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808601 Sigma-Aldrich

(Bromodifluoromethyl)trimethylsilane

98%

  • CAS Number 115262-01-6

  • Empirical Formula (Hill Notation) C4H9BrF2Si

  • Molecular Weight 203.10

  •  MDL number MFCD18641931

  •  PubChem Substance ID 329769113

  •  NACRES NA.22

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Properties

Related Categories Chemical Synthesis, Organometallic Reagents, Organosilicon, Other Organosilicon
Quality Level   100
description   Flash point: 46.4°C
assay   98%
form   liquid
refractive index   n/D 1.407
density   1.306
storage temp.   −20°C
SMILES string   C[Si](C)(C(F)(F)Br)C
InChI   1S/C4H9BrF2Si/c1-8(2,3)4(5,6)7/h1-3H3
InChI key   WDZVWBWAUSUTTO-UHFFFAOYSA-N

Description

General description

(Bromodifluoromethyl)trimethylsilane (TMSCF2Br) is commonly used as a source to generate dilfluorocarbene. TMSCF3 (Ruppert–Prakash reagent) and BBr3 undergoes fast halogen–exchange reaction to form MSCF2Br.

Application

(Bromodifluoromethyl)trimethylsilane may be used in the preparation of:
• gem-difluorocyclopropa(e)nes
• O-, S-, N-, and P-difluoromethylated compounds
• (chlorodifluoromethyl)trimethylsilane

As reported by Hu and co-workers, (Bromodifluoromethyl)trimethylsilane is a highly useful reagent for the formation of difluoromethene-containing 3-membered rings and can also difluoromethylate heteroatoms with the assistance of alkaline bases, most effectively KOH.

Packaging

1 g in glass bottle

Other Notes

Prof. Jinbo Hu′s Professor Product Page

Synthesis of gem-Difluorocyclopropa(e)nes and O-, S- N- and P-Difluoromethylated Compounds with TMSCF2Br

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
UN 1993C 3 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
115.5 °F
Flash Point(C) 
46.4 °C

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

J. Hu Group – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents J. Hu Group – Professor Product Portal
Keywords: Catalysis, Fluorinations, transformation

Peer-Reviewed Papers
15

References

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