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06670

Sigma-Aldrich

2-Bromoethylamine hydrobromide

purum, ≥97.0% (AT)

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Synonym(s):
2-Aminoethyl bromide hydrobromide
Linear Formula:
BrCH2CH2NH2 · HBr
CAS Number:
2576-47-8
Molecular Weight:
204.89
Beilstein:
3607605
EC Number:
219-924-2
MDL number:
MFCD00012886
PubChem Substance ID:
329748258
NACRES:
NA.22

grade

purum

Quality Level

200

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

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.
  • 2-(N-aryl-N-aroyl)amino-4,5-dihydrothiazole derivatives via cyclocondensation reaction.

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 - H412

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

142.9 °F - Pensky-Martens closed cup

Flash Point(C)

61.6 °C - Pensky-Martens closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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)
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)
A Tabata et al.
Methods and findings in experimental and clinical pharmacology, 25(10), 785-792 (2004-01-22)
The inhibitory effects of 2-bromoethylamine (2-BEA), a derivative of ethylamine, on guinea pig lung semicarbazide-sensitive amine oxidase (SAO) have been studied. Preincubation with 2-BEA time-dependently inhibited SSAO activity. The mode of the initial phase of inhibition was competitive, with a
Ana Andres-Hernando et al.
Toxicological sciences : an official journal of the Society of Toxicology, 118(2), 510-520 (2010-09-09)
Chronic analgesic abuse has been shown to induce severe renal injury characterized by renal papillary necrosis (RPN), an injury detectable at late stage. While direct toxicity of the drug may exist, the molecular mechanisms underlying analgesics induction of RPN remain
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