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2,4-Dimethyl aniline

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2,4-Dimethyl aniline Basic information

Product Name:
2,4-Dimethyl aniline
Synonyms:
  • 2,4-dimethyl-anilin
  • 2,4-dimethyl-benzenamin
  • 2,4-Dimethylbenzenamine
  • 2,4-dimethyl-Benzenamine
  • 2,4-Dimethylbenzeneamine
  • 2,4-Dimethylphenylamine
  • 2,4-Xylylamine
  • 4-Amino-1,3-xylene
CAS:
95-68-1
MF:
C8H11N
MW:
121.18
EINECS:
202-440-0
Product Categories:
  • Building Blocks
  • C8
  • Amines
  • Chemical Synthesis
  • Nitrogen Compounds
  • Organic Building Blocks
  • Intermediates of Dyes and Pigments
  • Intermediates
Mol File:
95-68-1.mol
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2,4-Dimethyl aniline Chemical Properties

Melting point:
16 °C
Boiling point:
218 °C(lit.)
Density 
0.98 g/mL at 25 °C(lit.)
vapor density 
4.2 (vs air)
vapor pressure 
0.16 mm Hg ( 25 °C)
refractive index 
n20/D 1.558(lit.)
Flash point:
195 °F
storage temp. 
room temp
solubility 
5g/l
form 
Liquid
pka
pK1:4.89(+1) (25°C)
color 
Clear yellow to red-brown
PH
7 (22g/l, H2O, 20℃)
Odor
Amine like
explosive limit
1.1-7.0%(V)
Water Solubility 
5 g/L (20 ºC)
Merck 
14,10084
BRN 
636243
Dielectric constant
4.9000000000000004
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents, acids, acid anhydrides, acid chlorides, chloroformates, halogens.
LogP
2.02 at 23℃ and pH8
CAS DataBase Reference
95-68-1(CAS DataBase Reference)
NIST Chemistry Reference
Benzenamine, 2,4-dimethyl-(95-68-1)
IARC
3 (Vol. 16, Sup 7) 1987
EPA Substance Registry System
2,4-Dimethylaniline (95-68-1)
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Safety Information

Hazard Codes 
T,N
Risk Statements 
23/24/25-33-51/53
Safety Statements 
28-36/37-45-61-28A
RIDADR 
UN 1711 6.1/PG 2
WGK Germany 
2
RTECS 
ZE8925000
8
Autoignition Temperature
860 °F
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
II
HS Code 
29214910
Hazardous Substances Data
95-68-1(Hazardous Substances Data)

MSDS

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2,4-Dimethyl aniline Usage And Synthesis

Chemical Properties

colourless to yellow or dark brown liquid

Uses

2,4-Xylidine, as part of the commercial mixture, has the same uses as xylidine.

Definition

ChEBI: A primary arylamine that is aniline in which the hydrogens at the 2- and 4-positions are replaced by methyl groups. A clear to yellow liquid, it is used in production of certain dyes, pesticides and other chemicals.

General Description

Dark brown liquid.

Air & Water Reactions

2,4-Dimethyl aniline may be sensitive to prolonged exposure to air. Slightly soluble in water.

Reactivity Profile

2,4-Dimethyl aniline ignites on contact with fuming nitric acid . 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.

Fire Hazard

2,4-Dimethyl aniline is combustible.

Safety Profile

Suspected carcinogen. Poison by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also other xylidine entries.

Metabolic pathway

The major urinary metabolite of 2,4-dimethylaniline (2,4-DMA) in rats is N-acetyl-4-amino-3-methylbenzoic acid, while in dogs, it is 6-hydroxy-2,4-dimethylaniline. Dogs also produce a smaller amount of unacetylated 4-amino-3-methylbenzoic acid and its glycine conjugate. 2,6-Dimethylaniline (2,6-DMA) is metabolized principally to 4-hydroxy-2,6- dimethylaniline in both species, but dogs also produce a significant quantity of 2-amino-3-methylbenzoic acid along with a trace amount of the glycine conjugate of the latter metabolite and 2,6-dimethylnitrosobenzene. Trace levels of an unknown postulated to be 3,5- dimethyl-4-iminoquinone are found in dog urine.

Purification Methods

Convert uns-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 130o, the benzoyl derivative has m 192o, and the picrate has m 209o. [Beilstein 12 H 1111, 12 IV 2545.]

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