TriMethyl(broModifluoroMethyl)silane
- Product Name
- TriMethyl(broModifluoroMethyl)silane
- CAS No.
- 115262-01-6
- Chemical Name
- TriMethyl(broModifluoroMethyl)silane
- Synonyms
- (BroModifluoroMethyl)triMethylsilane;TMSCF2Br;(Bromodifluoromethyl);Difluorobromomethylsilane;TriMethyl(broModifluoroMethyl)silane;Bromodifluoro(trimethylsilyl)methane;Silane, (bromodifluoromethyl)trimethyl-;Trimethyl(bromodifluoromethyl)silane 97%;(Bromodifluoromethyl)trimethylsilane 98%;(Bromodifluoromethyl)trimethylsilane >
- CBNumber
- CB02611493
- Molecular Formula
- C4H9BrF2Si
- Formula Weight
- 203.1
- MOL File
- 115262-01-6.mol
TriMethyl(broModifluoroMethyl)silane Property
- Boiling point:
- 108°C(lit.)
- Density
- 1.306
- refractive index
- n/D1.407
- Flash point:
- 46℃
- storage temp.
- -20°C
- form
- liquid
- color
- clear
- InChI
- InChI=1S/C4H9BrF2Si/c1-8(2,3)4(5,6)7/h1-3H3
- InChIKey
- WDZVWBWAUSUTTO-UHFFFAOYSA-N
- SMILES
- [Si](C(Br)(F)F)(C)(C)C
- CAS DataBase Reference
- 115262-01-6
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H226Flammable liquid and vapour
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 808601
- Product name
- (Bromodifluoromethyl)
- Purity
- 98%
- Packaging
- 1g
- Price
- $118
- Updated
- 2023/01/07
- Product number
- B4325
- Product name
- (Bromodifluoromethyl)trimethylsilane
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $88
- Updated
- 2026/03/19
- Product number
- B4325
- Product name
- (Bromodifluoromethyl)trimethylsilane
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $267
- Updated
- 2026/03/19
- Product number
- T895825
- Product name
- Trimethyl(bromodifluoromethyl)silane
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- FB60402
- Product name
- (Bromodifluoromethyl)trimethylsilane
- Packaging
- 500mg
- Price
- $60
- Updated
- 2021/12/16
TriMethyl(broModifluoroMethyl)silane Chemical Properties,Usage,Production
Chemical Properties
Colorless transparent liquid, initial boiling point 108℃, relative density 1.31 g/cm3.
Uses
Novel difluorocarbene source for the efficient difluoromethylenation of alkenes/alkynes and difluoromethylation of O-, S-, and N-nucleophiles.
Uses
Trimethyl(bromodifluoromethyl)silane can be used as neuroactive steroids.
Uses
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.
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.
Ref. J. Org. Chem. 2012, 77, 58505855.
(2) Difluoromethylenation of benzyl and alkylzinc halides.
Ref. Org. Lett. 2013, 15, 917 – 919.
(3) Fluorination aminocarbonylation of aldehydes
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.
Synthesis
A flask equipped with a reflux condenser was filled with NaBr (10.8 g, 105 mmol), 30% aqueous H2O2 solution (14.2 g, 125 mmol) and water (7 mL). The mixture was cooled in an ice/water bath and concentrated sulfuric acid (6.7 mL, 125 mmol) was added dropwise. The cooling bath was removed and TMSCHF2 (12.4 g, 100 mmol) was added to the resulting dark colored mixture. The reaction flask was immersed in a water bath at 40 C. and at this temperature was stirred under household incandescent bulb (75 ) W) irradiated and stirred until the bromine color almost disappeared (about 1 hour). The upper phase is separated, filtered through MgSO4 and distilled. Colorless liquid, yield 16.2 g, 80%.
References
[1]Angewandte Chemie International Edition.DOI :10.1002/anie.202283811
[2]The Journal of Organic Chemistry.DOI :10.1021/acs.orglett.2c02899
TriMethyl(broModifluoroMethyl)silane Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from TriMethyl(broModifluoroMethyl)silane manufacturers
- Product
- TriMethyl(broModifluoroMethyl)silane 115262-01-6
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 10000KGS
- Release date
- 2025-07-08
- Product
- (Bromodifluoromethyl)trimethylsilane 115262-01-6
- Price
- US $3.00-9.00/KG
- Min. Order
- 0.1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2025-06-27
- Product
- TriMethyl(broModifluoroMethyl)silane 115262-01-6
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-09