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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
Molecular Weight:
121.18
MDL Number:
MFCD00007747
MOL File:
87-62-7.mol
Last updated:2023-09-22 17:54:45

2,6-Dimethylaniline 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)
EWG's Food Scores 4-5
FDA UNII 4FT62OX08D
Proposition 65 List 2,6-Xylidine (2,6-Dimethylaniline)
IARC 2B (Vol. 57) 1993
NIST Chemistry Reference Benzenamine, 2,6-dimethyl-(87-62-7)
EPA Substance Registry System 2,6-Xylidine (87-62-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08,GHS09
Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08,GHS09
Signal word  Warning
Signal word  Warning
Hazard statements  H302+H312+H332-H315-H335-H351-H411
Hazard statements  H302+H312+H332-H315-H335-H351-H411
Precautionary statements  P273-P280-P301+P312-P302+P352+P312-P304+P340+P312-P308+P313
Precautionary statements  P273-P280-P301+P312-P302+P352+P312-P304+P340+P312-P308+P313
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
Toxicity LD50 orally in Rabbit: 1290 mg/kg
NFPA 704
1
2 0

2,6-Dimethylaniline price More Price(35)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D146005 2,6-Dimethylaniline 99% 87-62-7 5g $47.7 2024-03-01 Buy
Sigma-Aldrich 8.08671 2,6-Dimethylaniline for synthesis 87-62-7 5ml $26.7 2024-03-01 Buy
Sigma-Aldrich 8.08671 2,6-Dimethylaniline for synthesis 87-62-7 250ML $45.3 2024-03-01 Buy
Sigma-Aldrich 8.08671 2,6-Dimethylaniline for synthesis 87-62-7 1L $145 2024-03-01 Buy
Sigma-Aldrich 442327 2,6-Dimethylaniline analytical standard 87-62-7 1000mg $20.7 2024-03-01 Buy
Product number Packaging Price Buy
D146005 5g $47.7 Buy
8.08671 5ml $26.7 Buy
8.08671 250ML $45.3 Buy
8.08671 1L $145 Buy
442327 1000mg $20.7 Buy

2,6-Dimethylaniline Chemical Properties,Uses,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.

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.

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).

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.]

Global( 523)Suppliers
Supplier Tel Email Country ProdList Advantage
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View Lastest Price from 2,6-Dimethylaniline manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,6-Dimethylaniline pictures 2024-04-24 2,6-Dimethylaniline
87-62-7
US $0.00 / Kg/Drum 1KG 99% 2000mt/year Jinan Finer Chemical Co., Ltd
2,6-Dimethylaniline pictures 2023-09-23 2,6-Dimethylaniline
87-62-7
US $0.00-0.00 / kg 1kg 0.99 100tons Hebei Yanxi Chemical Co., Ltd.
2,6-Dimethylaniline pictures 2023-09-06 2,6-Dimethylaniline
87-62-7
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
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) AKOS BBS-00003564 1-Amino-2,6-dimethylbenzene 2,6-dimethyl-anilin DIMETHYLANILINE,2,6- TIMTEC-BB SBB008136 VIC-M-XYLIDINE 2,6-DIMETHYLANILINE 2-AMINO-1,3-DIMETHYLBENZENE 2-AMINO-M-XYLENE LABOTEST-BB LTBB000551 2,6-DIMETHYLANILINE, 1ML, NEAT 2,6-DIMETHYLANILINE, 1000MG, NEAT 2,6-DIMETHYLANILINE PESTANAL Benzenamine, 2,6-dimethyl- amino-p-xylol 2,6-DIMETHYLBENZAMINE 2,6-Xylidine, 2-Amino-1,3-dimethylbenzene 2,6-xylidine 2,6-dimethylaniline 2,6-DIMETHYLANILINE pure 2,6-Xylidine, 2-Amino-1,3-dimethylbenzene, 2-Amino-m-xylene 2,6-dimethyl-benzenamin 2,6-dimethyl-Benzenamine 2,6-Dimethylbenzeneamine 2,6-DMA 2,6-Xyildine 2,6-Xylylamine 2-amino-1,3-dimethyl-benzen 2-Amino-1,3-xylene 2,6XylidinePure 2,6-Xylidine99% 2,6-Dimethylaniline,99% 2.6-Dimethylaniline 5g [87-62-7] 2,6-Dimethylaniline,2,6-Xylidine, 2-Amino-1,3-dimethylbenzene, 2-Amino-m-xylene Aniline Salts 2,6-DiMethylaniline, 99% 100GR 2,6-DiMethylaniline, 99% 500GR 2,6-DiMethylaniline, 99% 5GR NSC 7098 2,6-DIMETHYLANILINE FOR SYNTHESIS Lidocaine Related Compound A 2,6-Xylidine (NH2=1) 2,6-Dimethylaniline > 2,6-DimethylanilineSolution,100mg/L,5x1ml 2,6-DimethylanilineSolution,100mg/L,1ml 2,6-Dimethylaniline ISO 9001:2015 REACH 2,6 XYLIDINE Extra Pure xylylamine 2,6-XYLIDINE 2,6-Dimethylbenzenamine 2,6-dimethylphenylamine