103934-05-0

Basic information

• Product Name: syn-4-methyl-1-phenyl-5-hexyn-3-ol
• Synonyms: syn-4-methyl-1-phenyl-5-hexyn-3-ol
• CAS NO: 103934-05-0
• Molecular Weight: 188.269
• Mol File: 103934-05-0.mol

Chemical Properties

• CAS DataBase Reference: syn-4-methyl-1-phenyl-5-hexyn-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: syn-4-methyl-1-phenyl-5-hexyn-3-ol(103934-05-0)
• EPA Substance Registry System: syn-4-methyl-1-phenyl-5-hexyn-3-ol(103934-05-0)

Safety Data

• Hazardous Substances Data: 103934-05-0(Hazardous Substances Data)

Upstream product

• 103934-05-0 4-methyl-1-phenyl-5-hexyn-3-ol 
• 103934-11-8 syn-4-methyl-1-phenyl-6-(trimethylsilyl)-5-hexyn-3-ol 
• 104-53-0 3-phenyl-propionaldehyde 
• 14583-74-5 3-methyl-1-(trimethylsilyl)allene 
• 113647-42-0 3-Bromo-but-1-yne 
• 59967-06-5 1-methylprop-2-ynyl methanesulfonate 
• 21020-24-6 3-chloro-but-1-yne 
• 41391-54-2 (Tri-n-butylstannyl)-1,2-butadiene 

Downstream Products

• 92945-17-0 (2S,3S)-2-methyl-5-phenylpentane-1,3-diol 
• 75643-02-6 2,2,5-trimethyl-4-(2-phenylethyl)-1,3-dioxane 
• 104011-57-6 4-methyl-1-phenylhex-5-en-3-ol 
• 103934-13-0 anti-4-methyl-1-phenyl-6-(trimethylsilyl)-5-hexyn-3-ol 
• 103934-11-8 syn-4-methyl-1-phenyl-6-(trimethylsilyl)-5-hexyn-3-ol 

Relevant articles and documents

Second-generation synthesis of the polypropionate subunit of callystatin A based on regioselective internal alkyne hydrostannation.

[formula: see text] An improved route to the polypropionate segment of callystatin A is described in which the efficient directed hydrostannation of an internal alkyne and subsequent iodinolysis provides a key vinylic iodide intermediate.

Photoredox propargylation of aldehydes catalytic in titanium

A practical and effective photoredox propargylation of aldehydes promoted by 10 mol % of [Cp2TiCl2] is presented. No stoichiometric metals or scavengers are used for the process. A catalytic amount of the cheap and simply prepared or

An Effective and Selective Conjugate Propargylation Reaction of Stannylallenes to α,β-Unsaturated Carbonyl Compounds and α-Nitro Olefins

Stannylallenes (1) reacted with α,β-unsaturated carbonyl compounds and α-nitro olefins in the presence of TiCl4 to give the corresponding conjugate propargylation products.Thus, the reaction of 1 with cyclic and acyclic α,β-unsaturated carbonyl compounds (2) gave β-propargylic ketones (3) in high yields.With α-nitro olefins (4), two types of products, β-propargylic nitroalkanes (5) and α-propargylic ketones (6), were obtained selectively depending on the presence or absence of the α-substituent of 4.Transformation of the products (6) to cyclopentenone derivatives (10 and 12) are also described.

Scope and Stereochemical Course of the Addition of (Trimethylsilyl)allenes to Ketones and Aldehydes. A Regiocontrolled Synthesis of Homopropargylic Alcohols

The reaction of (trimethylsilyl)allenes with aldehydes and ketones in the presence of titanium tetrachloride provides a regiocontrolled route to homopropargylic alcohols of a variety of substitution types.The addition of 1-alkyl-substituted (trimethylsilyl)allenes to carbonyl compounds furnishes the desired acetylenes directly, while reactions involving allenylsilanes 6,7, and 9 initially produce mixtures of acetylenes and (trimethylsilyl)vinyl chloride derivatives.Exposure of these mixtures to the action of potassium fluoride in dimethyl sulfoxide then generates the desired homopropargylic alcohols.The addition of the chiral allenylsilane 9 to achiral aldehydes has been found to proceed with modest (3-4:1) diastereoselectivity to produce mainly syn (erythro) homopropargylic alcohols.