158583-43-8

Basic information

• Product Name: 1-([1,1′-biphenyl]-4-yl)-1-phenylprop-2-yn-1-ol
• Synonyms: 1-([1,1′-biphenyl]-4-yl)-1-phenylprop-2-yn-1-ol
• CAS NO: 158583-43-8
• Molecular Weight: 284.357
• Mol File: 158583-43-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-([1,1′-biphenyl]-4-yl)-1-phenylprop-2-yn-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-([1,1′-biphenyl]-4-yl)-1-phenylprop-2-yn-1-ol(158583-43-8)
• EPA Substance Registry System: 1-([1,1′-biphenyl]-4-yl)-1-phenylprop-2-yn-1-ol(158583-43-8)

Safety Data

• Hazardous Substances Data: 158583-43-8(Hazardous Substances Data)

Upstream product

• 2128-93-0 biphenyl-4-yl-phenyl-methanone 
• 70277-75-7 lithium acetylide 
• 1066-26-8 sodium acetylide 

Downstream Products

• 1610880-65-3 C₃₃H₂₆O₃ 
• 20921-55-5 N-Cyclohexyl-carbaminsaeure-<3-(4-biphenylyl)-3-propin-(1)-yl-(3)>-ester 
• 10473-78-6 Carbamidsaeure-<1-(p-biphenylyl)-1-phenyl-propin-(2)-ylester 

Relevant articles and documents

The synthesis and properties of vinyl substituted naphthopyrans and their styrene copolymers

A comprehensive series of mono-, di- and tri-bromo-3H-naphtho[2,1-b]pyrans was synthesised by the traditional union of a 2-naphthol with an alkynol. The bromine atom(s) in these naphthopyrans was readily replaced by a vinyl group using a Suzuki coupling reaction with vinyl boronic anhydride pyridine complex. The efficiency of the Suzuki vinylation reaction decreases with the increasing number of bromine atoms to be substituted. The vinylnaphthopyrans served as styrene analogues and readily underwent a thermally initiated free radical addition co-polymerisation with styrene to efficiently afford low molecular weight poly(styrene-co-naphthopyrans). The photochromic response of the bromonaphthopyrans and vinylnaphthopyrans followed the established colour-structure relationships for photochromic naphthopyrans. The photochromic response of toluene solutions of the poly(styrene-co-naphthopyrans) was characterised by a hypsochromic shift of the λmax relative to that recorded for the vinylnaphthopyran monomers. Increased half-lives were noted for the copolymers derived from the bis- and tris-vinylnaphthopyrans where some degree of crosslinking was expected. A further hypsochromic shift in λmax resulted for the thin films of the poly(styrene-co- naphthopyrans). Of particular note was the behaviour of the 3-(2-vinylphenyl)-3- phenylnaphthopyran which gave the typical yellow colour of the photomerocyanine coupled with the predictable large half-life. However, all photochromism of this naphthopyran was lost upon polymerisation suggesting that an alternative pathway supervenes in the expected polymerisation sequence.

Synthesis of Thiophene-Substituted 3H-Naphtho[2,1-b]pyrans, Precursors of Photomodulated Materials

The synthesis of 3H-naphtho[2,1-b]pyrans 9-21 linked to a thiophene moiety is described. Two different synthetic approaches were applied to prepare these novel functionalized compounds, and their spectrokinetic properties in solution are reported.