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675725 Sigma-Aldrich

4-Bromo-1-butyne

97%

Synonym: 1-Bromo-3-butyne

  • CAS Number 38771-21-0

  • Empirical Formula (Hill Notation) C4H5Br

  • Molecular Weight 132.99

  •  MDL number MFCD10000883

  •  PubChem Substance ID 329760618

  •  NACRES NA.22

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Properties

Related Categories Alkynes, Building Blocks, Chemical Synthesis, Organic Building Blocks, Terminal More...
assay   97%
refractive index   n20/D 1.481
density   1.417 g/mL at 25 °C
SMILES string   BrCCC#C
InChI   1S/C4H5Br/c1-2-3-4-5/h1H,3-4H2
InChI key   XLYOGWXIKVUXCL-UHFFFAOYSA-N

Description

Application

4-Bromo-1-butyne is used as a reactant in the synthesis of:
• Macrocycles by cobalt-mediated [2+2+2] co-cyclotrimerization.
• 2,4,5-trisubstituted oxazoles by a gold-catalyzed formal [3+2] cycloaddition.
• Intramolecular 1,3-dipolar cycloaddition to synthesize 1,3,4-oxadiazoles.
• Lactones bearing alkynes for reductive cyclization in the preparation of azulene derivatives.
• Substituted α-pyrones by gold-catalyzed coupling reactions.

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
UN 1992 6.1(3) / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
75.0 °F
Flash Point(C) 
23.9 °C

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles

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Peer-Reviewed Papers
15

References

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