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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
Molecular Weight:
127.57
MDL Number:
MFCD00007656
MOL File:
95-51-2.mol
MSDS File:
SDS
Last updated:2024-12-18 14:15:30

2-Chloroaniline Properties

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)
Relative density, gas (air=1) 1
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)
EWG's Food Scores 1
NCI Dictionary of Cancer Terms OCA
FDA UNII G14I494T2F
NIST Chemistry Reference o-Chloroaniline(95-51-2)
EPA Substance Registry System o-Chloroaniline (95-51-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS06,GHS08,GHS09
Signal word  Danger
Hazard statements  H301+H311+H331-H319-H341-H373-H410
Precautionary statements  P273-P280-P301+P310-P302+P352+P312-P304+P340+P311-P305+P351+P338
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
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)
NFPA 704
1
3 0

2-Chloroaniline price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.02611 2-Chloroaniline for synthesis 95-51-2 100mL $56.7 2024-03-01 Buy
Sigma-Aldrich 8.02611 2-Chloroaniline for synthesis 95-51-2 500mL $166 2024-03-01 Buy
Sigma-Aldrich 23300 2-Chloroaniline ≥99.5% (GC) 95-51-2 100ml $123 2024-03-01 Buy
TCI Chemical C0111 2-Chloroaniline >98.0%(GC) 95-51-2 25mL $30 2024-03-01 Buy
TCI Chemical C0111 2-Chloroaniline >98.0%(GC) 95-51-2 500mL $126 2024-03-01 Buy
Product number Packaging Price Buy
8.02611 100mL $56.7 Buy
8.02611 500mL $166 Buy
23300 100ml $123 Buy
C0111 25mL $30 Buy
C0111 500mL $126 Buy

2-Chloroaniline Chemical Properties,Uses,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.

Global( 451)Suppliers
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View Lastest Price from 2-Chloroaniline manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Chloroaniline pictures 2024-11-13 2-Chloroaniline
95-51-2
US $1.00 / kg 1kg 99% 10 mt Hebei Weibang Biotechnology Co., Ltd
2-Chloroaniline pictures 2023-06-30 2-Chloroaniline
95-51-2
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
2-Chloroaniline pictures 2019-07-06 2-Chloroaniline
95-51-2
US $1.00 / KG 1KG 99% Customized Career Henan Chemical Co
  • 2-Chloroaniline pictures
  • 2-Chloroaniline
    95-51-2
  • US $1.00 / kg
  • 99%
  • Hebei Weibang Biotechnology Co., Ltd
Benzenamine,2-chloro- Benzeneamine,2-chloro- o-Aminochlorobenzene o-Aminochloro-benzene o-Chloraniline o-Chloroaminobenzene o-chloro-anilin AKOS BBS-00003671 1-AMINO-2-CHLOROBENZENE 2-CHLOROANILINE 2-CHLOROBENZENAMINE 2-CHLOROPHENYLAMINE 1,2-aminochlorobenzene 2-chloro-benzenamin Aniline, o-chloro- Azoic diazo component 44, base FAST YELLOW GC BASE 2-CHLOROANILINE, 1000MG, NEAT 2-Chloroaniline, CP,97% ORTHO-CHLOROANILINE 2-Chloroaniline >=99.5% (GC) 2-CHLOROANILINE PESTANAL 2-CHLOROANILINE, 1X1ML, MEOH, 2000UG/ML 2-Chloroaniline,>99% 2-Chloroaniline, 98+% 2-chloroaniline solution 2-Chloroaniline 98% 2-Aminochlorobenzene ORTHO-CHLORANILINE 2-CHLOROBENZAMINE 2-Chloranilin 2-Chloroaminobenzene C.I.Azoic Diazo Component 44【base】 2-Chloroanline 2-Chloroaniline 5g [95-51-2] 2-Chloroaniline 10g [95-51-2] 2-Chloroaniline, 98+% 250ML o-Chloroaniline fast yellow gc base 2-ChloroanilineSolution,1000mg/L,1ml 2-Chloroaniline > 2-ChloroanilineSolution,2000mg/L,1ml 2-ChloroanilineSolution,100mg/L,1ml 2-Chloroaniline Solution in Methanol, 1000μg/mL 2-Chloroaniline ISO 9001:2015 REACH TIANFU-CHEM CAS:95-51-2 2-Chloroaniline o-Chloroaniline extrapure, 99% O-CHLOROANILINE OCA 2-CHLOROANALINE Benzenamine, 2-chloro- Ortho Chloro Aniline (OCA) Trazodone impurity QZT-SM-3-Z5 Trazodone Impurity 23 (2-Chloroaniline) 2-Chloroaniline 98% For Synthesis CA11350000 2-Chloroaniline XA11350000AL2-ChloroanilinE100μg/mLin Aceton 95-51-2 95512