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2,6-Dimethylaniline

CAS No.87-62-7
Chemical Name:2,6-Dimethylaniline
CBNumber:CB8327518
Molecular Formula:C8H11N
Formula Weight:121.18
MOL File:87-62-7.mol

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 12.5 (100g/l, H2O, 20℃)
PH Range 12.5
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)
UNSPSC Code 41116107
NACRES NA.24

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

NFPA 704:

	1
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H302+H312+H332-H315-H335-H351-H411
Precautionary statements P273-P280-P301+P312-P302+P352+P312-P304+P340+P312-P308+P313

2,6-Dimethylaniline Price More Price(19)

Brand: Sigma-Aldrich(India)
Product number: D146005
Product name : 2,6-Dimethylaniline
Purity: 99%
Packaging: 5G
Price: ₹2089.23
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: D146005
Product name : 2,6-Dimethylaniline
Purity: 99%
Packaging: 100G
Price: ₹2089.23
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: PHR1669
Product name : Lidocaine Related Compound A
Purity: Pharmaceutical Secondary Standard; Certified Reference Material
Packaging: 100MG
Price: ₹59158.63
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: D146005
Product name : 2,6-Dimethylaniline
Purity: 99%
Packaging: 500G
Price: ₹6062
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 8.08671
Product name : 2,6-Dimethylaniline
Purity: for synthesis
Packaging: 5ML
Price: ₹3459.99
Updated: 2022/06/14
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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.
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.]
Toxics Screening Level The ambient annual concentration of 2,6 xylidine associated with a lifetime incremental risk of 1 x 10- 6 (one in one million) is 0.78 119/m 3.