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427292 Sigma-Aldrich

1-Bromo-2-butyne

≥98%

  • CAS Number 3355-28-0

  • Linear Formula CH3C≡CCH2Br

  • Molecular Weight 132.99

  •  Beilstein/REAXYS Number 605306

  •  MDL number MFCD00190233

  •  PubChem Substance ID 24866752

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Properties

Related Categories Alkynyl, Building Blocks, Chemical Synthesis, Halogenated Hydrocarbons, Organic Building Blocks More...
InChI Key   LNNXOEHOXSYWLD-UHFFFAOYSA-N
assay   ≥98%
refractive index   n20/D 1.508 (lit.)
bp   40-41 °C/20 mmHg(lit.)
density   1.519 g/mL at 25 °C (lit.)

Description

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.

Application

1-Bromo-2-butyne was used in the alkylation of L-tryptophan methyl ester. It was used as a source to generate CH3CCCH2 radicals to investigate the reaction kinetics of these radicals with NO and NO2.
It may be used in the synthesis of the following:
• 4-butynyloxybenzene sulfonyl chloride
• mono-propargylated diene derivative
• isopropylbut-2-ynylamine
• allenylcyclobutanol derivatives
• allyl-[4-(but-2-ynyloxy)phenyl]sulfane
• allenylindium
• alkynyl alcohols
• axially chiral teranyl compounds

Exploited in the synthesis of axially chiral teranyl compounds.

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Warning
Hazard statements 
RIDADR 
UN 1993C 3 / PGIII
WGK Germany 
3
Flash Point(F) 
96.8 °F
Flash Point(C) 
36 °C

Documents

Certificate of Analysis

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Certificate of Origin

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Protocols & Articles

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Peer-Reviewed Papers
15

References

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