937-58-6

Basic information

• Product Name: 4-Phenyl-3-buten-1-ol
• Synonyms: 4-Phenyl-3-buten-1-ol
• CAS NO: 937-58-6
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.2
• Mol File: 937-58-6.mol
• Article Data: 94

Chemical Properties

• Melting Point: 36 °C
• Boiling Point: 99-101 °C(Press: 12 Torr)
• Appearance: /
• Density: 1.026±0.06 g/cm3(Predicted)
• PKA: 14.97±0.10(Predicted)
• CAS DataBase Reference: 4-Phenyl-3-buten-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Phenyl-3-buten-1-ol(937-58-6)
• EPA Substance Registry System: 4-Phenyl-3-buten-1-ol(937-58-6)

Safety Data

• Hazardous Substances Data: 937-58-6(Hazardous Substances Data)

Upstream product

• 53045-69-5 3-chloro-2-phenyl-tetrahydro-furan 
• 75-21-8 oxirane 
• 917-64-6 methyl magnesium iodide 
• 103-64-0 bromostyrene 
• 7515-38-0 (E)-4-phenylbut-3-en-1-amine 
• 100-52-7 benzaldehyde 
• 19493-09-5 Methylenetriphenylphosphorane 
• 2243-53-0 styrylacetic acid 
• 14580-93-9 2,2,2-Triphenyl-1,2-λ⁵-oxaphospholan 
• 87436-80-4 C₂₁H₁₉⁽²⁾HOP^(1-)*Li⁽¹⁺⁾ 
• 54674-84-9 γ-hydroxypropyltriphenylphosphonium chloride 
• 110-86-1 pyridine 
• 67-56-1 methanol 
• 28525-69-1 (4E)-5-phenyl-4-pentenoic acid 

Downstream Products

• 20473-78-3 acetic acid-(4-phenyl-but-3-enyl ester) 
• 77722-63-5 4-nitro-benzoic acid-(4-phenyl-but-3-enyl ester) 
• 2134-29-4 3-Hydroxypropanal 
• 16133-83-8 (S)-2-phenyltetrahydrofuran 
• 1025966-70-4 C₁₁H₁₁ClO₂ 
• 55177-35-0 (E)-4-phenyl-2-butenal 
• 127921-80-6 (E)-4-oxo-4-phenylbut-2-enal 
• 181725-70-2 5-methyl-3-phenyl-4-hexen-1-al 
• 946413-74-7 2-(3-phenyl-2-oxiranyl)ethanol 
• 1330074-82-2 C₁₉H₁₆ClNO 
• 5558-00-9 (4-bromo-1-buten-1-yl)benzene 
• 1352632-27-9 C₁₉H₁₆ClNO 
• 1352632-28-0 C₂₀H₁₈ClNO 

Relevant articles and documents

Palladium-Catalyzed Tandem Hydrocarbonylative Lactamization and Cycloaddition Reaction for the Construction of Bridged Polycyclic Lactams

The intramolecular hydroaminocarbonylation of alkenes is a compelling tool to rapidly access lactam, a privileged motif ubiquitous in natural products, pharmaceuticals, and agrochemicals. However, selective carbonylation to bridged polycyclic lactams with a lactam nitrogen at a bridgehead position is less explored. We herein report a modular palladium-catalyzed approach to perform a tandem hydrocarbonylative lactamization/Diels-Alder cycloaddition reaction with 2-vinyl aryl aldimines, alkenes, and CO, which offers convenient access to furnish the bridged polycyclic lactams in high yields with high selectivities.

Nickel-Catalyzed 1,2-Carboamination of Alkenyl Alcohols

An alcohol-directed, nickel-catalyzed three-component umpolung carboamination of unactivated alkenes with aryl/alkenylboronic esters and electrophilic aminating reagents is reported. This transformation is enabled by specifically tailored O-(2,6-dimethoxybenzoyl)hydroxylamine electrophiles that suppress competitive processes, including undesired β-hydride elimination and transesterification between the alcohol substrate and electrophile. The reaction delivers the desired 1,2-carboaminated products with generally high regio- and syn-diastereoselectivity and exhibits a broad scope of coupling partners and alkenes, including complex natural products. Various mechanistic experiments and analysis of the stereochemical outcome with a cyclic alkene substrate, as confirmed by X-ray crystallographic analysis, support alcohol-directed syn-insertion of an organonickel(I) species.

Highly Regioselective 5-endo-tet Cyclization of 3,4-Epoxy Amines into 3-Hydroxypyrrolidines Catalyzed by La(OTf)3

Highly regioselective intramolecular aminolysis of 3,4-epoxy amines has been achieved. Key features of this reaction are (1) chemoselective activation of epoxides in the presence of unprotected aliphatic amines in the same molecules by a La(OTf)3 catalyst and (2) excellent regioselectivity for anti-Baldwin 5-endo-tet cyclization. This reaction affords 3-hydroxy-2-alkylpyrrolidines stereospecifically in high yields. DFT calculations revealed that the regioselectivity might be attributed to distortion energies of epoxy amine substrates. The use of this reaction was demonstrated by the first enantioselective synthesis of an antispasmodic agent prifinium bromide.