N-Methylaniline

  • N-methyl- N- phenylamine
  • N- methyl phenylamine
  • N- Methylaminobenzol
  • Mono methyl aniline
  • NMA

Colorless to yellowish liquid with aniline -like odor

Liquid

0.99 g · cm -3

-57 ° C

196 ° C.

0.4 hPa ( 20 ° C)

  • Poorly in water ( 5.62 g · l-1 at 25 ° C)
  • Insoluble in ethanol, ether, and chloroform

1.571 at 20 ° C.

Risk

360 mg · kg -1 ( LD50, rat, oral)

Template: Infobox chemical / molecular formula search available

N-methyl aniline is a chemical compound selected from the group of secondary amines and the isomeric toluidines. It is in the form of a colorless to yellowish liquid with aniline -like odor, which darkens on exposure to air.

Production and representation

N-methylaniline may be prepared by reaction of aniline and methanol under pressure at 230 ° C and adding an acid catalyst such as sulfuric acid or hydrogen chloride:

A more recent method is the reaction of aniline and formaldehyde with subsequent hydrogenation of the intermediate product N- Methylidenanilin. Very easy run both reactions on zeolite Y catalyst. NMR experiments showed that the use of zeolite, the methanol is first oxidized to formaldehyde.

Properties

The basicity of N- methylaniline is higher than that of aniline, but lower than that of most aliphatic amines because of the additional methylene group.

Use

N-methyl aniline is used as an intermediate in the preparation of dyes and other chemical compounds, and as an additive for fuels.

Due to its refractive index, it can be used with the aid of the immersion method for the determination of emeralds.

Safety

The vapors of N- methyl aniline can form (78 ° C, ignition temperature 500 ° C flash point) with air to form an explosive mixture. N- methylaniline charges by motion in the liquid electrostatically. In case of contact with nitrosating compounds may result in the formation of carcinogenic N- Nitrosomethylanilin.

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