ChemicalBook > CAS DataBase List > 2,6-Dimethylaniline

2,6-Dimethylaniline

Product Name
2,6-Dimethylaniline
CAS No.
87-62-7
Chemical Name
2,6-Dimethylaniline
Synonyms
2,6-XYLIDINE;2,6-Dimethylbenzenamine;xylylamine;2,6-Xylidin;2,6-dimethylphenylamine;2,6-Dimethyl-phenylamine;2,6-DMA;NSC 7098;ai3-52358;NCI-C56188
CBNumber
CB8327518
Molecular Formula
C8H11N
Formula Weight
121.18
MOL File
87-62-7.mol
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2,6-Dimethylaniline Property

Melting point:
10-12 °C(lit.)
Boiling point:
216 °C
Density 
0.984 g/mL at 25 °C(lit.)
vapor pressure 
<0.01 mm Hg ( 20 °C)
refractive index 
n20/D 1.560(lit.)
Flash point:
196 °F
storage temp. 
Store below +30°C.
solubility 
13g/l
form 
Liquid
pka
3.89(at 25℃)
color 
Clear yellow to red-brown
PH Range
12.5
PH
12.5 (100g/l, H2O, 20℃)
explosive limit
1.3-6.9%(V)
Water Solubility 
7.5 g/L (20 ºC)
Merck 
14,10084
BRN 
636332
Stability:
Air Sensitive, Hygroscopic
LogP
1.840
CAS DataBase Reference
87-62-7(CAS DataBase Reference)
NIST Chemistry Reference
Benzenamine, 2,6-dimethyl-(87-62-7)
IARC
2B (Vol. 57) 1993
EPA Substance Registry System
2,6-Xylidine (87-62-7)
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Safety

Hazard Codes 
Xn,N,T
Risk Statements 
20/21/22-37/38-40-51/53
Safety Statements 
23-25-36/37-61
RIDADR 
UN 1711 6.1/PG 2
WGK Germany 
2
RTECS 
ZE9275000
F 
8
Autoignition Temperature
490 °C
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
II
HS Code 
29214910
Hazardous Substances Data
87-62-7(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 1290 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H335May cause respiratory irritation

H351Suspected of causing cancer

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

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

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

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D146005
Product name
2,6-Dimethylaniline
Purity
99%
Packaging
5g
Price
$47.7
Updated
2024/03/01
Sigma-Aldrich
Product number
8.08671
Product name
2,6-Dimethylaniline
Purity
for synthesis
Packaging
5ml
Price
$26.7
Updated
2024/03/01
Sigma-Aldrich
Product number
8.08671
Product name
2,6-Dimethylaniline
Purity
for synthesis
Packaging
250ML
Price
$45.3
Updated
2024/03/01
Sigma-Aldrich
Product number
8.08671
Product name
2,6-Dimethylaniline
Purity
for synthesis
Packaging
1L
Price
$145
Updated
2024/03/01
Sigma-Aldrich
Product number
442327
Product name
2,6-Dimethylaniline
Purity
analytical standard
Packaging
1000mg
Price
$20.7
Updated
2024/03/01
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2,6-Dimethylaniline Chemical Properties,Usage,Production

Chemical Properties

clear yellow to red-brown liquid

Uses

2,6-Dimethylaniline is used in pharmaceuticals, as dye intermediates and in organic synthesis. It is also used in the production of antioxidants, agricultural, pharmaceutical, rubber chemicals and other target organic molecules.

Uses

Bupivacaine (B689560) impurity.

Preparation

2,6-Dimethylaninile is prepared by nitration of xylene and reduction, followed by removal of the 2,4-isomer by formation of the acetate salt, removal of the 2,5-isomer by formation of the hydrochloride salt, and recovery of the 2,6-isomer by sublimation (US National Library of Medicine, 1992a).
2,6-Dimethylaniline is produced by one company each in Japan, Switzerland and the USA and by three companies in Germany (Chemical Information Servces, 1991).

Definition

ChEBI: 2,6-dimethylaniline is a primary arylamine that is aniline in which the hydrogens at the 2- and 6-positions are replaced by methyl groups. It is used in the production of some anasthetics and other chemicals. It is a drug metabolite of lidocaine (local anasthetic). It has a role as a carcinogenic agent and a drug metabolite. It is a primary arylamine and a dimethylaniline.

Synthesis Reference(s)

Journal of the American Chemical Society, 92, p. 7464, 1970 DOI: 10.1021/ja00728a038
The Journal of Organic Chemistry, 37, p. 3570, 1972

General Description

A liquid. Toxic by ingestion, inhalation and skin absorption. Slightly soluble in water. Used in pharmaceuticals, as dye intermediates and organic syntheses.

Air & Water Reactions

Slightly soluble in water.

Reactivity Profile

2,6-Dimethylaniline reacts with strong oxidizing agents [Handling Chemicals Safely 1980 p. 964]. Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

May be fatal if inhaled, swallowed or absorbed through skin. Vapor or mist irritating to the eyes, mucous membranes and upper respiratory tract; causes skin irritation. Absorption into body leads to the formation of methemoglobin which, in sufficient concentration, may cause cyanosis. Onset may be delayed 2-4 hours or longer. Exposure can cause nausea, dizziness, headache, damage to the eyes, and blood effects.

Fire Hazard

Special Hazards of Combustion Products: Container explosion may occur under fire conditions. Emits toxic fumes under fire conditions.

Safety Profile

Suspected carcinogen. Moderately toxic by ingestion. Mutation data reported. Questionable carcinogen with experimental carcinogenic data. When heated to decomposition it emits toxic fumes of NOx. See also other xylidme entries.

Purification Methods

Convert vic-xylidine to a derivative (see below) which, after recrystallisation, is decomposed with alkali to give the free base. Dry it over KOH and fractionally distil. The acetyl derivative has m 177o, the benzoyl derivative has m 168o, and the picrate has m 180o. [Beilstein 12 H 1107, 12 IV 2521.]

2,6-Dimethylaniline Preparation Products And Raw materials

Raw materials

N-Methylaniline 2,6-Dimethylphenol 2,6-Dimethyl-1-nitrobenzene m-Xylene Nitrification o-Toluidine 2,4-Dimethyl aniline Dilute hydrochloric acid CYCLOXYDIM

Preparation Products

N-(2,6-DIMETHYLPHENYLCARBAMOYLMETHYL)IMINODIACETIC ACID 2',6'-DIMETHYLACETANILIDE Nefiracetam Alachlor PILSICAINIDE Metazachlor Ropivacaine Bupivacaine Metalaxyl (2,6-DIMETHYL-PHENYL)-HYDRAZINE 2,6-Dimethylbenzyl alcohol Tetramethylbenzidine Oxadixyl Benalaxyl 1-(2,6-DIMETHYLPHENYL)PIPERAZINE
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2,6-Dimethylaniline Suppliers

Americas 1 Belgium 4 Canada 2 China 334 Europe 4 France 2 Germany 16 India 64 Japan 8 Singapore 1 Slovakia 1 South Korea 1 Switzerland 2 Ukraine 2 United Kingdom 16 United States 67 Global 525
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View Lastest Price from 2,6-Dimethylaniline manufacturers

Jinan Finer Chemical Co., Ltd
Product
2,6-Dimethylaniline 87-62-7
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
99%
Supply Ability
2000mt/year
Release date
2021-11-05
Hebei Yanxi Chemical Co., Ltd.
Product
2,6-Dimethylaniline 87-62-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
100tons
Release date
2023-09-22
Hebei Guanlang Biotechnology Co., Ltd.
Product
2,6-Dimethylaniline 87-62-7
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2023-02-02

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  • 2,6-dimethyl-Benzenamine
  • 2,6-Dimethylbenzeneamine
  • 2,6-dimethylphenylamine
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  • 2-amino-1,3-dimethyl-benzen
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