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06670

Sigma-Aldrich

2-Bromoethylamine hydrobromide

purum, ≥97.0% (AT)

Synonym(s):

2-Aminoethyl bromide hydrobromide

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100 G
$47.70
500 G
$114.00

About This Item

Linear Formula:
BrCH2CH2NH2 · HBr
CAS Number:
Molecular Weight:
204.89
Beilstein/REAXYS Number:
3607605
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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grade

purum

Quality Level

assay

≥97.0% (AT)

form

crystalline

bp

181.3 °C/979.2 hPa

mp

170-175 °C (lit.)
170-175 °C

solubility

water: soluble 84.02 g/L at 28 °C
soluble

density

0.98 g/cm3 at 28.3 °C

functional group

amine
bromo

SMILES string

Br.NCCBr

InChI

1S/C2H6BrN.BrH/c3-1-2-4;/h1-2,4H2;1H

InChI key

WJAXXWSZNSFVNG-UHFFFAOYSA-N

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Application

2-Bromoethylamine hydrobromide (BEA-HBr) can be used as a reactant in the preparation of:
  • Amino-functionalized ionic liquid, 1-aminoethyl-3-methylimidazolium hexafluorophosphate ([2-aemim][PF6]). [2-aemim][PF6] is employed as a catalyst in the synthesis of 4H-pyrans derivatives by treating with aromatic aldehydes, malononitrile, ethyl acetoacetate via Knoevenagel condensation reaction.[1]
  • 2-(N-aryl-N-aroyl)amino-4,5-dihydrothiazole derivatives via cyclocondensation reaction.[2]

It can be also employed as an alkylating agent for the surface modification of nylon to obtain primary/secondary/tertiary amine groups.[3]

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

142.9 °F - Pensky-Martens closed cup

flash_point_c

61.6 °C - Pensky-Martens closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Amino-functionalized ionic liquid as an efficient and recyclable catalyst for Knoevenagel reactions in water
Cai Y, et al.
Catalysis Letters, 109(1-2), 61-64 (2006)
Synthesis and QSAR Studies in 2-(N-aryl-N-aroyl) amino-4, 5-dihydrothiazole Derivatives as Potential Antithrombotic Agents
Saxena AK, et al.
Bioorganic & Medicinal Chemistry, 9(8), 2025-2034 (2001)
Nylon surface modification. Part 1. Targeting the amide groups for selective introduction of reactive functionalities
Jia X, et al.
Polymer, 47(14), 4916-4924 (2006)
Helena Rehulková et al.
Journal of mass spectrometry : JMS, 44(11), 1613-1621 (2009-09-30)
Proteomic-based description of varieties of barley (Hordeum vulgare L.) is a very important task especially in the food and brewing industry. This study is focused on major storage proteins in barley--hordeins--as a group of proteins soluble in alcohol/water mixtures that
Toshio Obata
Toxicology, 218(1), 75-79 (2005-11-08)
The present study was examined whether or not 2-bromoethyamine, a semicarbazide-sensitive amine oxidase (SSAO, EC; 1.4.3.6) inhibitor, would increase an active dopaminergic neurotoxin, 1-methyl-4-phenylpyridinium ion (MPP(+))-induced hydroxyl radical ((*)OH) generation in the rat striatum. Rats were anesthetized, and sodium salicylate

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