427292

1-Bromo-2-butyne

≥98%

• Synonym(s): 1-(Bromomethyl)-2-methylacetylene, 2-Butyn-1-yl bromide, 2-Butynyl bromide, 4-Bromobut-2-yne
• Linear Formula: CH₃C≡CCH₂Br
• CAS Number: 3355-28-0
• Molecular Weight: 132.99
• Beilstein: 605306
• MDL number: MFCD00190233
• UNSPSC Code: 12352100
• PubChem Substance ID: 24866752
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: ≥98%
• form: liquid
• refractive index: n20/D 1.508 (lit.)
• bp: 40-41 °C/20 mmHg (lit.)
• density: 1.519 g/mL at 25 °C (lit.)
• functional group: alkyl halide; bromo
• SMILES string: CC#CCBr
• InChI: 1S/C4H5Br/c1-2-3-4-5/h4H2,1H3
• InChI key: LNNXOEHOXSYWLD-UHFFFAOYSA-N

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.

Safety Information

• Pictograms: GHS02
• Signal Word: Warning
• Hazard Statements: H226
• Hazard Classifications: Flam. Liq. 3
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 96.8 °F - closed cup
• Flash Point(C): 36 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves