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2-Chloroaniline

Product Name
2-Chloroaniline
CAS No.
95-51-2
Chemical Name
2-Chloroaniline
Synonyms
OCA;O-CHLOROANILINE;2-CHLOROANALINE;Benzenamine, 2-chloro-;2-Chloranilin;o-Chloraniline;2-Chloroanline;2-CHLOROANILINE;o-chloro-anilin;AKOS BBS-00003671
CBNumber
CB8334590
Molecular Formula
C6H6ClN
Formula Weight
127.57
MOL File
95-51-2.mol
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2-Chloroaniline Property

Melting point:
0-3 °C
Boiling point:
208-210 °C(lit.)
Density 
1.213 g/mL at 25 °C(lit.)
vapor density 
4.41 (vs air)
vapor pressure 
0.5 hPa (20 °C)
refractive index 
n20/D 1.589
Flash point:
98 °C
storage temp. 
Store below +30°C.
solubility 
water: soluble5.13g/L at 20°C
form 
Liquid
pka
2.65(at 25℃)
color 
Clear pale yellow to brown
Odor
Characteristic odour
explosive limit
2.4-14.2%(V)
Water Solubility 
5.13 g/L (20 ºC)
Merck 
14,2118
BRN 
606077
Dielectric constant
13.4
LogP
1.72 at 20℃ and pH6-8
CAS DataBase Reference
95-51-2(CAS DataBase Reference)
NIST Chemistry Reference
o-Chloroaniline(95-51-2)
EPA Substance Registry System
o-Chloroaniline (95-51-2)
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Safety

Hazard Codes 
T,N,F
Risk Statements 
23/24/25-33-50/53-39/23/24/25-11-52/53
Safety Statements 
28-36/37-45-60-61-28A-16
RIDADR 
UN 2019 6.1/PG 2
WGK Germany 
2
RTECS 
BX0525000
F 
8-10-23
Autoignition Temperature
>500 °C
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
II
HS Code 
29214210
Hazardous Substances Data
95-51-2(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H319Causes serious eye irritation

H341Suspected of causing genetic defects

H373May cause damage to organs through prolonged or repeated exposure

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.02611
Product name
2-Chloroaniline
Purity
for synthesis
Packaging
100mL
Price
$56.7
Updated
2024/03/01
Sigma-Aldrich
Product number
8.02611
Product name
2-Chloroaniline
Purity
for synthesis
Packaging
500mL
Price
$166
Updated
2024/03/01
Sigma-Aldrich
Product number
23300
Product name
2-Chloroaniline
Purity
≥99.5% (GC)
Packaging
100ml
Price
$123
Updated
2024/03/01
TCI Chemical
Product number
C0111
Product name
2-Chloroaniline
Purity
>98.0%(GC)
Packaging
25mL
Price
$30
Updated
2024/03/01
TCI Chemical
Product number
C0111
Product name
2-Chloroaniline
Purity
>98.0%(GC)
Packaging
500mL
Price
$126
Updated
2024/03/01
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2-Chloroaniline Chemical Properties,Usage,Production

Description

properties:m-isomerColorless to yellow liquid that may turn brown on exposureto air. Molecular weight=127.57; Specific gravity(H2O:1)=1.216; Boiling point (decomposes)=230℃;Melting point=-11℃; Vapor pressure=,0.1 mmHg at20℃; Flash point=118℃(cc); Autoignitiontemperature=.540℃. Slight solubility in water;solubility=0.6%.o-isomerColorless to yellow liquid that may turn brown on exposureto air. Molecular weight=127.57; Specific gravity(H2O:1)=1.21; Boiling point=208.7℃; Meltingpoint=-2℃; Flash point=108℃; Autoignitiontemperature=.500℃; solubility in water=0.5% at 20℃.p-isomer (see also P:0400)The p-isomer is a colorless to pale yellow crystalline solid.Molecular weight=127.6; Specific gravity (H2O:1)=1.4;Boiling point=232℃; Melting point=69.5-72.5℃; Vaporpressure=0.015 mmHg at 20℃; Flash point=120-123℃(oc); Autoignition temperature=685℃. HazardIdentification (based on NFPA 704 M Rating System): p-isomer Health 3, Flammability 1, Reactivity 0. Soluble in hotwater; solubility (cold)=0.4% at 20℃.

Chemical Properties

clear pale yellow to brown liquid with ammonia odor. darkens on exposure to air. almost insoluble in water, soluble in acids and most common organic solvents.

Uses

2-Chloroaniline is the raw material of herbicide green sulfuron, and also an important dye intermediate. It is the color base of ice dyeing dyestuff and can also be used as the diazo component of azo dyestuff to produce acid black, acid blue and organic color precipitation water solid yellow R, permanent red FR, Hansa yellow HR, etc.

Uses

2-Chloroaniline used as petroleum solvents. It is used in biological studies to evaluate the mutagenicity and carcinogenicity of Salmonella typhimurium. Used as a Intermediates for dyestuff, pigment and specialty chemicals. 2-Chloroaniline is widely used in polymer, rubber, pharmaceutical and dye industries.

Preparation

The synthesis method of 2-chloroaniline is to reflux 2-nitrochlorobenzene with iron filings, dilute hydrochloric acid and water for 6~8h, distill to get crude product, and then distill to get finished product.

Synthesis Reference(s)

The Journal of Organic Chemistry, 39, p. 2718, 1974 DOI: 10.1021/jo00932a011
Tetrahedron Letters, 26, p. 3277, 1985 DOI: 10.1016/S0040-4039(00)98171-1

General Description

Clear amber liquid with an amine odor. Occurs in both alpha and beta forms.

Air & Water Reactions

Sensitive to prolonged exposure to air and darkens on exposure to light. Insoluble in water.

Reactivity Profile

2-Chloroaniline is incompatible with acids, acid chlorides, acid anhydrides, chloroformates and strong oxidizing agents.

Hazard

Toxic by ingestion.

Fire Hazard

2-Chloroaniline is combustible.

Safety Profile

Poison by skin contact, ingestion, and subcutaneous routes. Mutation data reported. When heated to decomposition it emits toxic fumes of Cl and NOx. See also ANILINE DYES.

Potential Exposure

RTECS Compound Description (mand o-isomers): Tumorigen, Mutagen (p-isomer):Tumorigen, Mutagen, Primary Irritant. Chloroanilines areused to make dyes, other chemicals, insecticides, and manyother industrial products.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.Medical observation is recommended.
Note to physician: Treat for methemoglobinemia.Spectrophotometry may be required for precise determination of levels of methemoglobinemia in urine.

storage

Color Code—Blue: Health Hazard/Poison (p-isomer): Store in a secure poison location. Prior to workingwith chloroaniline you should be trained on its proper handling and storage. Store in tightly closed containers in acool, well-ventilated area away from oxidizers (such asperchlorates, peroxides, permanganates, chlorates, andnitrates), since violent reactions occur. A regulated, markedarea should be established where this chemical is handled,used, or stored in compliance with OSHA Standard1910.1045.

Shipping

Chloroanilines are required by DOT to carry a“POISONOUS/TOXIC MATERIALS” label. They fall inHazard Class 6.1 and Packing Group II.

Purification Methods

Free it from small amounts of the p-isomer by dissolving in one equivalent of H2SO4 and steam distilling. The p-isomer remains behind as the sulfate. [Sidgwick & Rubie J Chem Soc 1013 1921.] An alternative method is to dissolve it in warm 10% HCl (11mL/g of amine) and on cooling, o-chloroaniline hydrochloride separates out. The latter can be recrystallised until the acetyl derivative has a constant melting point (m 90o). (In this way, yields are better than via the recrystallisation of the picrate from EtOH or of the acetyl derivative from pet ether.) [King & Orton J Chem Soc 1377 1911]. [Beilstein 12 III 1281, 12 IV 1115.]

Incompatibilities

Contact with strong oxidizers may causefire and explosions. The aqueous solution of the m-isomeris a weak base. Incompatible with strong acids, organicanhydrides, isocyanates, aldehydes.

2-Chloroaniline Preparation Products And Raw materials

Raw materials

Iron filings 2-Nitrochlorobenzene Iron

Preparation Products

fluorescent whitening agent JD-3 4-BROMO-2-CHLOROACETANILIDE 8-Chloroquinoline 4,4'-Methylene bis(2-chloroaniline) Reactive Red 24 2-Bromochlorobenzene 8-CHLORO-2-(TRIFLUOROMETHYL)QUINOLINE-4-CARBONITRILE 4-(2-KETO-1-BENZIMIDAZOLINYL)PIPERIDINE 2-Chlorophenyl isocyanate 1-(2-Chlorophenyl)-2-thiourea o-Chlorobenzenesulfonamide Benazolin o-Phenetidine N-(2,5-Dimethoxyphenyl)-2-hydroxydibenzofuran-3-carboxamide 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl ANILAZINE Chlorsulfuron 2'-Chloroacetanilide 2-CHLOROANILINE HYDROCHLORIDE 1,3-Dichlorobenzene 2'-Chloroacetoacetanilide 1,2-Dichlorobenzene 2-Chlorobenzenesulfonyl chloride
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2-Chloroaniline Suppliers

Americas 1 Belgium 5 Canada 1 China 286 Europe 3 France 3 Germany 15 India 52 Indonesia 1 Japan 8 Russia 2 Slovakia 1 South Africa 1 South Korea 2 Switzerland 2 The Netherlands 1 Ukraine 2 United Kingdom 17 United States 45 Global 448
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View Lastest Price from 2-Chloroaniline manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
2-Chloroaniline 95-51-2
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10 mt
Release date
2024-11-13
Hebei Mojin Biotechnology Co., Ltd
Product
2-Chloroaniline 95-51-2
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-06-29
Career Henan Chemical Co
Product
2-Chloroaniline 95-51-2
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
Customized
Release date
2018-08-09

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