89267-73-2

Basic information

• Product Name: Benzenemethanol, a-methyl-a-[(trimethylsilyl)ethynyl]-
• CAS NO: 89267-73-2
• Molecular Formula: C13H18OSi
• Molecular Weight: 218.371
• Mol File: 89267-73-2.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, a-methyl-a-[(trimethylsilyl)ethynyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, a-methyl-a-[(trimethylsilyl)ethynyl]-(89267-73-2)
• EPA Substance Registry System: Benzenemethanol, a-methyl-a-[(trimethylsilyl)ethynyl]-(89267-73-2)

Safety Data

• Hazardous Substances Data: 89267-73-2(Hazardous Substances Data)

Upstream product

• 13829-77-1 3-(trimethylsilyl)-1-phenyl-2-propyn-1-one 
• 74-88-4 methyl iodide 
• 98-86-2 acetophenone 
• 1066-54-2 trimethylsilylacetylene 

Downstream Products

• 1361959-95-6 1,3,5-trimethyl-2-(3-phenylbuta-1,2-dienyl)benzene 
• 1361960-48-6 C₂₀H₂₂ 
• 1361960-05-5 1,2,4,5-tetramethyl-3-(3-phenylbuta-1,2-dienyl)benzene 
• 1449380-07-7 2-(1-phenylethenyl)-1H-indol-3-yl acetate 
• 1449379-72-9 4-(2-azidophenyl)-2-phenylbut-3-yn-2-yl acetate 
• 1449379-71-8 C₁₆H₁₃N₃O 
• 1296885-53-4 4-(2-aminophenyl)-2-phenylbut-3-yn-2-ol 
• 14368-40-2 (Z)-3-phenylbut-2-enenitrile 
• 14368-40-2 (E)-3-phenyl-2-butenenitrile 
• 56955-40-9 acetic acid 1-methyl-2-oxo-1-phenyl-propyl ester 
• 141946-94-3 2-phenyl-3-butyn-2-yl acetate 
• 127-66-2 2-Phenyl-3-butyn-2-ol 
• 1263145-88-5 3,9-dimethyl-3-phenyl-1-(trimethylsilyl)-3H-pyrrolo[1,2-a]indole 
• 1314235-46-5 2-phenyl-4-(1-phenylethyl)thiazole 

Relevant articles and documents

A Domino Strategy for the Synthesis of 2H-Pyrans from Propargyl Vinyl Ethers

Stable monocyclic 2H-pyrans are synthesized from readily available tertiary propargyl vinyl ethers via a metal-free all-pericyclic domino manifold involving a sequential propargyl Claisen rearrangement/[1,3]H-shift/oxa-6π electrocyclization set of reactions. The wide scope of this protocol is exemplified by the synthesis of 21 different 2H-pyrans incorporating a varied substitution pattern at the ring.

Enantioselective Construction of Quaternary Stereogenic Centers by the Addition of an Acyl Anion Equivalent to 1,3-Dienes

We report the enantioselective formation of quaternary stereogenic centers by the intermolecular addition of malononitrile, an acyl anion equivalent, and related pronucleophiles to several 1,3-disubstituted acyclic 1,3-dienes in the presence of a Pd-PHOX catalyst. Products are obtained in up to 88% yield and 99:1 er and in most cases are formed as a single regioisomer. The products' malononitrile unit undergoes oxidative functionalization to afford β,γ-unsaturated carbonyls bearing internal olefins and α-quaternary stereogenic centers.

Iron-Catalyzed Dehydrative Alkylation of Propargyl Alcohol with Alkyl Peroxides to Form Substituted 1,3-Enynes

This paper reports a new method for the generation of substituted 1,3-enynes, whose synthesis by other methods could be a challenge. The dehydrative decarboxylative cascade coupling reaction of propargyl alcohol with alkyl peroxides is enabled by an iron catalyst and alkylating reagents. Primary, secondary, and tertiary alkyl groups can be introduced into 1,3-enynes, affording various substituted 1,3-enynes in moderate to good yields. Mechanistic studies suggest the involvement of a radical-polar crossover pathway.