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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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Polymer Journal, 23, 1511-1511 (1991)
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)
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
M Reyes-Parada et al.
Biochemical pharmacology, 47(8), 1365-1371 (1994-04-20)
The in vitro and ex vivo monoamine oxidase (MAO) inhibitory effects of (+/-)4-dimethylamino-alpha-methyl-phenethylamine (4-DMAA) and (+/-)4-methylamino-alpha-methyl-phenethylamine (4-MAA) were reassessed, in comparison with the previously unstudied achiral parent compound, 4-dimethyl-aminophenethylamine (4-DMAPEA) and with a salt of 4-DMAA enriched in the levo
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