ChemicalBook Product Catalog Organic Chemistry Hydrocarbons and derivatives Aromatic hydrocarbons 3,5-Dimethylaniline

3,5-Dimethylaniline

Product Name3,5-Dimethylaniline
CAS108-69-0
MFC8H11N
MW121.18
EINECS203-607-0
MOL File108-69-0.mol

Chemical Properties

Melting point	9.8–10.0 °C (49.6–50.0 °F; 282.9–283.1 K)
Boiling point	218 °C (424 °F; 491 K)
Density	0.9704 g/cm3
vapor pressure	1.3-27hPa at 20-100℃
refractive index	1.56
Flash point	103 °C (217 °F; 376 K)
form	oil
pka	pK1:4.765(+1) (25°C)
color	colorless
Water Solubility	<0.1 g/100 mL at 19 ºC
Merck	14,10084
BRN	507051
Specific Activity	50-60 mCi/mmol
Concentration	0.1 mCi/ml
Solvent	Ethanol
Henry's Law Constant	3.9×10⁰ mol/(m³Pa) at 25℃, HSDB (2015)
InChI	1S/C8H11N/c1-6-3-7(2)5-8(9)4-6/h3-5H,9H2,1-2H3
InChIKey	MKARNSWMMBGSHX-UHFFFAOYSA-N
SMILES	Cc1cc(C)cc(N)c1
Dissociation constant	4.71-4.91 at 15-25℃
CAS DataBase Reference	108-69-0(CAS DataBase Reference)
NIST Chemistry Reference	Benzenamine, 3,5-dimethyl-(108-69-0)
EPA Substance Registry System	3,5-Dimethylaniline (108-69-0)

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	3
RTECS	ZE9625000
F	8
Hazard Note	Toxic
TSCA	TSCA listed
HazardClass	6.1
PackingGroup	II
HS Code	29214990
Storage Class	6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials
Hazard Classifications	Acute Tox. 3 Dermal Acute Tox. 3 Inhalation Acute Tox. 3 Oral Aquatic Chronic 2 STOT RE 2
Hazardous Substances Data	108-69-0(Hazardous Substances Data)

MSDS

Provider	Language
5-Amino-m-xylene	English
SigmaAldrich	English
ACROS	English
ALFA	English

Usage And Synthesis

Chemical Properties

clear yellow-brown to brown liquid

Uses

3,5-Dimethylaniline is the reagent commonly useful in the manufacture of dyes. It undergoes polymerization in the presence of cerium(IV) sulfate as an oxidant. This compound was also employed to produce chiral packing materials for high performance liquid chromatography.

General Description

Dark brown liquid.

Air & Water Reactions

3,5-Dimethylaniline may be sensitive to prolonged exposure to air. Insoluble in water.

Reactivity Profile

3,5-XYLIDINE ignites on contact with fuming nitric acid (NTP, 1992). 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

3,5-Dimethylaniline is combustible.

Safety Profile

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

Purification Methods

Convert sym-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 it. The acetyl derivative has m 144o, the benzoyl derivative has m 136o and the picrate has m 209o (from H2O, EtOH or 10% AcOH). [Beilstein 12 H 1131, 12 IV 2561.]

3,5-Dimethylaniline

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

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