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2-Bromoethylamine hydrobromide

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2-Bromoethylamine hydrobromide Basic information

Product Name:
2-Bromoethylamine hydrobromide
Synonyms:
  • 2-bromoethanaminehydrobromide
  • 2-bromo-ethanaminhydrobromide
  • 2-bromo-ethylaminhydrobromide
  • beta-bromoethylaminehydrobromide
  • bromoethylamine,hydrobromide
  • 2-bromo-2-ethylamine hydrobromide
  • 2-Bromoethylazanium bromide
  • 2-Bromoethylamine·hydrogen bromide
CAS:
2576-47-8
MF:
C2H7Br2N
MW:
204.89
EINECS:
219-924-2
Product Categories:
  • organic intermediate
  • Amine Salts
  • Building Blocks
  • Chemical Synthesis
  • Nitrogen Compounds
  • Organic Building Blocks
  • Industrial/Fine Chemicals
  • Amines
  • omega-Haloalkylamines
  • omega-Functional Alkanols, Carboxylic Acids, Amines & Halides
  • Piperidines
Mol File:
2576-47-8.mol
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2-Bromoethylamine hydrobromide Chemical Properties

Melting point:
172 °C
Boiling point:
181.3℃[at 101 325 Pa]
Density 
1.9061 (rough estimate)
vapor pressure 
0.001Pa at 25℃
refractive index 
1.5393 (estimate)
storage temp. 
Store below +30°C.
solubility 
>500g/l
form 
Crystalline Powder or Crystals
color 
White to light beige
PH
2.9 (10g/l, H2O, 20℃)
Water Solubility 
> 500 g/L (20 ºC)
Sensitive 
Hygroscopic
BRN 
3607605
LogP
0.795 at 25℃
CAS DataBase Reference
2576-47-8(CAS DataBase Reference)
EPA Substance Registry System
2-Bromoethylamine hydrobromide (2576-47-8)
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Safety Information

Hazard Codes 
Xi,C,Xn
Risk Statements 
36/37/38-68-52/53-43-22
Safety Statements 
26-36/37-61-36/37/39-36
WGK Germany 
3
RTECS 
KQ8225000
3-10
Hazard Note 
Irritant
TSCA 
Yes
HazardClass 
IRRITANT, CORROSIVE
HS Code 
29211980
Toxicity
LD50 orally in Rabbit: > 200 - 2000 mg/kg

MSDS

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2-Bromoethylamine hydrobromide Usage And Synthesis

Chemical Properties

slight yellow to white crystalline powder. Soluble in water and methanol, insoluble in ether. Hygroscopic and moisture sensitive. Incompatible with strong oxidizing agents.

Uses

2-Bromoethylamine hydrobromide is used to construct C2-symmetric imidazolidinylidene ligands with a dioxolane backbone. It acts as a building block which is used for proteomics research. It is also used as organic and pharmaceutical intermediates for the preparation of first-aid medicines.

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.

Preparation

2-Bromoethylamine hydrobromide was synthesized by bromination of ethanolamine. Drop into hydrobromic acid in the reaction pot, cool, add ethanolamine dropwise under stirring, and finish adding dropwise within half an hour, then steam the hydrobromic acid of 85% of the input quantity (the feed quantity of hydrobromic acid is 8.89 times the weight of ethanolamine) , about 20h steamed. After the concentrated solution is cooled to 70-80°C, it is put into pre-chilled acetone, cooled to below 5°C, and the crystallized 2-bromoethylamine hydrobromide is filtered out. Yield 70%.

General Description

Crystals.

Air & Water Reactions

Water soluble.

Reactivity Profile

The acidic organic salt (HBr) of the amine. Acidic salts are generally soluble in water. The resulting solutions contain moderate concentrations of hydrogen ions and have pH's of less than 7.0. They react as acids to neutralize bases. These neutralizations generate heat, but less or far less than is generated by neutralization of inorganic acids, inorganic oxoacids, and carboxylic acid. They usually do not react as either oxidizing agents or reducing agents but such behavior is not impossible. Many of these compounds catalyze organic reactions.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition 2-Bromoethylamine hydrobromide emits very toxic fumes of bromide ion, NOx and hydrogen bromide.

Fire Hazard

Flash point data for 2-Bromoethylamine hydrobromide are not available; however, 2-Bromoethylamine hydrobromide is probably combustible.

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