675725

4-Bromo-1-butyne

97%

• Synonym(s): 1-Bromo-3-butyne
• Empirical Formula (Hill Notation): C₄H₅Br
• CAS Number: 38771-21-0
• Molecular Weight: 132.99
• MDL number: MFCD10000883
• UNSPSC Code: 12352100
• PubChem Substance ID: 329760618
• NACRES: NA.22

Properties

• Quality Level: 100
• 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

General description

4-Bromo-1-butyne is commonly used as a reactant. It serves as a source of alkyl halides for the introduction of bromo functionality into the molecule.

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.

Safety Information

• pictograms: GHS02,GHS06
• signalword: Danger
• hcodes: H226,H301,H317
• pcodes: P210 - P233 - P240 - P280 - P301 + P310 - P303 + P361 + P353
• Hazard Classifications: Acute Tox. 3 Oral - Flam. Liq. 3 - Skin Sens. 1
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 75.0 °F
• flash_point_c: 23.9 °C
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter