377775

3-Bromo-1-(trimethylsilyl)-1-propyne

98%

• Synonym(s): 3-(Trimethylsilyl)propargyl bromide, 3-Bromo-1-(trimethylsilyl)-1-propyne
• Linear Formula: BrCH₂C≡CSi(CH₃)₃
• CAS Number: 38002-45-8
• Molecular Weight: 191.14
• Beilstein/REAXYS Number: 2037650
• MDL number: MFCD00134460
• UNSPSC Code: 12352100
• PubChem Substance ID: 24863521
• NACRES: NA.22

Properties

• assay: 98%
• form: liquid
• refractive index: n20/D 1.483 (lit.)
• bp: 44-45 °C/2 mmHg (lit.)
• density: 1.17 g/mL at 25 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: C[Si](C)(C)C#CCBr
• InChI: 1S/C6H11BrSi/c1-8(2,3)6-4-5-7/h5H2,1-3H3
• InChI key: GAPRPFRDVCCCHR-UHFFFAOYSA-N

Description

General description

3-Bromo-1-(trimethylsilyl)-1-propyne is reported as a propargylating agent. Selective reaction of 3-bromo-1-(trimethylsilyl)-1-propyne with α-keto ester using indium metal has been studied.

Application

3-Bromo-1-(trimethylsilyl)-1-propyne may be used in the preparation of tetrahydroisoquinoline-3-carboxylic acid derivatives. It may be used as reagent for the alkylation of dianion of β-keto esters at γ-carbon. It may be employed in the preparation of terminal conjugated enynes and allenic alcohols.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 145.4 °F - closed cup
• flash_point_c: 63 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter