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123056

Sigma-Aldrich

4-(2-Aminoethyl)aniline

97%

Synonym(s):

4-Aminophenethylamine

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1 G
$69.82
5 G
$235.60
10 G
$492.00

About This Item

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

$69.82

List Price$73.50Save 5%
Web-Only Promotion

Available to ship onApril 29, 2025Details

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Quality Level

200

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.)

functional group

amine

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[1].

Application

4-(2-Aminoethyl)aniline has been used in chemical modification of silk fibroin to tailor the overall hydrophilicity and structure of silk[2]. It has been used as reagent in polycondensation reactions[3][4][5].

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBP5669
SHBM8932
SHBK8914
SHBF0154V
04203KH

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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
Isabella A Lobo et al.
Physical chemistry chemical physics : PCCP, 14(25), 9219-9229 (2012-05-31)
The neurotransmitter analogue p-aminophenethylamine (APEA) illustrates many of the pitfalls and challenges associated with spectroscopic and conformational analysis of flexible molecules. The combined experimental-theoretical study presented here resolves a long-standing controversy over its conformational energetic preferences. Jet-cooled resonance enhanced two-photon
Macromolecules, 27, 1289-1289 (1994)
Polymer Journal, 23, 1511-1511 (1991)
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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