| Identification | More | [Name]
Bromotrimethylsilane | [CAS]
2857-97-8 | [Synonyms]
BROMOTRIMETHYLSILANE
TMBS
TMSBR
TRIMETHYLBROMOSILANE
TRIMETHYLSILYL BROMIDE
(CH3)3SiBr
bromotrimethyl-silan
CT2928
Silane, bromotrimethyl-
Silane,bromotrimethyl-
trimethylbromosilane(tmbs)
Trimethylsilicon bromide
TMS bromide
Trimethylbromosilane,AdefovirDipivoxil
TMSbromide~Trimethylbromosilane~Trimethylsilylbromide
Trimethylbromosilane, Trimethylsilyl bromide, TMBS
BROMOTRIMETHYLSILANE , STABILIZED WITH COPPER POWDER OR SILVER WIRE
3,3'',5,5-TETRAMETHYLBENZIDINESULFATE(TMB-S)
Bromotrimethylsilane, 97%, stab. with copper powder or silver wire
Bromotrimethylsilane Trimethylsilylbromide | [EINECS(EC#)]
220-672-0 | [Molecular Formula]
C3H9BrSi | [MDL Number]
MFCD00000048 | [Molecular Weight]
153.09 | [MOL File]
2857-97-8.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear yellow liquid | [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.)
| [Fp ]
90 °F
| [storage temp. ]
2-8°C
| [solubility ]
DECOMPOSES | [form ]
Liquid | [color ]
Clear colorless to yellow | [Specific Gravity]
1.1725 | [Stability:]
Stable. Flammable. Incompatible with strong acids, strong oxidizing agents. May decompose on exposure to water or moist air. | [Water Solubility ]
DECOMPOSES | [Hydrolytic Sensitivity]
8: reacts rapidly with moisture, water, protic solvents | [Sensitive ]
Moisture Sensitive | [Detection Methods]
GC | [BRN ]
1731135 | [CAS DataBase Reference]
2857-97-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Bromotrimethylsilane(2857-97-8) | [Storage Precautions]
Moisture sensitive | [EPA Substance Registry System]
2857-97-8(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R10:Flammable.
R34:Causes burns.
R29:Contact with water liberates toxic gas.
R14:Reacts violently with water. | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S8:Keep container dry . | [RIDADR ]
UN 2920 8/PG 2
| [WGK Germany ]
3
| [F ]
10-21 | [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
II | [HS Code ]
29310095 |
| Questions And Answer | Back Directory | [Uses]
Bromotrimethylsilane can protect or deprotect functional groups selectively, act as silane blocking agent, which is widely used in the syntheses of drugs.
|
| Hazard Information | Back Directory | [Chemical Properties]
Clear yellow liquid | [Physical properties]
bp 79°C; d 1.188 g cm?3; n20
D 1.4240; fp 32°C. | [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.
| [General Description]
Bromotrimethylsilane is used with Cl3 to catalyze the direct allylation of a variety of alcohols with allyltrimethylsilane. | [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.] |
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