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426385

Sigma-Aldrich

N-Ethylaniline

98%

Synonym(s):

Monoethylaniline

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About This Item

Linear Formula:
C6H5NHC2H5
CAS Number:
103-69-5
Molecular Weight:
121.18
Beilstein:
507468
EC Number:
203-135-5
MDL number:
MFCD00009025
UNSPSC Code:
12352100
PubChem Substance ID:
24866700
NACRES:
NA.22

vapor density

4.2 (vs air)

vapor pressure

0.2 mmHg ( 25 °C)

Assay

98%

form

liquid

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.)

functional group

amine

SMILES string

CCNc1ccccc1

InChI

1S/C8H11N/c1-2-9-8-6-4-3-5-7-8/h3-7,9H,2H2,1H3

InChI key

OJGMBLNIHDZDGS-UHFFFAOYSA-N

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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

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301 + H311 + H331,H373

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - STOT RE 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flash Point(F)

185.0 °F - closed cup

Flash Point(C)

85 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBR7426V
16424ME
02104KD
10027EG
09917EG

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Mojtaba Abbasian et al.
International journal of biological macromolecules, 95, 393-403 (2016-11-26)
A series of chitosan-grafted polyaniline derivatives {chitosan-g-polyaniline (CS-g-PANI), chitosan-g-poly(N-methylaniline) (CS-g-PNMANI), and chitosan-g-poly(N-ethylaniline) (CS-g-PNEANI)} were synthesized by in situ chemical oxidation polymerization method. The synthesized copolymers were analyzed by means of Fourier transform infrared (FTIR), and ultraviolet-visible (UV-vis) spectroscopies, thermogravimetric analysis
The first platinum-catalyzed hydroamination of ethylene.
Brunet JJ, et al.
Organometallics, 23(6), 1264-1268 (2004)
Reactivity of 2-formylphenylboronic acid toward secondary aromatic amines in amination-reduction reactions.
Adamczyk-Wozniak A, et al.
Tetrahedron Letters, 52(49), 6639-6642 (2011)
Synthesis and properties of a functional copolymer from N-ethylaniline and aniline by an emulsion polymerization.
Li XG, et al.
Polymer, 46(5), 1523-1533 (2005)
Large photoinduced refractive index increase in polymer films containing phenylazide maintaining their transparency and thermal stability.
Murase S, et al.
Polymer Journal, 35(2), 203-207 (2003)
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