N,N-DIMETHYL-4-NITROSOANILINE

Synonym(s):4-Nitroso-N,N-dimethylaniline;4-Nitroso-N,N-dimethylaniline;N,N-Dimethyl-4-nitrosoaniline

CAS NO.：138-89-6
Empirical Formula: C8H10N2O
Molecular Weight: 150.18
MDL number: MFCD00002063
EINECS: 205-343-1
SAFETY DATA SHEET (SDS)
Update Date: 2025-01-27 09:38:02

N,N-DIMETHYL-4-NITROSOANILINE Structural

What is N,N-DIMETHYL-4-NITROSOANILINE?

Chemical properties

green crystalline powder

The Uses of N,N-DIMETHYL-4-NITROSOANILINE

manufacture of organic Compounds; accelerator in vulcanizing; in printing fabrics.

Definition

ChEBI: The 4-nitroso derivative of N,N-dimethylaniline.

General Description

A dark green crystalline solid. Insoluble in water. Harmful if ingested.

Air & Water Reactions

Susceptible to spontaneous combustion upon exposure to air. Insoluble in water.

Reactivity Profile

N,N-DIMETHYL-4-NITROSOANILINE has a delayed violent reaction with acetic anhydride.

Health Hazard

Fire will produce irritating, corrosive and/or toxic gases. Inhalation of decomposition products may cause severe injury or death. Contact with substance may cause severe burns to skin and eyes. Runoff from fire control may cause pollution.

Fire Hazard

Flammable/combustible material. May ignite on contact with moist air or moisture. May burn rapidly with flare-burning effect. Some react vigorously or explosively on contact with water. Some may decompose explosively when heated or involved in a fire. May re-ignite after fire is extinguished. Runoff may create fire or explosion hazard. Containers may explode when heated.

Safety Profile

Poison by ingestion. Mutation data reported. Questionable carcinogen with experimental tumorigenicdata. Flammable when exposed to heat, flame, or oxidzers. Violent reaction with acetic anhydride + acetic acid. When heated to decomposition it emits toxic fumes of NOx

Purification Methods

Recrystallise the nitroso-aniline from pet ether or CHCl3/CCl4 and dry it in air. Alternatively suspend it in H2O, heat to boiling and add HCl until it dissolves. Filter, cool and collect the hydrochloride [42344-05-8] with m 177o after recrystallisation from H2O containing a small amount of HCl. The hydrochloride (e.g. 30g) is made into a paste with H2O (100mL) in a separating funnel. Add cold aqueous 2.5 NaOH or Na2CO3 to a pH of ~ 8.0 (green color due to the free base) and extract with toluene, CHCl3 or Et2O. Dry the extract (K2CO3), filter, distil off the solvent, cool the residue and collect the crystalline free base. Recrystallise it as above and dry it in air. [Beilstein 12 IV 1558.]

Properties of N,N-DIMETHYL-4-NITROSOANILINE

Melting point:	85-87 °C(lit.)
Boiling point:	271.72°C (rough estimate)
Density	1,15 g/cm³
refractive index	1.6180 (estimate)
storage temp.	Store below +30°C.
Water Solubility	Insoluble in water
solubility	soluble in Chloroform, Methanol
pka	-0.90±0.12(Predicted)
form	powder to crystal
color	Yellow to Brown to Dark green
Merck	14,6638
BRN	607293
Stability:	Stable. Incompatible with strong oxidizing agents, strong reducing agents, strong acids, acetic acid, acetic anhydride. Highly flammable
CAS DataBase Reference	138-89-6(CAS DataBase Reference)
EPA Substance Registry System	N,N-Dimethyl-p-nitrosoaniline (138-89-6)

Safety information for N,N-DIMETHYL-4-NITROSOANILINE

Signal word	Danger
Pictogram(s)	Flame Flammables GHS02 Skull and Crossbones Acute Toxicity GHS06
GHS Hazard Statements	H251:Self-heating substances and mixtures H301:Acute toxicity,oral H315:Skin corrosion/irritation H317:Sensitisation, Skin H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P235:Keep cool. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.