17869-77-1

Basic information

• Product Name: 3-METHYL-3-TRIMETHYLSILYLOXY-1-BUTYNE
• Synonyms: 1,1-DIMETHYLPROPYNYLOXYTRIMETHYLSILANE;[(1,1-DIMETHYL-2-PROPYNYL)OXY]TRIMETHYLSILANE;3-METHYL-3-TRIMETHYLSILYLOXY-1-BUTYNE;3-methyl-3-trimethylsiloxy-1-butyne;3-METHYL-3-TRIMETHYLSILYLOXY-1-BUTY;Silane,[(1,1-dimethyl-2-propynyl)oxy]trimethyl-;(1,1-Dimethyl-2-propynyl)(trimethylsilyl) ether;3-(Trimethylsiloxy)-3-methyl-1-butyne
• CAS NO: 17869-77-1
• Molecular Formula: C₈H₁₆OSi
• Molecular Weight: 156.3
• EINECS: 241-823-7
• Product Categories: Alkynes;Organic Building Blocks;Terminal;Building Blocks;Chemical Synthesis;Organic Building Blocks
• Mol File: 17869-77-1.mol

Chemical Properties

• Boiling Point: 115-116 °C(lit.)
• Flash Point: 30 °F
• Appearance: /Liquid
• Density: 0.806 g/mL at 25 °C(lit.)
• Vapor Pressure: 10mmHg at 25°C
• Refractive Index: n20/D 1.404(lit.)
• CAS DataBase Reference: 3-METHYL-3-TRIMETHYLSILYLOXY-1-BUTYNE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYL-3-TRIMETHYLSILYLOXY-1-BUTYNE(17869-77-1)
• EPA Substance Registry System: 3-METHYL-3-TRIMETHYLSILYLOXY-1-BUTYNE(17869-77-1)

Safety Data

• Hazard Codes: F
• Statements: 11
• Safety Statements: 16-36
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 17869-77-1(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
3-METHYL-3-TRIMETHYLSILYLOXY-1-BUTYNE is used as a synthetic intermediate for the preparation of various organic and organosilicon compounds. Its unique structure allows for versatile reactions, such as cross-coupling and functional group transformations, enabling the synthesis of complex molecules and materials.
Used in Material Science:
In the field of material science, 3-METHYL-3-TRIMETHYLSILYLOXY-1-BUTYNE is utilized as a precursor for the development of novel materials with specific properties. Its incorporation into polymers, coatings, and other materials can enhance their performance, such as thermal stability, chemical resistance, and adhesion.
Used in Pharmaceutical Industry:
3-METHYL-3-TRIMETHYLSILYLOXY-1-BUTYNE is employed as a building block in the design and synthesis of pharmaceutical compounds. Its unique structure can be used to create new drug candidates with potential therapeutic applications, such as antiviral, anticancer, and antimicrobial agents.
Used in Analytical Chemistry:
In analytical chemistry, 3-METHYL-3-TRIMETHYLSILYLOXY-1-BUTYNE serves as a derivatization agent for the analysis of various compounds. Its reactivity with different functional groups allows for the conversion of analytes into more easily detectable and quantifiable forms, improving the sensitivity and accuracy of analytical methods.

InChI:InChI=1/C8H16OSi/c1-7-8(2,3)9-10(4,5)6/h1H,2-6H3

Upstream product

• 115-19-5 2-methyl-but-3-yn-2-ol 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 75-77-4 chloro-trimethyl-silane 
• 1067-31-8 (1,1-dimethyl-prop-2-ynyloxy)-triethyl-stannane 

