-1-PHENYLETHANONE;A-CHLOROACETOPHENONE;ALPHA-CHLOROACETOPHENONE;cn[qr];teargas;caf[qr]
CBNumber:
CB9387386
Molecular Formula:
C8H7ClO
Molecular Weight:
154.59
MOL File:
532-27-4.mol
MSDS File:
SDS
Modify Date:
2024/3/14 15:18:31

2-Chloroacetophenone Properties

Melting point 54-56 °C(lit.)
Boiling point 244-245 °C(lit.)
Density 1.324 g/mL at 25 °C(lit.)
vapor pressure 4 at 20 °C, 14 at 30 °C (quoted, Verschueren, 1983)
refractive index 1.5438
Flash point 118°C
solubility Soluble in acetone (Weast, 1986). Freely soluble in alcohol, benzene, and ether (Windholz et al., 1983)
form Colorless crystals
Water Solubility insoluble. <0.1 g/100 mL at 19 ºC
Sensitive Moisture Sensitive
Merck 14,2115
BRN 507950
Exposure limits NIOSH REL: TWA 0.3 mg/m3 (0.05 ppm), IDLH 15 mg/m3; OSHA PEL: TWA 0.05 ppm (0.3 mg/m3); ACGIH TLV: TWA 0.05 ppm (adopted).
Stability May decompose upon exposure to air or water. Incompatible with bases, amines, alcohols.
InChIKey IMACFCSSMIZSPP-UHFFFAOYSA-N
LogP 1.724 (est)
CAS DataBase Reference 532-27-4(CAS DataBase Reference)
NIST Chemistry Reference Ethanone, 2-chloro-1-phenyl-(532-27-4)
EPA Substance Registry System 2-Chloroacetophenone (532-27-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS06,GHS08
Signal word  Danger
Hazard statements  H300-H311+H331-H315-H318-H334-H335
Precautionary statements  P261-P280-P301+P310-P302+P352+P312-P304+P340+P311-P305+P351+P338
Hazard Codes  T
Risk Statements  25-36/37/38-42/43-23/25-36-23/24/25
Safety Statements  22-26-36/37/39-45-28A-7/9
RIDADR  UN 1693 6.1/PG 2
OEB C
OEL TWA: 0.3 mg/m3 (0.05 ppm)
WGK Germany  3
RTECS  AM6300000
9-19
TSCA  Yes
HazardClass  6.1
PackingGroup  II
Toxicity LD50 in rats (mg/kg): 41 i.v., 36 i.p., 127 orally; LC50 in rats: 8750 mg/min/m3 (Ballantyne, Swanston)
IDLA 15 mg/m3
NFPA 704
1
3 0

2-Chloroacetophenone price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) C19686 2-Chloroacetophenone 98% 532-27-4 100G ₹6051.18 2022-06-14 Buy
Sigma-Aldrich(India) C19686 2-Chloroacetophenone 98% 532-27-4 500G ₹8118.75 2022-06-14 Buy
Sigma-Aldrich(India) 77460 2-Chloroacetophenone purum, ≥98.0% (GC) 532-27-4 100G ₹3085.13 2022-06-14 Buy
Sigma-Aldrich(India) 77460 2-Chloroacetophenone purum, ≥98.0% (GC) 532-27-4 500G ₹8789.9 2022-06-14 Buy
ottokemi C 1970 2-Chloroacetophenone 98% 532-27-4 25gm ₹3006 2022-05-26 Buy
Product number Packaging Price Buy
C19686 100G ₹6051.18 Buy
C19686 500G ₹8118.75 Buy
77460 100G ₹3085.13 Buy
77460 500G ₹8789.9 Buy
C 1970 25gm ₹3006 Buy

2-Chloroacetophenone Chemical Properties,Uses,Production

Description

Chloroacetophenone is contained in tear gases (lacrimators). This substance has an important irritative potential but can also be a sensitizer.

Chemical Properties

2-Chloroacetophenone (CN) is a combustible, colorless-to-gray solid. CN has a sharp, irritating odor, has been described as smelling like “apple blossoms.” It may be dissolved in a solvent

Physical properties

Colorless to gray crystalline solid with a sharp, penetrating, irritating odor. The low odor and high odor threshold concentrations were 102 and 150 μg/m3, respectively (Ruth, 1986).

Uses

Riot control agent.

Definition

A strong lachrymator.

General Description

2-chloroacetophenone appears as a white crystalline solid. Denser than water and insoluble in water. Hence sinks in water. A lachrymator: vapors are very irritating to the eyes. Has a floral odor. Used as a riot control agent.

Hazard

The main uses for 2-chloroacetophenone are in tear gas and in chemical Mace. It is a potent eye, throat, and skin irritant. Acute (short-term) inhalation exposure of humans causes burning of the eyes with lacrimation, some degree of blurred vision, possible corneal damage, irritation and burning of the nose, throat, and skin, and burning in the chest with dyspnea. Acute dermal exposure is irritating and can result in first, second, and third degree chemical burns in humans. Squamous hyperplasia of the nasal respiratory epithelium was reported in rats chronically exposed (long-term) via inhalation. EPA has not classified 2-chloroacetophenone with respect to potential carcinogenicity.

Health Hazard

Median lethal dose (mg-min/m3): 11000 (estimated). Median incapacitating dose: 80. Eye/skin toxicity: Temporarily severe eye irritation; mild skin irritation. Rate of action: Instantaneous. Physiological action: Powerfully lacrimatory. Detoxification rate: Rapid. (ANSER)

Fire Hazard

Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.

Contact allergens

w-Chloroacetophenone is contained in tear gases (lacrimators). This substance has important irritative potential, but can also be a sensitizer.

Safety Profile

A human poison by inhalation. An experimental poison by ingestion, inhalation, intraperitoneal, and intravenous routes. Human systemic effects by inhalation: lachrymation, conjunctiva irritation, and unspecified eye effects, cough, and dyspnea. A severe eye and moderate skin irritant. Questionable carcinogen with experimental neoplastigenic data by skin contact. A riot control agent. When heated to decomposition it emits toxic fumes of Cl-. See also KETONES.

Potential Exposure

Chloroacetophenone is used as a chemical warfare agent (Agent CN) and as a principal ingredient in the riot control agent Mace. It is also used as a pharmaceutical intermediate. The United States considers agent CN and its mixtures with various chemicals to be obsolete for military deployment.

Environmental Fate

Chemical/Physical. Releases toxic chloride fumes when heated to decomposition (Sax and Lewis, 1987).

Shipping

UN1697 Chloroacetophenone, solid, (CN), Hazard Class: 6.1; Labels: 6.1-Poison Inhalation. UN3416 Chloroacetophenone, liquid, (CN), Hazard Class: 6.1;Labels: 6.1-Poisonous materials. Hazard. Military driver shall be given full and complete information regarding shipment and conditions in case of emergency. AR 50-6 deals specifically with the shipment of chemical agents. Shipments of agent will be escorted in accordance with AR 740-32.

Purification Methods

Crystallise it from MeOH [Tanner J Org Chem 52 2142 1987]. [Beilstein 7 IV 641.]

Incompatibilities

Keep away from water, steam, strong oxidizers. CN reacts with water, forming hydrochloric acid. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. CN reacts slowly with metals, causing mild corrosion and may evolve flammable hydrogen gas.

Waste Disposal

Tear gas-containing waste is dissolved in an organic solvent and sprayed into an incinerator equipped with an afterburner and alkaline scrubber utilizing reaction with sodium sulfide in an alcoholwater solution. Hydrogen sulfide is liberated and collected by an alkaline scrubber.

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