88768-84-7

Basic information

• Product Name: 1-PHENYL-4-TRIMETHYLSILANYL-BUT-3-YN-2-ONE
• Synonyms: 1-PHENYL-4-TRIMETHYLSILANYL-BUT-3-YN-2-ONE;1-phenyl-4-(trimethylsilyl)but-3-yn-2-one
• CAS NO: 88768-84-7
• Molecular Formula: C₁₃H₁₆OSi
• Molecular Weight: 216.35104
• Mol File: 88768-84-7.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-PHENYL-4-TRIMETHYLSILANYL-BUT-3-YN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PHENYL-4-TRIMETHYLSILANYL-BUT-3-YN-2-ONE(88768-84-7)
• EPA Substance Registry System: 1-PHENYL-4-TRIMETHYLSILANYL-BUT-3-YN-2-ONE(88768-84-7)

Safety Data

• Hazardous Substances Data: 88768-84-7(Hazardous Substances Data)

Usage

Structure

A derivative of butynone with a phenyl group and a trimethylsilyl group attached to the backbone

Usage

A building block for the synthesis of various organic compounds in organic chemistry research

Applications

Valuable intermediate in the development of pharmaceuticals, agrochemicals, and other advanced materials

Protecting group

The trimethylsilyl group can serve as a protecting group to control reactivity in chemical reactions.

Upstream product

• 122-78-1 phenylacetaldehyde 
• 61077-69-8 4-(trimethylsilyl)-1-phenylbut-3-yn-2-ol 
• 103-80-0 phenylacetyl chloride 
• 1066-54-2 trimethylsilylacetylene 
• 103-82-2 phenylacetic acid 
• 86934-41-0 2-(trimethylsilylethynyl)-1,3-dioxane 
• 2975-46-4 3-(trimethylsilyl)prop-2-yn-1-al 
• 14630-40-1 Bis(trimethylsilyl)ethyne 
• 88768-78-9 2-(phenylmethyl)-2-(trimethylsilylethynyl)-1,3-dioxane 

Downstream Products

• 1345823-29-1 1-(1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl)-2-phenylethanone 
• 1345823-31-5 1-(1-(cyclohexylmethyl)-1H-1,2,3-triazol-4-yl)-2-phenylethanone 
• 1345823-26-8 1-(1-(3-methoxybenzyl)-1H-1,2,3-triazol-4-yl)-2-phenylethanone 
• 1345823-25-7 1-(1-benzyl-1H-1,2,3-triazol-4-yl)-2-phenylethanone 
• 1345823-38-2 1-(n-octyl)-1H-1,2,3-triazol-4-yl-2-phenylethanol 
• 1345823-30-4 1-(1-(n-octyl)-1H-1,2,3-triazol-4-yl)-2-phenylethanone 
• 1345823-28-0 1-(1-(3,5-dimethylbenzyl)-1H-1,2,3-triazol-4-yl)-2-phenylethanone 
• 1345823-27-9 1-(1-(3,5-dimethoxybenzyl)-1H-1,2,3-triazol-4-yl)-2-phenylethanone 
• 1638156-69-0 2,5-diphenyl-4-[(trimethylsilyl)ethynyl]pyrimidine 
• 1638156-56-5 4-ethynyl-2-(4-methoxyphenyl)-5-phenylpyrimidine 
• 1638156-55-4 4-ethynyl-5-phenyl-2-(4-methylphenyl)pyrimidine 
• 1638156-54-3 4-ethynyl-2,5-diphenylpyrimidine 
• 1638156-53-2 2-(4-chlorophenyl)-4-ethynyl-5-phenylpyrimidine 
• 1638156-52-1 4-ethynyl-2-(4-nitrophenyl)-5-phenylpyrimidine 

Relevant articles and documents

Enantioselective Inverse Electron Demand (3 + 2) Cycloaddition of Palladium-Oxyallyl Enabled by a Hydrogen-Bond-Donating Ligand

Cycloaddition reactions between oxyallyl cations and alkenes are important transformations for the construction of ring systems. Although (4 + 3) cycloaddition reactions of oxyallyl cations are well-developed, (3 + 2) cycloadditions remain rare, and an as

A facile access to 4-substituted-2-naphthols via a tandem Friedel-Crafts reaction: A β-chlorovinyl ketone pathway

A one-pot synthesis of 2-naphthol derivatives is accomplished using a tandem Friedel-Crafts reaction sequence. The developed methodology allows for a concomitant construction of up to three C-C bonds between readily available alkynes and phenylacetyl chloride derivatives by an intermolecular Friedel-Crafts acylation of alkynes followed by an intramolecular Friedel-Crafts alkylation of β-chlorovinyl ketone intermediates.

Synthesis of [2-(Trimethylsilyl)ethynyl]pyrazoles based on bis(trimethylsilyl)acetylene and arylacetyl chlorides

A practical approach to the synthesis of [2-(trimethylsilyl)ethynyl] pyrazoles was developed through condensation of hydrazines with enynones that are easily accessible frombis(trimethylsilyl)acetylene and arylacetyl chlorides. Optimized conditions for reactions with monoarylhydrazines permit the chemoselective formation of 5-alkynylpyrazoles in high yields (48-94 %). When monoalkylhydrazines or the parent hydrazine is used, mixtures of 3- and 5-alkynylpyrazoles are formed in 73-79 % yields. The method uses inexpensive starting materials and can be applied to a variety of substrates, which makes it convenient for the synthesis of alkynylpyrazoles. A three-step method for the synthesis of 5-alkynylpyrazoles through a transformation of bis(trimethylsilyl) acetylene to enynones followed by their condensation with hydrazines is described. The chemoselectivity of the last stage is discussed.