(1-BROMOVINYL)TRIMETHYLSILANE
Contact usHigh Quality Chinese Factory supply 13683-41-5 (1-BROMOVINYL)TRIMETHYLSILANE
- Molecular Formula:C5H11BrSi
- Molecular Weight:179.132
- Appearance/Colour:clear light yellow liquid
- Vapor Pressure:14.6mmHg at 25°C
- Refractive Index:n20/D 1.458(lit.)
- Boiling Point:124.9 °C at 760 mmHg
- Flash Point:22.2 °C
- PSA：0.00000
- Density:1.156 g/cm3
- LogP:2.77240
(1-BROMOVINYL)TRIMETHYLSILANE(Cas 13683-41-5) Usage
|
Preparation |
prepared, in good yield, from the reaction of vinyltrimethylsilane with bromine at low temperature followed by dehydrohalogenation in the presence of an amine base.Alternative syntheses and reagents, i.e. (1-bromovinyl)- triphenylsilane and (1-bromovinyl)triethylsilane, are also known. |
|
Physical properties |
bp 124°C/745 mmHg; d 1.156 g cm?3. |
|
General Description |
Tetrakis(triphenylphosphine)palladium(0) catalyzed coupling reactions of (1-bromovinyl)trimethylsilane with organozinc bromides were studied. |
InChI:InChI=1/C5H11BrSi/c1-7(2,3)5-4-6/h4-5H,1-3H3/b5-4+
13683-41-5 Relevant articles
RADICAL REACTIONS OF (2-TRIMETHYLSILYLALLYL)TRIPHENYLSTANNANE WITH ALKYL HALIDES: A NEUTRAL ACETONE ENOLATE EQUIVALENT
Lee, Eun,Yu, Sang-Gu,Hur, Chang-Uk,Yang, Seung-Min
, p. 6969 - 6970 (1988)
Facile transfer of 2-trimethylsilylallyl...
Synthesis of (1-Halo-1-alkenyl)trimethylsilanes via gem-Trimethylsilylation of Vinyl Halides
Shimizu, Nobujiro,Shibata, Fumihiro,Tsuno, Yuho
, p. 777 - 778 (1987)
Various vinyl halides including enol sil...
-
Ottolenghi,A. et al.
, p. 2977 - 2982 (1963)
-
An efficient synthesis of 2-trimethylsilyl-2-propenal, a useful three- carbon synthon
Hsung
, p. 181 - 186 (1994)
A formal efficient synthesis of 2-trimet...
Stereospecific 1,4-polymerization of 2,3-bis(trimethylsilyl)-1,3-butadiene
Ding, Yi-Xiang,Weber, William P.
, p. 267 - 272 (1988)
Polymerization of 2,3-bis(trimethylsilyl...
Trimethylsilylacetylene synthesis process
-
Paragraph 0022; 0023, (2021/01/11)
The invention discloses a process route ...
Intermediate for preparing halichondrin compound and preparation method thereof
-
Paragraph 0132; 0139-0142, (2020/07/07)
The invention relates to an intermediate...
Removable Silyl Group as a "masked Proton" in Oxy-2-oxonia(azonia)-Cope Rearrangement: Applications in Stereoselective Total Synthesis of Natural Macrolides
Mu, Wenbo,Zou, Yue,Zhou, Lijun,Wang, Quanrui,Goeke, Andreas
supporting information, p. 4982 - 4989 (2015/08/03)
In the presence of a Lewis acid, trimeth...
Catalytic asymmetric Claisen rearrangement in natural product synthesis: Synthetic studies toward (-)-xeniolide F
Pollex, Annett,Hiersemann, Martin
, p. 5705 - 5708 (2007/10/03)
(Chemical Equation Presented) The cataly...
13683-41-5 Process route
-
-
75-77-4
chloro-trimethyl-silane
-
-
593-60-2,25951-54-6
Vinyl bromide
-
-
13683-41-5
1-bromo-1-(trimethylsilyl)ethene
-
-
754-05-2
ethenyltrimethylsilane
| Conditions | Yield |
|---|---|
|
Vinyl bromide;
With
tert.-butyl lithium;
In
tetrahydrofuran; diethyl ether; pentane;
at -110 ℃;
chloro-trimethyl-silane;
In
tetrahydrofuran; diethyl ether; pentane;
|
-
-
754-05-2
ethenyltrimethylsilane
-
-
13683-41-5
1-bromo-1-(trimethylsilyl)ethene
| Conditions | Yield |
|---|---|
|
With
bromine; triethylamine;
In
dichloromethane;
at -10 - -5 ℃;
Temperature;
Reflux;
|
92.2% |
|
With
bromine; diethylamine;
at -78 ℃;
|
81% |
|
With
bromine; diethylamine;
for 3h;
Heating;
|
68% |
|
ethenyltrimethylsilane;
With
bromine;
at -78 - 20 ℃;
With
diethylamine;
for 12h;
Heating;
|
57% |
|
With
bromine; diethylamine;
In
water;
at -35 - 20 ℃;
for 1.2h;
Reflux;
|
45% |
|
With
bromine; triethylamine;
Multistep reaction;
|
|
|
With
bromine; diethylamine;
Yield given. Multistep reaction;
1.) dichloromethane, -78 deg C, 10 min; R.T., 2.) no solvent, R.T., 7 d;
|
|
|
With
bromine; diethylamine;
Multistep reaction;
1.) -78 deg C;
|
|
|
Multi-step reaction with 2 steps
1: 91 percent / Br2
2: 82 percent / (C2H5)2NH / 168 h
With
bromine; diethylamine;
|
|
|
Multi-step reaction with 2 steps
1: 39 percent / bromine / -78 °C
2: 59 percent / diethylamine
With
bromine; diethylamine;
|
|
|
ethenyltrimethylsilane;
With
bromine;
at -78 ℃;
for 1h;
Inert atmosphere;
With
diethylamine;
for 12h;
Reflux;
|
13683-41-5 Upstream products
-
18038-34-1
(vi-1-Br)SiCl3
-
75-16-1
methylmagnesium bromide
-
917-64-6
methyl magnesium iodide
-
18146-08-2
(1,2-dibromoethyl)trimethylsilane
13683-41-5 Downstream products
-
51666-98-9
1,1-Diphenyl-2-trimethylsilyl-2-propen-1-ol
-
71785-84-7
2-Methyl-3-(1-trimethylsilylvinyl)-cyclohexanon
-
71785-82-5
3-methyl-3-<1-(trimethylsilyl)-1-vinyl>cyclohexanone
-
22500-95-4
(E)-1,3-bis(trimethylsilyl)-1,3-butadiene
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