Downstream Products

• 1202376-68-8 1-(4-chlorophenyl)-4-methyl-4-(trimethylsilyloxy)pent-2-yn-1-one 
• 1202376-71-3 4-(4-methyl-4-(trimethylsilyloxy)pent-2-ynoyl)benzonitrile 
• 1202376-85-9 2-methoxy-5-(4-methyl-4-(trimethylsilyloxy)pent-2-ynoyl)benzonitrile 
• 1207611-52-6 C₂₈H₄₂O₃Si₂ 
• 301698-93-1 1-{4-(methylthio)phenyl}-4-hydroxy-4-methyl-2-pentyn-1-ol 
• 111277-09-9 5-(p-chlorophenyl)-2,2-dimethyl-3(2H)-furanone 
• 1202368-38-4 5-(5,5-dimethyl-4-oxo-3-(4-(quinolin-2-ylmethoxy)phenyl)-4,5-dihydrofuran-2-yl)-2-methoxybenzonitrile 
• 1202368-47-5 4-(5,5-dimethyl-4-oxo-3-(4-(quinolin-2-ylmethoxy)phenyl)-4,5-dihydrofuran-2-yl)benzonitrile 
• 1202368-54-4 5-(4-chlorophenyl)-2,2-dimethyl-4-(4-(quinolin-2-ylmethoxy)phenyl)furan-3(2H)-one 
• 1202375-46-9 4-(4-((6-fluoroquinolin-2-yl)methoxy)phenyl)-2,2-dimethyl-5-(pyridin-4-yl)furan-3(2H)-one 
• 1202368-23-7 2,2-dimethyl-5-(pyridin-4-yl)-4-(4-(quinolin-2-ylmethoxy)phenyl)furan-3(2H)-one 
• 1202368-85-1 2,2-dimethyl-4-(4-(quinolin-2-ylmethoxy)phenyl)-5-(thiazol-4-yl)furan-3(2H)-one 
• 1202375-45-8 4-(4-((3,5-dimethylpyridin-2-yl)methoxy)phenyl)-2,2-dimethyl-5-(pyridin-4-yl)furan-3(2H)-one 
• 1202375-44-7 2,2-dimethyl-4-(4-((5-methylpyridin-2-yl)methoxy)phenyl)-5-(pyridin-4-yl)furan-3(2H)-one 

Relevant articles and documents

A SHORT SYNTHESIS OF THE ANTIMITOTIC ALLYLIC DIEPOXIDE FUNCTIONAL ARRAY OF SPATOL

An α-lithio epoxide intermediate provides a highly stereocontrolled synthesis of the spatol allylic diepoxide, a functional array that is uniquely effective at inhibiting mitosis.

Chlorozincate(II) acidic ionic liquid: Efficient and biodegradable silylation catalyst

A practical and highly efficient silylation of alcohol and phenol derivatives with hexamethyldisilazane (HMDS) using acidic ionic liquids under mild reaction conditions is described. A series of Br?nsted as well as Br?nsted–Lewis acidic ionic liquids were prepared and their performance investigated for the silylation of a wide variety of alcohols and phenols with HMDS. Imidazole- as well as N-methyl-2-pyrrolidone-based acidic ionic liquids have a higher catalytic activity for the protection of sensitive, hindered alcohols and phenols, thus providing an environmentally begin and versatile alternative to current acid catalysts. In addition, the acidic ionic liquids are reusable, being recovered easily and reused several times without significant deterioration in catalytic activity.

1, 2 DISUBSTITUTED HETEROCYCLIC COMPOUNDS

1,2-disubstituted heterocyclic compounds which are inhibitors of phosphodiesterase 10 are described. Also described are processes, pharmaceutical compositions, pharmaceutical preparations and pharmaceutical use of the compounds in the treatment of mammals, including human(s) for central nervous system (CNS) disorders and other disorders which may affect CNS function. Among the disorders which may be treated are neurological, neurodegenerative and psychiatric disorders including, but not limited to, those associated with cognitive deficits or schizophrenic symptoms.

SN2′ boron-mediated Mitsunobu reactions - A new one-pot three-component synthesis of substituted enamides and enol benzoates

The conversion of (3-hydroxy-1-propen-1-yl)boronates to substituted enamides and enol benzoates is readily achieved in a one-pot procedure consisting of a regiocontrolled Mitsunobu reaction with convenient nucleophiles, followed by allylboration of aldehydes. Wiley-VCH Verlag GmbH & Co. KGaA, 2009.

Universal method for trimethylsilylation of acetylenic alcohols and glycols

A highly convenient universal method for trimethylsilylation of acetylenic alcohols and glycols via treatment by hexamethyldisilazane in the presence of benzoic acid sulphimide as a catalyst has been developed. The rate of trimethylsilylation of acetylenic alcohols is reduced from primary to secondary and to tertiary alcohols accordingly, as well as with the decreasing of hydroxyl nucleophylicity. The toxicity of trimethylsilyl acetylenic ethers, except 2-trimethylsiloxy-3-butyne, is much lower than that of original compounds.

TRIMETHYLSILYLATION OF ACETYLENIC ALCOHOLS AND GLYCOLS

A universal method for trimethylsilylation of acetylenic alcohols and glycols based on reaction with hexamethyldisilazane in the presence of catalytic quantities of saccharin was developed.The rate of trimethylsilylation of acetylenic alcohols decreases in the series primary-secondary-tertiary acetylenic alcohols.Trimethylsilylation of acetylenic alcohols, except dimethylethynylcarbinol, reduces their toxicity.

An efficient method for the trimethylsilylation of tertiary alcohols

Tertiary acetylenic alcohols have been transformed into the O-trimethylsilyl derivatives with trimethylsilyl chloride and triethylamine, using catalytic amounts of dimethyl sulfoxide, hexamethylphosphoric triamide, imidazole, or 1,5-diazabicyclound