14604-31-0

Basic information

• Product Name: 1-Phenyl-1-penten-4-yn-3-ol
• Synonyms: 1-Phenyl-1-penten-4-yn-3-ol
• CAS NO: 14604-31-0
• Molecular Formula: C₁₁H₁₀O
• Molecular Weight: 158.1965
• Mol File: 14604-31-0.mol
• Article Data: 32

Chemical Properties

• Melting Point: 66-67 °C
• Boiling Point: 130-140 °C(Press: 12 Torr)
• Appearance: /
• Density: 1.090±0.06 g/cm3(Predicted)
• PKA: 12.65±0.20(Predicted)
• CAS DataBase Reference: 1-Phenyl-1-penten-4-yn-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenyl-1-penten-4-yn-3-ol(14604-31-0)
• EPA Substance Registry System: 1-Phenyl-1-penten-4-yn-3-ol(14604-31-0)

Safety Data

• Hazardous Substances Data: 14604-31-0(Hazardous Substances Data)

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 4301-14-8 acetylenemagnesium bromide 
• 104-55-2 3-phenyl-propenal 
• 74-86-2 acetylene 
• 1066-26-8 sodium acetylide 
• 70277-75-7 lithium acetylide 
• 925-90-6 ethylmagnesium bromide 
• 1133296-08-8 C₁₄H₁₈OSi 
• 65032-27-1 ethynylmagnesium chloride 
• 501072-27-1 (E)-3-hydroxy-1-phenyl-5-trimethylsilyl-1-penten-4-yne 
• 1066-54-2 trimethylsilylacetylene 
• 75-24-1 trimethylaluminum 
• 155931-09-2 C₁₄H₁₈OSi 
• 108-05-4 vinyl acetate 

Downstream Products

• 54406-55-2 2,2-Dimethyl-3-(2-methyl-propenyl)-cyclopropanecarboxylic acid (Z)-1-ethynyl-3-phenyl-allyl ester 
• 54407-51-1 3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid (Z)-1-ethynyl-3-phenyl-allyl ester 
• 54407-41-9 3-Cyclopentylidenemethyl-2,2-dimethyl-cyclopropanecarboxylic acid (Z)-1-ethynyl-3-phenyl-allyl ester 
• 54407-42-0 3-((Z)-3-Methoxy-2-methyl-propenyl)-2,2-dimethyl-cyclopropanecarboxylic acid (E)-1-ethynyl-3-phenyl-allyl ester 
• 14604-31-0 (1E,3S)-1-phenylpent-1-en-4-yn-3-ol 
• 63399-81-5 Acetic acid (E)-(R)-1-ethynyl-3-phenyl-allyl ester 
• 129571-75-1 Acetic acid (E)-(S)-1-ethynyl-3-phenyl-allyl ester 
• 193685-91-5 (E)-1-phenylpent-1-en-4-yn-3-yl acetate 
• 71747-37-0 (S)-1-phenylpentan-3-ol 
• 99288-71-8 trans-1-Phenyl-2-(3-methyl-2-quinoxalinyl)ethene 
• 101219-15-2 3-Methoxy-5-phenylpent-3-en-1-yne 
• 13466-40-5 (2E, 4E)-5-phenylpenta-2,4-dienal 
• 37401-88-0 (E)-1-phenyl-1-penten-4-yn-3-one 
• 1008132-37-3 2,5-dimethyl-1-phenyl-4-styrylpyrrole-3-carboxylic acid ethyl ester 

Relevant articles and documents

A bifunctional ligand enables efficient gold-catalyzed hydroarylation of terminal unactivated propargylic alcohols with heteroareneboronic acids

Terminal allylic alcohols are important motifs in natural products, and also key intermediates/precursors in numerous novel reaction transformations. In this study, enabled by a bifunctional ligand featuring a basic amino group, a gold-catalyzed hydroarylation of terminal unactivated propargylic alcohols with heteroareneboronic acids has been first established, and efficiently affords various terminal aryl-substituted allylic alcohols with moderate to high yields under mild conditions.

Tertiary enamide-promoted diastereoselective domino: N-acyliminium ion trapping and nazarov cyclization

N-Acyliminium ions generated from enamidyl vinyl ketones provided cyclopentenoid-fused diazepines diastereoselectively using BF3·Et2O in one pot through a domino N-acyliminium ion trapping/Nazarov reaction, simultaneously generating three new stereogenic centers. The particular structural design of the cross-conjugated dienone dictates the torquoselectivity observed in this polarized Nazarov reaction. Various N-bridgehead polycyclic scaffolds of putative pharmacological interest were obtained. Cyclic voltammetry was used to support the preferred reaction sequence within this domino reaction.

Metal-free synthesis of activated ynesulfonamides and tertiary enesulfonamides

An operationally simple synthesis of activated ynesulfonamides and enesulfonamides is described. Ynesulfonamides can be obtained through reaction of sulfonylamides with activated bromoalkynes and Triton B in a short time at room temperature. Likewise, terminal alkynes react with sulfonylamides to provide enesulfonamides. Z/E enesulfonamides can be transformed exclusively into E enesulfonamides.