Basic information Uses Safety Supplier Related
ChemicalBook >  Product Catalog >  Chemical Reagents >  Organic reagents >  Silane >  Bromotrimethylsilane

Bromotrimethylsilane

Basic information Uses Safety Supplier Related

Bromotrimethylsilane Basic information

Product Name:
Bromotrimethylsilane
Synonyms:
  • TMBS, Trimethylbromosilane, Trimethylsilyl bromide
  • Bromotrimethylsilane Trimethylsilylbromide
  • Bromotrimethylsilane,TMBS, Trimethylbromosilane, Trimethylsilyl bromide
  • Bromotrimethylsilane, AcroSeal, 98%
  • BroMotriMethylsilane, Stab. With Copper Powder or Silver Wire
  • Bromotrimethylsilane,98%
  • Trimethylsilyl bromide, TMBS
  • BroMotriMethylsilane, 98% 100GR
CAS:
2857-97-8
MF:
C3H9BrSi
MW:
153.09
EINECS:
220-672-0
Product Categories:
  • Alkyl Silanes
  • Blocking Agents
  • Pharmaceutical Intermediates
  • Synthetic Organic Chemistry
  • Protective Agents
  • Silylating Agents
  • Si-X (F, Br, I) Compounds
  • Si (Classes of Silicon Compounds)
  • Silicon Compounds (for Synthesis)
Mol File:
2857-97-8.mol
More
Less

Bromotrimethylsilane Chemical Properties

Melting point:
-43 °C
Boiling point:
79 °C(lit.)
Density 
1.16 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.424(lit.)
Flash point:
90 °F
storage temp. 
Store below +30°C.
solubility 
DECOMPOSES
form 
Liquid
color 
Clear colorless to yellow
Specific Gravity
1.1725
Water Solubility 
DECOMPOSES
Sensitive 
Moisture Sensitive
Hydrolytic Sensitivity
8: reacts rapidly with moisture, water, protic solvents
BRN 
1731135
Stability:
Stable. Flammable. Incompatible with strong acids, strong oxidizing agents. May decompose on exposure to water or moist air.
CAS DataBase Reference
2857-97-8(CAS DataBase Reference)
NIST Chemistry Reference
Bromotrimethylsilane(2857-97-8)
EPA Substance Registry System
Silane, bromotrimethyl- (2857-97-8)
More
Less

Safety Information

Hazard Codes 
C
Risk Statements 
10-34-29-14
Safety Statements 
16-26-36/37/39-45-8
RIDADR 
UN 2920 8/PG 2
WGK Germany 
3
10-21
TSCA 
Yes
HazardClass 
3
PackingGroup 
II
HS Code 
29310095

MSDS

  • Language:English Provider:TMBS
  • Language:English Provider:SigmaAldrich
  • Language:English Provider:ACROS
  • Language:English Provider:ALFA
More
Less

Bromotrimethylsilane Usage And Synthesis

Uses

Bromotrimethylsilane can protect or deprotect functional groups selectively, act as silane blocking agent, which is widely used in the syntheses of drugs.

Chemical Properties

Clear yellow liquid

Physical properties

bp 79°C; d 1.188 g cm?3; n20 D 1.4240; fp 32°C.

Uses

Bromotrimethylsilane is a mild and selective reagent for cleavage of lactones, epoxides, acetals, phosphonate esters and certain ethers; effective reagent for formation of silyl enol ethers; can function as brominating agent.
Amines react with TMS-Br to form isolable adducts, which react readily with ketones to form enamines under mild conditions (eq 15).

Uses

Adefovir intermediate

Uses

Powerful silylating agent

Preparation

although many methods are reported, only a few are provided here: chlorotrimethylsilane undergoes halogen exchange with either magnesium bromide in Et2O or sodium bromide in MeCN, which allows in situ reagent formation (eq 1); alternatively, hexamethyldisilane reacts with bromine in benzene solution or neat, to afford only TMS-Br with no byproducts (eq 2).4 TMS-Br may also be generated by reaction of hexamethyldisiloxane and aluminum bromide (eq 3).However, it should be noted that the reactivity of in situ generated reagent appears to depend upon the method of preparation.

Purification Methods

Purify it by repeated fractional distillation and store it in sealed ampoules in the dark. [McCusker & Reilly J Am Chem Soc 75 1583 1953.] Also fractionate it through a 15-plate column (0.8 x 32cm packed with 1/16in single turn helices of Pt-Ir wire). [Gilliam et al. J Am Chem Soc 68 1161 1946, Pray et al. J Am Chem Soc 70 433 1948, Beilstein 4 IV 4008.]

Bromotrimethylsilane Preparation Products And Raw materials

Raw materials

BromotrimethylsilaneSupplier

Alfa Aesar Gold
Tel
400-610-6006; 021-67582000
Email
saleschina@alfa-asia.com
Yangzhou Sanyou Synthesis Chemical Co., Ltd Gold
Tel
0514-85083918;0514-85083570
Email
sales@upkind.com;sales@upkind.com
Nanjing Vital Chemical Co., Ltd. Gold
Tel
Please Send Email QQ:18652950785
Email
chemweiao@163.com
Shijiazhuang XinZhaoYang Chemical Technology Co., Ltd. Gold
Tel
0311-69032540 13931172911
Email
2636239065@qq.com
Shanghai Darui Fine Chemicals Co., Ltd. Gold
Tel
021-33922791-0
Email
3368239663@qq.com;