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123056

Sigma-Aldrich

4-(2-Aminoethyl)aniline

97%

Synonym(s):

4-Aminophenethylamine

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About This Item

Linear Formula:
H2NC6H4CH2CH2NH2
CAS Number:
13472-00-9
Molecular Weight:
136.19
Beilstein:
1099913
EC Number:
236-739-2
MDL number:
MFCD00008194
UNSPSC Code:
12352100
PubChem Substance ID:
24847518
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.591 (lit.)

bp

103 °C/0.3 mmHg (lit.)

mp

28-31 °C (lit.)

density

1.034 g/mL at 25 °C (lit.)

SMILES string

NCCc1ccc(N)cc1

InChI

1S/C8H12N2/c9-6-5-7-1-3-8(10)4-2-7/h1-4H,5-6,9-10H2

InChI key

LNPMZQXEPNWCMG-UHFFFAOYSA-N

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General description

4-(2-Aminoethyl)aniline undergoes coupling with carbohydrates by reductive amination to yield modified carbohydrates.

Application

4-(2-Aminoethyl)aniline has been used in chemical modification of silk fibroin to tailor the overall hydrophilicity and structure of silk. It has been used as reagent in polycondensation reactions.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Macromolecules, 27, 1289-1289 (1994)
Amanda R Murphy et al.
Biomaterials, 29(19), 2829-2838 (2008-04-18)
A simple chemical modification method using diazonium coupling chemistry was developed to tailor the structure and hydrophilicity of silk fibroin protein. The extent of modification using several aniline derivatives was characterized using UV-vis and 1H NMR spectroscopies, and the resulting
An improved method for the preparation of derivatives of reducing oligosaccharide with 2-(4-aminophenyl)ethylamine.
L H Semprevivo
Carbohydrate research, 177, 222-227 (1988-06-15)
Jeong Hyun Seo et al.
Nanotechnology, 21(21), 215101-215101 (2010-05-01)
A carbohydrate chip based on glass or other transparent surfaces has been suggested as a potential tool for high-throughput analysis of carbohydrate-protein interactions. Here we proposed a facile, efficient, and cost-effective method whereby diverse carbohydrate types are modified in a
H D Grimmecke et al.
Glycoconjugate journal, 15(6), 555-562 (1999-01-09)
Reductive amination of 3-deoxy-D-manno-octulosonic acid (Kdo) with allylamine (AIIN) or 2-(4-aminophenyl)ethylamine (APEA) yields epimer pairs of 2-N-allylamino and 2-N-[2-(4-aminophenyl)ethylamino]-2,3-dideoxy-D-glycero-D-galacto- and -2,3-dideoxy-D-glycero-D-talo-octonic acid. The yields were 50-60% due to reduction of Kdo to the respective polyols as side reaction products. Mass
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