426385

N-Ethylaniline

98%

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

Properties

• 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

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.[1] The ionic properties of NEA has been studied using two-color resonant two-photon mass analyzed threshold ionization spectroscopy.[2] Its oxidation by periodate in water-acetone medium has been investigated.[3] The charge-transfer complex formed by the interaction of NEA with iodine has been studied spectrophotometrically in different solvents.[4] It undergoes “ABBCC”-type five component reaction with formaldehyde and acetylacetone to form tricyclic derivatives.[5] Copolymers of aniline and N-ethylaniline has been synthesized and analyzed.[6]

Application

N-Ethylaniline (NEA) was used in the preparation of n-ethylanilinium trifluoroacetate by reacting with trifluoroacetic acid.[7] It may be used as an internal standard in the GC analysis of nicotine extraction from nicotine gum.[8]
It may be used in the synthesis of the following:

• 2-(N-ethylphenylamino)-1,4-benzoquinone[9]
• 2-(arylaminomethyl)phenylboronic acid[10]
• poly(methyl methacrylate) (PMMA) films containing NEA[11]
• poly(N-ethylaniline) (PNEA)[12]
• N-ethyl-N-phenylpicolinamide[13]
• 4-chloro-N-ethyl-N-phenylpicolinamide[13]
• N²,N⁶-diethyl-N²,N⁶-diphenylpyridine-2,6-dicarboxamide[13]

Safety Information

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H301 + H311 + H331,H373
• pcodes: P260 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311 - P314
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - STOT RE 2
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 1
• flash_point_f: 185.0 °F - closed cup
• flash_point_c: 85 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter