77614-49-4

Basic information

• Product Name: 4-phenylpentan-2-ol
• Synonyms: 4-phenylpentan-2-ol;4-Phenyl-2-pentanol
• CAS NO: 77614-49-4
• Molecular Formula: C₁₁H₁₆O
• Molecular Weight: 164.24414
• EINECS: 278-733-2
• Mol File: 77614-49-4.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-phenylpentan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-phenylpentan-2-ol(77614-49-4)
• EPA Substance Registry System: 4-phenylpentan-2-ol(77614-49-4)

Safety Data

• Hazardous Substances Data: 77614-49-4(Hazardous Substances Data)

Upstream product

• 827-69-0 (E)-4-phenyl-3-penten-2-one 
• 917-54-4 methyllithium 
• 16251-77-7 3-Phenylbutyraldehyde 
• 676-58-4 methylmagnesium chloride 
• 5182-36-5 4-phenyl-2,4,6-trimethyl-1,3-dioxane 
• 57094-30-1 2-methyl-4-phenylpentanal 
• 17913-10-9 1-methyl-3-phenyl-butanal 
• 591-50-4 iodobenzene 
• 1569-50-2 3-penten-2-ol 
• 1825-14-5 pentane-1,3-diol 
• 219547-28-1 4-iodopentan-2-ol 

Downstream Products

• 17913-10-9 1-methyl-3-phenyl-butanal 
• 92036-21-0 3-methyl-5-phenyl-hexanoic acid 

Relevant articles and documents

Capturing the Monomeric (L)CuH in NHC-Capped Cyclodextrin: Cavity-Controlled Chemoselective Hydrosilylation of α,β-Unsaturated Ketones

The encapsulation of copper inside a cyclodextrin capped with an N-heterocyclic carbene (ICyD) allowed both to catch the elusive monomeric (L)CuH and a cavity-controlled chemoselective copper-catalyzed hydrosilylation of α,β-unsaturated ketones. Remarkably, (α-ICyD)CuCl promoted the 1,2-addition exclusively, while (β-ICyD)CuCl produced the fully reduced product. The chemoselectivity is controlled by the size of the cavity and weak interactions between the substrate and internal C?H bonds of the cyclodextrin.

Chemoselective conjugate reduction of α,β-unsaturated ketones catalyzed by rhodium amido complexes in aqueous media

Although a notable feature of Noyori's Ru-TsDPEN complex is that the transfer hydrogenation reaction is highly chemoselective for the C-O functional group and tolerant of alkenes, our early report indicated that the chemoselectivity could be switched from C-O to C-C bonds in the transfer hydrogenation of activated α,β-unsaturated ketones. Now we have found that a variety of α,β-unsaturated ketones, even without other electron-withdrawing functional groups, could be reduced on the alkenic double bonds with high selectivities employing amido-rhodium hydride complex in aqueous media, and up to 100% chemoselectivity has been achieved. It is notable that the chemoselectivity was improved significantly on going from organic solvent to water. Moreover, a 1,4-addition mechanism has been proposed on the basis of the corresponding experimental details and computational analysis.

Highly chemo- And enantioselective hydrogenation of linear α,β-unsaturated ketones

A study was conducted to report the synthesis of sulfoximine-derived P,N-ligands and their applications in indium-catalyzed asymmetric hydrogenation reactions. Investigations were conducted using linear β,β- disubstituted 1,3-diphenyl-2-butenone as model substrate and iridium, having a ketonic phenyl group and two alkyl substituents at the olefinic β-positions. Methyl ketone with β-methyl and β-phenyl substituent was also applied in the investigations.