3,4-Dimethylaniline

Synonym(s):3,4-Xylidine;4-Amino-o-xylene;4-Amino-1,2-dimethylbenzene

CAS NO.：95-64-7
Empirical Formula: C8H11N
Molecular Weight: 121.18
MDL number: MFCD00007810
EINECS: 202-437-4
SAFETY DATA SHEET (SDS)
Update Date: 2024-12-18 14:15:30

What is 3,4-Dimethylaniline?

Chemical properties

slightly beige to beige or pink crystalline mass

The Uses of 3,4-Dimethylaniline

3,4-Dimethylaniline is used to study electron donor-acceptor interaction with DCNQ. It is also used as a fine chemical &organic intermediate.

The Uses of 3,4-Dimethylaniline

3,4-Dimethylaniline (3,4-DMA) has been used to study the electron donor-acceptor (EDA) interaction between 2,3-dicyano-1,4-naphthoquinone (DCNQ) and 3,4-dimethylaniline, in chloroform and dichloromethane. It can also be used for reactions with MoO(X)2(dtc)2 (X = Cl or Br; dtc = diethyldithiocarbamate) in methanol to form ionic imido complexes of the type [MoNAr(dtc)3]2[Mo6O19] or MoNAr(dtc)3]4[Mo8O26].

What are the applications of Application

3,4-Dimethylaniline is used to study electron donor-acceptor interaction

Definition

ChEBI: A primary arylamine that is aniline in which the hydrogens at the 3- and 4-positions are replaced by methyl groups. A low-melting, crystalline solid, it is used in the production of vitamin B2, dyes, pesticides and other chemicals.

Synthesis Reference(s)

Journal of the American Chemical Society, 63, p. 2532, 1941 DOI: 10.1021/ja01854a509
Organic Syntheses, Coll. Vol. 3, p. 307, 1955

General Description

Pale brown crystals or off-white solid.

Air & Water Reactions

3,4-Dimethylaniline may be sensitive to prolonged exposure to air. Insoluble in water.

Reactivity Profile

3,4-Dimethylaniline 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

3,4-Dimethylaniline 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.

Purification Methods

Crystallise it from ligroin and distil it under vacuum. [Beilstein 12 H 1103, 12 IV 2502.]

Properties of 3,4-Dimethylaniline

Melting point:	49-51 °C(lit.)
Boiling point:	226 °C(lit.)
Density	1.076
vapor pressure	3.72Pa at 25℃
refractive index	1.5135 (estimate)
Flash point:	209 °F
storage temp.	Store below +30°C.
solubility	methanol: 0.1 g/mL, clear
form	Crystalline Mass or Crystals
pka	pK1:5.17(+1) (25°C)
color	Light beige to pink to brown
Water Solubility	<1 g/L (24 ºC)
Merck	14,10084
BRN	507414
CAS DataBase Reference	95-64-7(CAS DataBase Reference)
NIST Chemistry Reference	Benzenamine, 3,4-dimethyl-(95-64-7)
EPA Substance Registry System	3,4-Dimethylaniline (95-64-7)

Safety information for 3,4-Dimethylaniline

Signal word	Danger
Pictogram(s)	Skull and Crossbones Acute Toxicity GHS06 Health Hazard GHS08 Environment GHS09
GHS Hazard Statements	H373:Specific target organ toxicity, repeated exposure H411:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P314:Get medical advice/attention if you feel unwell.