113386-14-4

Basic information

• Product Name: Furan, 2-(1-phenylethyl)-
• CAS NO: 113386-14-4
• Molecular Formula: C12H12O
• Molecular Weight: 172.227
• Mol File: 113386-14-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Furan, 2-(1-phenylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Furan, 2-(1-phenylethyl)-(113386-14-4)
• EPA Substance Registry System: Furan, 2-(1-phenylethyl)-(113386-14-4)

Safety Data

• Hazardous Substances Data: 113386-14-4(Hazardous Substances Data)

Upstream product

• 1192-62-7 1-(2-furyl)-1-ethanone 
• 108-86-1 bromobenzene 
• 75488-41-4 1-(2-furyl)-1-phenylethylene 
• 110-00-9 furan 
• 93-92-5 1-phenylethyl acetate 
• 98-86-2 acetophenone 
• 100-42-5 styrene 
• 174090-36-9 4,4,5,5-tetramethyl-2-(1-phenyl-ethyl)-[1,3,2]dioxaborolane 
• 1257661-28-1 C₁₈H₂₃BO₃ 
• 98-85-1 1-Phenylethanol 

Relevant articles and documents

Iron(iii)-based ionic liquid-catalyzed regioselective benzylation of arenes and heteroarenes

An easily prepared Fe(iii)-derived Lewis acid ionic liquid ([C 4mim][FeCl4]), being comprised of 1-butyl-3-methyl imidazolium cation and tetrachloroferrate anion, was found to be an efficient, recyclable catalyst for benzylation of various arenes/heteroarenes into the diarylmethanes derivatives under mild reaction conditions without utilization of additional organic solvent. Interestingly, the acidity of [C 4mim][FeCl4] could account for its catalytic activity in promoting the Lewis acid-catalyzed alkylation. Notably, this type of Fe(iii)-based ionic liquid (IL) shows excellent stability, and could be easily recovered, and reused for five times without significant loss of its catalytic activity.

Protodeboronation of tertiary boronic esters: Asymmetric synthesis of tertiary alkyl stereogenic centers

While tertiary boranes undergo efficient protodeboronation with carboxylic acids, tertiary boronic esters do not. Instead, we have discovered that CsF with 1.1 equiv of H2O (on tertiary diarylalkyl boronic esters) or TBAF?3H2O (on tertiary aryldialkyl boronic esters) effect highly efficient protodeboronation of tertiary boronic esters with essentially complete retention of configuration. Furthermore, substituting D2O for H2O provides ready access to deuterium-labeled enantioenriched tertiary alkanes. The methodology has been applied to a short synthesis of the sesquiterpene, (S)-turmerone.

Electrochemical Reduction of 1,1-Diaryl-substituted Ethenes in Dimethylformamide

The cathodic behaviour of 1,1-diaryl-substituted ethenes (Ar)PhC=CH2 (where Ar=phenyl-, 2-naphthyl-, 2-pyridyl-, 2-thienyl-, 2-furyl-) at a Hg cathode in N,N-dimethylformamide (DMF) and 0.1 mol dm-3 tetraethylammonium tetrafluoroborate (TEAF), was investigated by cyclic voltammetry and controlled potential electrolysis experiments.In cyclic voltammetry, at a potential scan rate of 0.2 V s-1, all substrates showed an irreversible reduction peak p,c) between -2.27 and -2.54 V vs. saturated calomel electrode (SCE)>.Controlled potential coulometries indicated that the apparent charge number of the process involved ranges from 1 to 2.The reduction products were characterised as (Ar)PhCH-Me (1-aryl-1-phenylethanes) and (Ar)PhCH-2-CHPh(Ar) (1,4-diaryl-1,4-diphenylbutanes).The charge number of the process and the ratio between the two different reduction products depended strongly on the structure and concentration of the substrate.Exhaustive electrolyses performed in the presence of variable amounts of D2O or in DMF allowed us to suggest that two distinct pathways are involved in the reduction process, leading to the monomeric and dimeric product, respectively.Hypotheses on the nature of the two reduction mechanisms are discussed.