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426385 Sigma-Aldrich

N-Ethylaniline

98%

Synonym: Monoethylaniline

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Properties

Related Categories Amines, Building Blocks, C8, Chemical Synthesis, Nitrogen Compounds - Organic Building Blocks,
vapor density   4.2 (vs air)
vapor pressure   0.2 mmHg ( 25 °C)
InChI Key   OJGMBLNIHDZDGS-UHFFFAOYSA-N
assay   98%
expl. lim.   9.5 %
refractive index   n20/D 1.554 (lit.)
bp   205 °C(lit.)
mp   −63 °C (lit.)
density   0.963 g/mL at 25 °C (lit.)

Description

General description

N-Ethylaniline (NEA) is a secondary aromatic amine. One of the methods reported for its synthesis is platinum-catalyzed hydroamination of ethylene with aniline. The ionic properties of NEA has been studied using two-color resonant two-photon mass analyzed threshold ionization spectroscopy. Its oxidation by periodate in water-acetone medium has been investigated. The charge-transfer complex formed by the interaction of NEA with iodine has been studied spectrophotometrically in different solvents. It undergoes “ABBCC”-type five component reaction with formaldehyde and acetylacetone to form tricyclic derivatives. Copolymers of aniline and N-ethylaniline has been synthesized and analyzed.

Application

N-Ethylaniline (NEA) was used in the preparation of n-ethylanilinium trifluoroacetate by reacting with trifluoroacetic acid. It may be used as an internal standard in the GC analysis of nicotine extraction from nicotine gum.
It may be used in the synthesis of the following:
• 2-(N-ethylphenylamino)-1,4-benzoquinone
• 2-(arylaminomethyl)phenylboronic acid
• poly(methyl methacrylate) (PMMA) films containing NEA
• poly(N-ethylaniline) (PNEA)
• N-ethyl-N-phenylpicolinamide
• 4-chloro-N-ethyl-N-phenylpicolinamide
• N2,N6-diethyl-N2,N6-diphenylpyridine-2,6-dicarboxamide

Packaging

100 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2272 6.1 / PGIII
WGK Germany 
3
RTECS 
BX9780000
Flash Point(F) 
185 °F
Flash Point(C) 
85 °C

Documents

Certificate of Analysis

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Certificate of Origin

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Protocols & Articles

Articles

HPLC Analysis of Aniline Homologs on Discovery® C18

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Aniline Homologs on Discovery® C18
Keywords: Chromatography, High performance liquid chromatography

Peer-Reviewed Papers
15

References

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