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Sigma-Aldrich

Phenethylamine

purified by redistillation, ≥99.5%

Synonym(s):

2-Phenethylamine, β-Phenylethylamine, 2-Phenylethylamine

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About This Item

Linear Formula:
C6H5CH2CH2NH2
CAS Number:
64-04-0
Molecular Weight:
121.18
Beilstein:
507488
EC Number:
200-574-4
MDL number:
MFCD00008184
UNSPSC Code:
12352100
PubChem Substance ID:
24865438
NACRES:
NA.22

vapor density

4.18 (vs air)

Assay

≥99.5%

form

liquid

purified by

glass distillation
redistillation

refractive index

n20/D 1.533 (lit.)

bp

197-200 °C (lit.)

density

0.962 g/mL at 20 °C (lit.)

SMILES string

NCCc1ccccc1

InChI

1S/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H2

InChI key

BHHGXPLMPWCGHP-UHFFFAOYSA-N

Gene Information

human ... AOC3(8639)
mouse ... Aoc3(11754)
rat ... Htr2a(29595)

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General description

Phenethylamine (β-phenylethylamine, PEA) is a biogenic amine. Its structure and properties are similar to amphetamine. The influence of PEA on dopamine concentrations in the nucleus accumbens and prefrontal cortex has been investigated in rats. N-alkylation of phenethylamine, employing alcohols as the alkylating agent has been reported. Normal Raman (NR) and the surface-enhanced Raman scattering (SERS) for the characterization of phenethylamine has been reported.

Application

Phenethylamine is the suitable reagent used for the preparation of bis(2-phenylethylammonium) tetrachloridocobaltate(II). It may be used for the conversion of C14O2 into a soluble form for liquid scintillation counting. It may be used for the synthesis of series of the layered inorganic-organic perovskite materials.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H290,H301,H314

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 1

Flash Point(F)

177.8 °F - closed cup

Flash Point(C)

81 °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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Liquid scintillation counting of C-14-labelled CO2 with phenethylamine.
F H WOELLER
Analytical biochemistry, 2, 508-511 (1961-10-01)
Bis (2-phenylethylammonium) tetrachloridocobaltate (II).
Oh I-H, et al.
Acta Crystallographica Section E, Structure Reports Online, 67(5), 522-523 (2011)
Gerta Cami-Kobeci et al.
Bioorganic & medicinal chemistry letters, 15(3), 535-537 (2005-01-25)
A clean and efficient method for the N-alkylation of tryptamine and phenethylamine, employing alcohols as the alkylating agents, has been developed. The reaction proceeds via catalytic electronic activation, involving an iridium catalyst which activates the alcohol by borrowing hydrogen from
M Rodriguez et al.
Brain research, 703(1-2), 201-204 (1995-12-12)
In the present paper, the action of beta-phenylethylamine on electrophysiological activity of dopaminergic nigrostriatal neurons is described. 10 s after its i.v. injection and during 2-4 min, beta-phenylethylamine decreased the firing rate, the number of spikes within and out of
Francis Taplin et al.
Applied spectroscopy, 67(10), 1150-1159 (2013-09-27)
We evaluated the normal Raman (NR) and the surface-enhanced Raman scattering (SERS) of three sympathomimetic amines: phenethylamine, ephedrine, and 3,4-methylenedioxymethamphetamine (MDMA). In addition, quantum mechanical calculations-geometry optimization and calculations of the harmonic vibrational frequencies-were performed using the density functional theory
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