Synthesis
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3-Chloro-2-methylaniline

Synthesis
Product Name
3-Chloro-2-methylaniline
CAS No.
87-60-5
Chemical Name
3-Chloro-2-methylaniline
Synonyms
3-CHLORO-O-TOLUIDINE;3-CHLORO-ORTHO-TOLUIDINE;2-Methyl-3-chloroaniline;3-Chloro-2-methylphenylamine;3-chloro-2-methylbenzenamine;6COT;3COT;CI 37080;scarlettrbase;3-Chloro-2-Met
CBNumber
CB4854513
Molecular Formula
C7H8ClN
Formula Weight
141.6
MOL File
87-60-5.mol
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3-Chloro-2-methylaniline Property

Melting point:
2 °C (lit.)
Boiling point:
115-117 °C/10 mmHg (lit.)
Density 
1.185 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.588(lit.)
Flash point:
>230 °F
storage temp. 
Store below +30°C.
solubility 
4.5g/l
form 
Liquid
pka
pK1:2.49(+1) (25°C)
Specific Gravity
1.19
color 
Clear yellow to red or red-brown
Water Solubility 
1g/L at 20℃
BRN 
471697
InChIKey
ZUVPLKVDZNDZCM-UHFFFAOYSA-N
LogP
2.4
CAS DataBase Reference
87-60-5(CAS DataBase Reference)
NIST Chemistry Reference
Benzenamine, 3-chloro-2-methyl-(87-60-5)
EPA Substance Registry System
3-Chloro-2-methylaniline (87-60-5)
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Safety

Hazard Codes 
C,N,Xn
Risk Statements 
22-34-43-51/53-36/37/38
Safety Statements 
26-36/37/39-45-61-37/39
RIDADR 
UN 3429 6.1/PG 3
WGK Germany 
2
RTECS 
XU4760000
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29214300
Hazardous Substances Data
87-60-5(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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
101621
Product name
3-Chloro-2-methylaniline
Purity
99%
Packaging
100g
Price
$64
Updated
2025/07/31
TCI Chemical
Product number
C0300
Product name
3-Chloro-2-methylaniline
Purity
>99.0%(GC)(T)
Packaging
25mL
Price
$37
Updated
2025/07/31
TCI Chemical
Product number
C0300
Product name
3-Chloro-2-methylaniline
Purity
>99.0%(GC)(T)
Packaging
500mL
Price
$105
Updated
2021/12/16
TRC
Product number
C367805
Product name
3-Chloro-2-methylaniline
Packaging
10g
Price
$110
Updated
2021/12/16
AK Scientific
Product number
J50258
Product name
3-Chloro-2-methylaniline
Packaging
5g
Price
$10
Updated
2021/12/16
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3-Chloro-2-methylaniline Chemical Properties,Usage,Production

Synthesis

It is obtained by chlorination and reduction of o-nitrotoluene.
1. Chlorination reaction
In o-nitrotoluene, add 2% ferric chloride as a catalyst, pass chlorine gas at 50-60 ° C until the relative density of the reaction solution reaches 1.27-1.29 (50 ° C), wash with 5% hydrochloric acid, and then Wash with water, and finally adjust pH to 7 with liquid caustic soda. Divide the water layer, evaporate the water, carry out vacuum distillation, collect 120-150 ℃ (5.33-8.0kPa) fractions, crystallize by cooling and filter to obtain 2-chloro-6-nitrotoluene.
2. Reduction reaction
Add hydrochloric acid and iron powder to the reaction pot, stir and heat to 90°C, slowly add melted 2-chloro-6-nitrotoluene, complete the addition, and reflux for 3 hours. Cooling, adding liquid alkali to adjust pH to 8, steam distillation to obtain 3-chloro-o-toluidine.

Description

The chloromethylanilines are colorless orwhite crystalline solids or liquids, some have a mild fishyodor. Molecular weight (all isomers) =141.61. HazardIdentification (based on NFPA 704 M Rating System): (87-60-5) Health 2, Flammability 1, Reactivity 0. All are soluble in water and include:

Chemical Properties

clear yellow to red or red-brown liquid

Chemical Properties

The chloromethylanilines are colorless or white crystalline solids or liquids, some have a mild fishy odor.

