1100090-89-8

Basic information

• Product Name: (-)-4-[4-{(2-hydroxy-1-isopropyl)ethylaminomethyl}benzyloxy]phenylacetylene
• CAS NO: 1100090-89-8
• Molecular Weight: 323.435
• Mol File: 1100090-89-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (-)-4-[4-{(2-hydroxy-1-isopropyl)ethylaminomethyl}benzyloxy]phenylacetylene(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-4-[4-{(2-hydroxy-1-isopropyl)ethylaminomethyl}benzyloxy]phenylacetylene(1100090-89-8)
• EPA Substance Registry System: (-)-4-[4-{(2-hydroxy-1-isopropyl)ethylaminomethyl}benzyloxy]phenylacetylene(1100090-89-8)

Safety Data

• Hazardous Substances Data: 1100090-89-8(Hazardous Substances Data)

Upstream product

• 2026-48-4 (S)-valinol 
• 1100090-84-3 C₁₉H₂₀O₂Si 
• 1100090-82-1 C₁₄H₁₁IO₂ 
• 879146-21-1 4-((4-iodophenoxy)methyl)benzonitrile 
• 540-38-5 p-Iodophenol 
• 17201-43-3 4-cyanobenzyl bromide 
• 17498-50-9 L-valine hydrochloride 

Relevant articles and documents

Two modes of asymmetric polymerization of phenylacetylenes having an L -amino alcohol residue and two hydroxy groups

Four novel chiral phenylacetylenes having an L-amino alcohol residue and two hydroxymethyl groups were synthesized and polymerized by an achiral catalyst ((nbd)Rh+[η6-(C6H5)B -(C6H5)3]) or a chiral catalytic system ([Rh(nbd)Cl]2/(S)- or (R)-phenylethylamine ((S)- or (R)-PEA)). The two resulting polymers having an L-valinol or L-phenylalaninol residue showed Cotton effects at wavelengths around 430 nm. This observation indicated that they had an excess of one-handed helical backbones. Positive and negative Cotton effects were observed only for the polymers having an L-valinol residue produced by using (R)- and (S)-PEA as a cocatalyst, respectively, although the monomer had the same chirality. Even when the achiral catalyst was used, the two resulting polymers having an L-valinol or L-phenylalaninol residue showed Cotton effects despite the long distance between the chiral groups and the main chain. We have found the first example of a new type of chiral monomer, that is, a chiral phenylacetylene monomer having an L-amino alcohol residue and two hydroxy groups that was suitable for both modes of asymmetric polymerization, that is, the helix-sense-selective polymerization (HSSP) with the chiral catalytic system and the asymmetric-induced polymerization (AIP) with the achiral catalyst. The other two monomers having L-alaninol and L-tyrosinol were found to be unsuitable to neither HSSP nor AIP because of their polymers' low solubility.