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 
• 70277-75-7 lithium acetylide 
• 925-90-6 ethylmagnesium bromide 
• 501072-27-1 (E)-3-hydroxy-1-phenyl-5-trimethylsilyl-1-penten-4-yne 
• 104-55-2 3-phenyl-propenal 
• 108-05-4 vinyl acetate 
• 14604-31-0 (E)-1-phenylpent-1-en-4-yn-3-ol 
• 74-86-2 acetylene 
• 155931-09-2 C₁₄H₁₈OSi 
• 4301-14-8 acetylenemagnesium bromide 
• 75-24-1 trimethylaluminum 
• 1066-26-8 sodium acetylide 
• 1066-54-2 trimethylsilylacetylene 
• 65032-27-1 ethynylmagnesium chloride 

Downstream Products

• 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 
• 99288-71-8 trans-1-Phenyl-2-(3-methyl-2-quinoxalinyl)ethene 
• 1133296-08-8 C₁₄H₁₈OSi 
• 193685-91-5 (E)-1-phenylpent-1-en-4-yn-3-yl acetate 
• 1257555-35-3 (E)-1,7-diphenylhept-1-ene-4,6-diyn-3-ol 
• 1338721-55-3 1-methyl-N-((1E,4E)-3-oxo-5-phenylpenta-1,4-dienyl)-N-phenyl-1H-imidazole-2-carboxamide 
• 1570110-91-6 C₁₅H₁₆O₃ 
• 1570110-85-8 C₁₅H₁₆O₃ 
• 14164-31-9 (2E,4E)-5-phenylpenta-2,4-dicarbonitrile 
• 14164-31-9 (Z)-(4E)-5-phenylpenta-2,4-dienenitrile 
• 263551-95-7 1-phenylhexa-1,4,5-trien-3-ol 

Relevant articles and documents

Ene-Yne Metathesis of Allylphosphonates and Allylphosphates: Synthesis of Phosphorus-Containing 1,3-Dienes

A variety of ene-yne cross metathesis reactions were performed using unsaturated phosphonate and phosphate reagents, affording the corresponding phosphorylated 1,3-diene products in good to excellent yields. These difficult ene-yne metatheses employed a Grubbs catalyst bearing a cyclic amino alkyl carbene ligand. A variety of terminal alkynes of varying substitution underwent the reaction, and different phosphorus-containing alkenes were found to give the conjugated diene products in high yields. The resulting dienes were further transformed by Horner-type Wittig reactions and a Diels-Alder cycloaddition.

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.

Trialkylborane-Mediated Multicomponent Reaction for the Diastereoselective Synthesis of Anti-δ,δ-Disubstituted Homoallylic Alcohols

The trialkylborane/O2-mediated reaction of propargyl acetates having a tributylstannyl group at an alkyne terminus with aldehydes in a THF-H2O solvent system gave anti-δ,δ-disubstituted homoallylic alcohols with good to high diastereoselectivity. Intriguingly, two alkyl groups derived from trialkylborane were embedded into the reaction product. The trialkylborane plays a key role not only as a radical initiator but also as a source of alkyl radicals.