1-METHYL-1-(TRIMETHYLSILYL)ALLENE
- CAS No.
- 74542-82-8
- Chemical Name:
- 1-METHYL-1-(TRIMETHYLSILYL)ALLENE
- Synonyms
- 3-(Trimethylsilyl)-1,2-butadiene;1-METHYL-1-(TRIMETHYLSILYL)ALLENE;Buta-2,3-Dien-2-Yl(Trimethyl)Silane;3-(Trimethylsilyl)-1,2-butadiene 98%;Silane, trimethyl(1-methyl-1,2-propadien-1-yl)-
- CBNumber:
- CB7184217
- Molecular Formula:
- C7H14Si
- Molecular Weight:
- 126.27
- MOL File:
- 74542-82-8.mol
- MSDS File:
- SDS
- Modify Date:
- 2023/6/1 8:28:59
1-METHYL-1-(TRIMETHYLSILYL)ALLENE Chemical Properties,Uses,Production
Physical properties
bp 111 °C; bp 54–56 °C/90 mmHg
Uses
It is widely used as propargylic anion equivalents; three-carbon synthons for [3 + 2] annulations leading to five-membered compounds including cyclopentenes,4 dihydrofurans, pyrrolines, isoxazoles, furans, and azulenes.
Preparation
1-methyl-1-(trialkylsilyl)allenes can be conveniently prepared by the method of Vermeer. Silylsubstituted propargyl mesylates thus undergo SN2 displacement by the organocopper reagent generated from methylmagnesium chloride, copper(I) bromide, and lithium bromide 1-Methyl-1-(trimethylsilyl)allene is produced in 52% yield from commercially available (trimethylsilyl)propargyl alcohol in this fashion (eq 1). The t-butyldimethylsilyl and triisopropylsilyl analogs are synthesized by the same method in 90% and 58% yield, respectively. Propargyl alcohols bearing these and other trialkylsilyl groups can be prepared by treatment of propargyl alcohol with n-butyllithium and the appropriate trialkylsilyl chloride. Allenylsilanes bearing other C-1 substituents can be prepared in an analogous manner by using the appropriate Grignard reagents.
1-METHYL-1-(TRIMETHYLSILYL)ALLENE Preparation Products And Raw materials
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Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418684 +8618949823763 | China | 25363 | 58 | Inquiry |
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3B Scientific Corporation | 847.281.9822 | United States | 6744 | 47 | Inquiry |
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Meryer (Shanghai) Chemical Technology Co., Ltd. | 021-61259108 18621169085 | China | 40240 | 62 | Inquiry |
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