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(2-BROMOALLYL)TRIMETHYLSILANE

Product Name
(2-BROMOALLYL)TRIMETHYLSILANE
CAS No.
81790-10-5
Chemical Name
(2-BROMOALLYL)TRIMETHYLSILANE
Synonyms
(2-BROMOALLY)TRIMETHYLSILANE;(2-BROMOALLYL)TRIMETHYLSILANE;2-BROMO-3-(TRIMETHYLSILYL)PROPENE;(2-Bromoallyl)trimethylsilane >2-Bromo-3-trimethylsilyl-1-propene;Silane,(2-bromo-2-propen-1-yl)trimethyl-; (2-Bromo-2-propen-1-yl)(trimethyl)silane;(2-BROMOALLYL)TRIMETHYLSILANE, TECH., 90 %
CBNumber
CB7292730
Molecular Formula
C6H13BrSi
Formula Weight
193.16
MOL File
81790-10-5.mol
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(2-BROMOALLYL)TRIMETHYLSILANE Property

Boiling point:
82-85 °C/60 mmHg (lit.)
Density 
1.121 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.462(lit.)
Flash point:
87 °F
storage temp. 
2-8°C
solubility 
sol alcohol, acetone, ether, THF, pentane; insol water.
BRN 
3600686
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Safety

Hazard Codes 
Xi
Risk Statements 
10-36/37/38
Safety Statements 
16-26-36
RIDADR 
UN 1993 3/PG 3
WGK Germany 
3
8-10
HS Code 
2931.90.9010
HazardClass 
3.2
PackingGroup 
III
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
333530
Product name
2-Bromoallyltrimethylsilane
Purity
technical grade, 90%
Packaging
1g
Price
$100.4
Updated
2024/03/01
TCI Chemical
Product number
B1695
Product name
(2-Bromoallyl)trimethylsilane
Purity
>90.0%(GC)
Packaging
1g
Price
$271
Updated
2024/03/01
TCI Chemical
Product number
B1695
Product name
(2-Bromoallyl)trimethylsilane
Purity
>90.0%(GC)
Packaging
5g
Price
$939
Updated
2024/03/01
TRC
Product number
B682103
Product name
(2-Bromoallyl)trimethylsilane
Packaging
50mg
Price
$90
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB61170
Product name
(2-Bromoallyl)trimethylsilane
Packaging
500mg
Price
$94
Updated
2021/12/16
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(2-BROMOALLYL)TRIMETHYLSILANE Chemical Properties,Usage,Production

Physical properties

bp 46–50°C/20 mmHg,64–65°C/38– 39 mmHg.

Uses

2-Bromo-3-trimethylsilyl-1-propene can be used as synthon for CH2=C?CH2TMS1–3 and CH2=CBrC?H2;2 for synthesis of 1-trimethylsilylmethyl-substituted 1,3-butadienes.
The 1-trimethylsilylmethylvinyl anion CH2=C(M)CH2TMS (2) (M = Li, Mg, Cu, etc.), readily prepared from 2-bromo-3-trimethylsilyl-1-propene (1) under typical conditions, allows the introduction of the synthetically useful 1-trimethylsilylmethylvinyl group to a wide variety of substrates. Ring opening of 1-butene oxide with the Grignard reagent (2) (M = MgBr) in the presence of copper(I) iodide gives only one regioisomer. Subsequent desilylative oxidation of this allyl alcohol to α-methylene-γ-lactones provides further utility of (1) as a 1-hydroxymethylvinyl anion equivalent, i.e. CH2=?C?CH2OH (eq 1).Alternatively, the alcohol from trans-2,3-epoxybutane provides a route to the unstable sixmembered β,γ-unsaturated lactone (eq 2).The copper-catalyzed 1,4-addition to the typically unreactive mesityl oxide proceeds smoothly. The versatility of the allylsilane moiety is again illustrated in the ethylaluminum dichloride-induced cyclization of the adduct to a tertiary cyclopentanol in high yield (eq 3).

Preparation

reaction of 2,3-dibromopropene with lithium (trimethylsilyl)cuprate in HMPA at 0°C (63–90%);(2) reaction of 2,3-dibromopropene with trichlorosilane in the presence of trichlorosilane and copper( I) chloride, followed by treatment with methylmagnesium bromide (63–71%).

Purification Methods

It is fractionally distilled through an efficient column. It is flammable. [Trost & Chan J Am Chem Soc 104 3733 1982, Trost & Coppola J Am Chem Soc 104 6879 1982.]

(2-BROMOALLYL)TRIMETHYLSILANE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (2-BROMOALLYL)TRIMETHYLSILANE manufacturers

Career Henan Chemical Co
Product
(2-Bromo-2-propen-1-yl)(trimethyl)silane 81790-10-5
Price
US $1.00/g
Min. Order
1KG
Purity
Min98% HPLC
Supply Ability
g/kg/ton
Release date
2019-12-30

81790-10-5, (2-BROMOALLYL)TRIMETHYLSILANERelated Search:


  • (2-BROMOALLYL)TRIMETHYLSILANE
  • (2-BROMOALLY)TRIMETHYLSILANE
  • 2-BROMO-3-(TRIMETHYLSILYL)PROPENE
  • (2-BROMOALLYL)TRIMETHYLSILANE, TECH., 90 %
  • (2-Bromo-2-propen-1-yl)(trimethyl)silane
  • Silane,(2-bromo-2-propen-1-yl)trimethyl-
  • 2-Bromo-3-trimethylsilyl-1-propene
  • (2-Bromoallyl)trimethylsilane &gt
  • 81790-10-5
  • C6H13BrSi
  • H2CCBrCH2SiCH33
  • Silicon Compounds (for Synthesis)
  • Si-(C)4 Compounds
  • Si (Classes of Silicon Compounds)
  • Vinylsilanes, Allylsilanes
  • Organometallic Reagents
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  • Organosilicon
  • Si (Classes of Silicon Compounds)
  • Si-(C)4 Compounds
  • Silicon Compounds (for Synthesis)
  • Synthetic Organic Chemistry
  • Vinylsilanes, Allylsilanes
  • Chemical Synthesis
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