Uses

Intermediate.

Uses

3-Chloro-2-Methylaniline can be used for dyeing cotton, viscose, silk, nylon and acetate, as well as printing on cotton. It is mainly used for dyeing red, such as coupling with chromophenol AS, AS-BO, AS-ITR, etc.

Preparation

By 1-Methyl-2-nitrobenzene chlorination byproducts 3-Chloro-2-methylbenzenamine?reduction.

Hazard

Toxic by ingestion or inhalation.

Safety Profile

Poison by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of Cl and NOx. See also other chloro toluidine entries.

Potential Exposure

Most of the isomers are used in dyestuff manufacture. The 3-chloro-para isomer is used to kill birds. It is marketed as pelleted bait for control of bird populations.

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.
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: Store ina secure poison location. Prior to working with chloromethylanilines you should be trained on its proper handling andstorage. Store in tightly closed containers in a cool, well-ventilated area. Sources of ignition, such as smoking and openflames, are prohibited where Choromethyl anilines are handled, or stored in a manner that could create a potential fireor explosion hazard. A regulated, marked area should beestablished where this chemical is handled, used, or stored incompliance with OSHA Standard 1910.1045.

Shipping

Chlorotoluidines require a label of“POISONOUS/TOXIC MATERIALS.” They fall in DOTHazard Class 6.1 and Packing Group III.

Incompatibilities

Incompatible with oxidizers, strong acids; chloroformates, and acid anhydrides, isocyanates, aldehydes forming fire and explosive hazards.

References

[1] Materials Research Bulletin, 2013, vol. 48, # 5, p. 1885 - 1890
[2] Bulletin of the Korean Chemical Society, 2012, vol. 33, # 9, p. 2851 - 2852
[3] Patent: CN104725242, 2017, B. Location in patent: Paragraph 0026-0027
[4] Journal of the Chemical Society. Perkin Transactions 1, 2001, # 9, p. 955 - 977
[5] Synthetic Communications, 1981, vol. 11, # 11, p. 925 - 930

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3-Chloro-2-methylaniline Suppliers

Yancheng Longxinghong Industry and Trade Co., Ltd
Tel
0515-88710281 13921881287
Email
2355801707@qq.com
Country
China
ProdList
19
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58
Chengdu Ai Keda Chemical Technology Co., Ltd.
Tel
4008-755-333 18080918076
Fax
028-86757656
Email
800078821@qq.com
Country
China
ProdList
9718
Advantage
55
Beijing Jinrui Meixiang Technology Co., Ltd
Tel
13691579162
Fax
QQ:480326527
Email
480326527@qq.com
Country
China
ProdList
497
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58
Wuhan ShuEr Biology Technology Co.,Ltd
Tel
027-15827133616-6 15827133616
Fax
QQ 1799696397
Email
1799696397@qq.com
Country
China
ProdList
2582
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58
Jinan Dexinjia Bio&Tech Co., Ltd
Tel
0531-82371986 15269101859
Fax
0531-82375893
Email
3276840968@qq.com
Country
China
ProdList
1604
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58
Yixing Wencheng Chemical Co., Ltd
Tel
13961572207;139-1536-8575 13961572207
Email
158466813@qq.com;David@un-wencheng.com
Country
China
ProdList
105
Advantage
58
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
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View Lastest Price from 3-Chloro-2-methylaniline manufacturers

Shaanxi Didu New Materials Co. Ltd
Product
3-Chloro-2-methylaniline 87-60-5
Price
US $1.50/g
Min. Order
1g
Purity
99.0% Min
Supply Ability
10 Tons
Release date
2025-06-25
Hebei Chuanghai Biotechnology Co., Ltd
Product
3-Chloro-2-methylaniline 87-60-5
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10 mt
Release date
2024-11-21
Yixing Wencheng Chemical Co., Ltd
Product
3-Chloro-2-methylaniline 87-60-5
Price
US $1882.00/KG
Min. Order
5000KG
Purity
99.5% Min
Supply Ability
1000 tons/month
Release date
2025-04-02

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