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

Description

1-TRIMETHYLSILYL-3,3-DIMETHYL-1-BUTYNE is an organic compound characterized by its unique structure, featuring a triple bond between carbon atoms and a trimethylsilyl group attached to one of the carbons. 1-TRIMETHYLSILYL-3,3-DIMETHYL-1-BUTYNE is known for its reactivity and is commonly utilized as an intermediate in the synthesis of various organic molecules.

Uses

Used in Chemical Synthesis:
1-TRIMETHYLSILYL-3,3-DIMETHYL-1-BUTYNE is used as an intermediate in the synthesis of 1-Bromo-3,3-dimethyl-1-butene (B740080) for the preparation of bromo(dimethyl)butenes via elimination of dibromo(dimethyl)butane in the preparation of alkynes. Its unique structure allows for versatile reactions and the formation of a wide range of organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-TRIMETHYLSILYL-3,3-DIMETHYL-1-BUTYNE may be used as a building block for the development of new drugs, taking advantage of its reactivity and the ability to form various organic molecules with potential therapeutic applications.
Used in Material Science:
1-TRIMETHYLSILYL-3,3-DIMETHYL-1-BUTYNE can also be utilized in the field of material science, where its unique structure and reactivity can contribute to the development of new materials with specific properties, such as improved strength, flexibility, or chemical resistance.
Used in Research and Development:
Due to its reactivity and potential for forming a wide range of organic compounds, 1-TRIMETHYLSILYL-3,3-DIMETHYL-1-BUTYNE is a valuable compound for research and development in various scientific fields, including organic chemistry, pharmaceuticals, and material science. It can be used to explore new reaction pathways, develop novel synthetic methods, and create innovative materials with unique properties.

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

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 917-92-0 3,3-Dimethylbut-1-yne 
• 64-67-5 diethyl sulfate 
• 598-23-2 3-methyl-but-1-yne 
• 118096-54-1 4-tert-Butyl-2,2-dimethyl-3-(trimethylsilyl)-1-oxa-2-sila-3-cyclobutene 
• 97476-04-5 Diazo(1,2,3-tri-tert-butyl-2-cyclopropen-1-yl)(trimethylsilyl)methan 
• 120883-27-4 tri-tert-butyl(trimethylsilyl)tetrahedrane 
• 507-20-0 tertiary butyl chloride 
• 14630-40-1 Bis(trimethylsilyl)ethyne 
• 37892-71-0 tert-butyllithium 
• 7677-24-9 trimethylsilyl cyanide 
• 32501-93-2 1-(Phenylsulfonyl)-2-(trimethylsilyl)acetylene 
• 594-19-4 tert.-butyl lithium 
• 996-50-9 N,N-diethyl-1,1,1-trimethylsilanamine 

Downstream Products

• 17475-11-5 1-phenyl-4,4-dimethylpent-2-yn-1-one 
• 1024597-00-9 C₂₀H₂₀ 
• 66582-09-0 1-(3,3-dimethylbut-1-yn-1-yl)-4-methoxybenzene 
• 1322775-87-0 1-(o-hydroxyphenyl)-3-tert-butylpropargylic alcohol 
• 52323-98-5 4,4-dimethylpent-2-yn-1-ol 
• 92473-47-7 (3,3-dimethylbutynyl)(phenyl)iodonium tosylate 
• 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 
• 82555-57-5 2-tert-butyl-1-phenyl-2-cyclopropene-1-carbonyl chloride 
• 82555-67-7 2-tert-butyl-1-phenyl-2-cyclopropene-1-carboxylic acid 
• 119011-17-5 tert-Butylethynyl dibenzyl phosphate 
• 338999-01-2 Dicyclohexyl-((Z)-3,3-dimethyl-1-trimethylsilanyl-but-1-enyl)-borane 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 

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