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HomeProduct name listTriMethyl(broModifluoroMethyl)silane

TriMethyl(broModifluoroMethyl)silane

  • CAS NO.:115262-01-6
  • Empirical Formula: C4H9BrF2Si
  • Molecular Weight: 203.1
  • MDL number: MFCD18641931
  • EINECS: 806-938-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-04-15 18:41:30
TriMethyl(broModifluoroMethyl)silane Structural

What is TriMethyl(broModifluoroMethyl)silane?

Chemical properties

Colorless transparent liquid, initial boiling point 108℃, relative density 1.31 g/cm3.

The Uses of TriMethyl(broModifluoroMethyl)silane

Trimethyl(bromodifluoromethyl)silane can be used as neuroactive steroids.

The Uses of TriMethyl(broModifluoroMethyl)silane

Novel difluorocarbene source for the efficient difluoromethylenation of alkenes/alkynes and difluoromethylation of O-, S-, and N-nucleophiles.

The Uses of TriMethyl(broModifluoroMethyl)silane

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.

What are the applications of Application

  • TriMethyl(broModifluoroMethyl)silane commonly can be used as a source for generating difluorocarbene, it is a general reagent with broad synthetic utility.
  • Can generate difluorocarbene under neutral/acidic/basic conditions in the presence/absence of water at low/high temperatures.
  • Can be used to prepare gem-difluorocyclopropan(e)nes, O-, S-, N-, and P-difluoromethylated compounds

Reactions

(1) Difluoromethylenation of TMSCN.
TriMethyl(broModifluoroMethyl)silane
Ref. J. Org. Chem. 2012, 77, 5850?5855.
(2) Difluoromethylenation of benzyl and alkylzinc halides.
TriMethyl(broModifluoroMethyl)silane
Ref. Org. Lett. 2013, 15, 917 – 919.
(3) Fluorination aminocarbonylation of aldehydes
TriMethyl(broModifluoroMethyl)silane
Ref. Angew. Chem. Int. Ed. 2022, e202115467

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.

References

[1]Angewandte Chemie International Edition.DOI :10.1002/anie.202283811
[2]The Journal of Organic Chemistry.DOI :10.1021/acs.orglett.2c02899

Properties of TriMethyl(broModifluoroMethyl)silane

Boiling point: 108°C(lit.)
Density  1.306
refractive index  n/D1.407
Flash point: 46℃
storage temp.  -20°C
form  liquid
color  clear
CAS DataBase Reference 115262-01-6

Safety information for TriMethyl(broModifluoroMethyl)silane

Signal word Warning
Pictogram(s)
ghs
Flame
Flammables
GHS02
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H226:Flammable liquids
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for TriMethyl(broModifluoroMethyl)silane

InChIKey WDZVWBWAUSUTTO-UHFFFAOYSA-N

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