Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  Organic Chemistry >  Amides >  Naphthenic amines derivatives >  2,6-Dimethylaniline

2,6-Dimethylaniline

Basic information Safety Supplier Related

2,6-Dimethylaniline Basic information

Product Name:
2,6-Dimethylaniline
Synonyms:
  • 2,6-Xylidine, 2-Amino-m-xylene
  • 2,6-Dimethylaniline Solution, 100ppm
  • 2,6-two Methyl aniline
  • 2.6-DiMethylan
  • ai3-52358
  • Aniline, 2,6-dimethyl-
  • NCI-C56188
  • 2,6-Dimethylaniline (Lidocaine RCA)
CAS:
87-62-7
MF:
C8H11N
MW:
121.18
EINECS:
201-758-7
Product Categories:
  • Amines, Aromatics, Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
  • Intermediates
  • Aromatic Amine
  • Building Blocks
  • C8
  • Chemical Synthesis
  • Aniline
  • Anilines, Aromatic Amines and Nitro Compounds
  • Organics
  • Amines
  • Aromatics
  • Impurities
  • Nitrogen Compounds
  • Organic Building Blocks
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • K00001
Mol File:
87-62-7.mol
More
Less

2,6-Dimethylaniline Chemical Properties

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)
More
Less

Safety Information

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
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

MSDS

More
Less

2,6-Dimethylaniline Usage And Synthesis

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-DimethylanilineSupplier

-Hebei DaPeng Pharm & Chem Co., Ltd. Gold
Tel
0317-7238109 18653455825
Email
sales@dpchem.com
Shandong Hongyuan Chemical Technology Co., LTD Gold
Tel
13561560789
Email
xinxiaoxiao2008@126.com
Shanghai Aoguang Biotechnology Co., Ltd Gold
Tel
1735-4997695 17715859063
Email
1204996172@qq.com
Wuhan Xinyang Ruihe Chemical Technology Co., Ltd. Gold
Tel
13720181483 13720181483
Email
366443693@QQ.COM
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Email
market03@meryer.com