14630-42-3

Basic information

• Product Name: 1-TRIMETHYLSILYL-3,3-DIMETHYL-1-BUTYNE
• Synonyms: (3,3-Dimethyl-1-butynyl)(trimethyl)silane;1-Butyne, 3,3-dimethyl-1-trimethylsilyl-;1-TRIMETHYLSILYL-3,3-DIMETHYL-1-BUTYNE;TIMTEC-BB SBB009032;Silane, (3,3-Dimethyl-1-butynyl)trimethyl-;(3,3-diMethylbut-1-yn-1-yl)triMethylsilane
• CAS NO: 14630-42-3
• Molecular Formula: C₉H₁₈Si
• Molecular Weight: 154.32
• Mol File: 14630-42-3.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 155 °C
• Flash Point: 12.2°C
• Appearance: /
• Density: 0.742
• Vapor Pressure: 12.3mmHg at 25°C
• Refractive Index: 1.427
• CAS DataBase Reference: 1-TRIMETHYLSILYL-3,3-DIMETHYL-1-BUTYNE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-TRIMETHYLSILYL-3,3-DIMETHYL-1-BUTYNE(14630-42-3)
• EPA Substance Registry System: 1-TRIMETHYLSILYL-3,3-DIMETHYL-1-BUTYNE(14630-42-3)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36/37/39
• RIDADR: 1993
• HazardClass: 3.1
• PackingGroup: II
• Hazardous Substances Data: 14630-42-3(Hazardous Substances Data)

Usage

Uses

tert-Butyl(trimethylsilyl)acetylene is an intermediate in the synthesis of 1-Bromo-3,3-dimethyl-1-butene (B740080) which is used as a reagent in the preparation of bromo(dimethyl)butenes via elimination of dibromo(dimethyl)butane in the preparation of alkynes.

InChI:InChI=1/C9H18Si/c1-9(2,3)7-8-10(4,5)6/h1-6H3

Upstream product

• 917-92-0 3,3-Dimethylbut-1-yne 
• 14630-40-1 Bis(trimethylsilyl)ethyne 
• 6832-15-1 1-diazo-3,3-dimethyl-2-butanone 
• 1066-54-2 trimethylsilylacetylene 
• 6224-91-5 trimethyl(prop-1-ynyl)silane 
• 996-50-9 N,N-diethyl-1,1,1-trimethylsilanamine 
• 32501-93-2 1-(Phenylsulfonyl)-2-(trimethylsilyl)acetylene 
• 594-19-4 tert.-butyl lithium 
• 7677-24-9 trimethylsilyl cyanide 
• 37892-71-0 tert-butyllithium 
• 75-77-4 chloro-trimethyl-silane 
• 507-20-0 tertiary butyl chloride 
• 120883-27-4 tri-tert-butyl(trimethylsilyl)tetrahedrane 
• 97476-04-5 Diazo(1,2,3-tri-tert-butyl-2-cyclopropen-1-yl)(trimethylsilyl)methan 

Downstream Products

• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 338999-01-2 Dicyclohexyl-((Z)-3,3-dimethyl-1-trimethylsilanyl-but-1-enyl)-borane 
• 119011-17-5 tert-Butylethynyl dibenzyl phosphate 
• 82555-67-7 2-tert-butyl-1-phenyl-2-cyclopropene-1-carboxylic acid 
• 82555-57-5 2-tert-butyl-1-phenyl-2-cyclopropene-1-carbonyl chloride 
• 1024597-00-9 C₂₀H₂₀ 
• 52323-98-5 4,4-dimethylpent-2-yn-1-ol 
• 66582-09-0 1-(3,3-dimethylbut-1-yn-1-yl)-4-methoxybenzene 
• 1322775-87-0 1-(o-hydroxyphenyl)-3-tert-butylpropargylic alcohol 
• 92473-47-7 (3,3-dimethylbutynyl)(phenyl)iodonium tosylate 
• 17475-11-5 1-phenyl-4,4-dimethylpent-2-yn-1-one 
• 1255152-46-5 1-(4-fluorophenyl)-4,4-dimethylpent-2-yn-1-one 
• 114693-78-6 cis-(trimethylsilyl)-1,2-epoxy-3,3-dimethylbutane 
• 121920-21-6 (1R*<2S*,3R*>)-1-<3-tert-butyl-2-trimethylsilyl)oxiranyl>-2-cyclohexen-1-ol 

Relevant articles and documents

α-Silicon- and α-alkynyl-substituted vinyl cations

The solvolytic reactivity of a number of silicon- and alkynyl-substituted vinyl triflates was investigated in aqueous ethanol.Activation parameters and solvent m values were determined for all subtrates.Relative rate data show that the Me3Si group is accelerating and hence stabilizing relative to hydrogen but destabilizing relative to a t-Bu group.The α-ethynyl substituent causes a rate decrease compared to a methyl group despite its ?-donating resonance ability.These results are discussed.

γ-Carboline synthesis enabled by Rh(iii)-catalysed regioselective C-H annulation

A redox-neutral Rh(iii)-catalyzed C-H annulation of indolyl oximes was developed. Relying on the use of various alkynyl silanes as the terminal alkyne surrogates, the reaction exhibited a reverse regioselectivity, thus giving an exclusive and easy way for the synthesis of a wide range of substituent free γ-carbolines at C3 position with high efficiency. Deuterium-labelling experiments and kinetic analysis have preliminarily shed light on the working mode of this catalytic system. This journal is

One-pot, three-component arylalkynyl sulfone synthesis

A one-pot three-component protocol for the preparation of arylsulfonyl alkynes through the reaction of ethynyl-benziodoxolone (EBX) reagents, DABSO (DABCO?·SO2), and either organomagnesium reagents or aryl iodides with a palladium catalyst is r