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06670

Sigma-Aldrich

2-Bromoethylamine hydrobromide

purum, ≥97.0% (AT)

Synonym(s):

2-Aminoethyl bromide hydrobromide

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About This Item

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

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

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

Signal Word

Warning

Hazard Statements

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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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)
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)
Daisuke Sasaki et al.
Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals, 16(7), 553-566 (2011-10-01)
To aid in evaluating the performance of biomarkers, we measured kidney injury biomarkers in rat models of drug-induced acute kidney injury. Rats were treated with site-specific nephrotoxins, puromycin, gentamicin, cisplatin, or 2-bromoethylamine. Fifteen biomarkers (β-2-microglobulin, calbindin, clusterin, cystatin-C, KIM-1, GST-α
Zhenfeng An et al.
Journal of experimental botany, 59(4), 815-825 (2008-02-15)
H(2)O(2) is an essential signal in absicic acid (ABA)-induced stomatal closure. It can be synthesized by several enzymes in plants. In this study, the roles of copper amine oxidase (CuAO) in H(2)O(2) production and stomatal closure were investigated. Exogenous ABA

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