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1-BROMO-2-BUTYNE

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1-BROMO-2-BUTYNE Basic information

Product Name:
1-BROMO-2-BUTYNE
Synonyms:
  • 1-BROMO-2-BUTYNE
  • 2-BUTYNYL BROMIDE
  • 1-Bromobut-2-yne 95%
  • 1-BROMO-2-BUTYNE, 98%1-BROMO-2-BUTYNE, 98%1-BROMO-2-BUTYNE, 98%1-BROMO-2-BUTYNE, 98%
  • 1-BROMO-2-BUTYNE 98%
  • 1-Bromo-2-butyne,98%
  • But-2-yn-1-yl bromide
  • 1-broMo -2-Ding Que
CAS:
3355-28-0
MF:
C4H5Br
MW:
132.99
EINECS:
608-891-3
Product Categories:
  • Intermediates
  • Acetylenes
  • Functionalized Acetylenes
  • Alkynyl
  • Halogenated Hydrocarbons
  • Organic Building Blocks
Mol File:
3355-28-0.mol
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1-BROMO-2-BUTYNE Chemical Properties

Boiling point:
40-41 °C/20 mmHg (lit.)
Density 
1.519 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.508(lit.)
Flash point:
97 °F
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Miscible with acetonitrile.
form 
Liquid
Specific Gravity
1.519
color 
Clear pale yellow-greenish
BRN 
605306
InChIKey
LNNXOEHOXSYWLD-UHFFFAOYSA-N
CAS DataBase Reference
3355-28-0(CAS DataBase Reference)
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Safety Information

Risk Statements 
10
Safety Statements 
16-24/25
RIDADR 
UN 1993 3/PG 3
WGK Germany 
3
10-23
HazardClass 
3
PackingGroup 
III
HS Code 
29033990

MSDS

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1-BROMO-2-BUTYNE Usage And Synthesis

Chemical Properties

Clear pale yellow-greenish liquid

Uses

1-Bromo-2-butyne is used in the preparation of six to eight annulated ring compounds in reaction with indoles and pseudopterane (+/-)-Kallolide B, which is a marine natural product. Further, it acts as a precursor in the preparation of axially chiral teranyl compounds, alkylation of L-tryptophan methyl ester, 4-butynyloxybenzene sulfonyl chloride and mono-propargylated diene derivative. In addition to this, it is also used in the synthesis of isopropylbut-2-ynylamine, allenylcyclobutanol derivatives, allyl-[4-(but-2-ynyloxy)phenyl]sulfane, allenylindium and axially chiral teranyl compounds.

Preparation

1-bromo-2-butyne is obtained by reacting 2-butyn-1-ol and organic solvent, pyridine.First react bromoethane with metal magnesium in THF to prepare Grignard reagent, then add paraformaldehyde to Grignard reagent for Grignard reaction, separate and recover after Grignard reaction 2-butyn-1-ol, then mix 2-butyn-1-ol with organic solvent and pyridine, add phosphorus tribromide dropwise for bromination reaction, separate and recover the product after bromination reaction.

General Description

1-Bromo-2-butyne is a propargyl bromide derivative. It is one of the constitutional isomer of bromo butyne. Its Br-loss threshold photoionization breakdown diagram has been analyzed to derive dissociative photoionization thresholds to C4H5+ production. It participates in the preparation of linagliptin.

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