108606-85-5

Basic information

• Product Name: Benzenemethanamine, a-phenyl-N-(3-phenyl-2-propenylidene)-
• CAS NO: 108606-85-5
• Molecular Formula: C22H19N
• Molecular Weight: 297.4
• Mol File: 108606-85-5.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, a-phenyl-N-(3-phenyl-2-propenylidene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, a-phenyl-N-(3-phenyl-2-propenylidene)-(108606-85-5)
• EPA Substance Registry System: Benzenemethanamine, a-phenyl-N-(3-phenyl-2-propenylidene)-(108606-85-5)

Safety Data

• Hazardous Substances Data: 108606-85-5(Hazardous Substances Data)

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 91-00-9 Benzhydrylamine 
• 574-61-8 benzophenone N-phenylhydrazone 
• 104-55-2 3-phenyl-propenal 

Downstream Products

• 108606-87-7 (E)-(2S,3R)-3-(Benzhydryl-amino)-2-methyl-5-phenyl-pent-4-enethioic acid S-tert-butyl ester 
• 108606-87-7 (E)-(2R,3R)-3-(Benzhydryl-amino)-2-methyl-5-phenyl-pent-4-enethioic acid S-tert-butyl ester 
• 1379820-26-4 (E)-ethyl 5-phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pent-2-enoate 
• 264144-78-7 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanal 

Relevant articles and documents

2-Azaallyl Anion Initiated Ring-Opening Polymerization of N-Sulfonyl Aziridines: One-Pot Synthesis of Primary Amine-Ended Telechelic Polyaziridines

Using the easily accessible 2-azaallyl anions as initiators, the one-pot synthesis of well-defined primary amine-ended telechelic polyaziridines (α-NH2 PAzs) has been achieved through the ring-opening polymerization (ROP) of N-sulfonyl aziridines followed by hydrolysis of the diphenylketimine moiety (- N=C - Ph2). The 2-azaallyl anions were synthesized from the reaction of diphenylketimine or N-[aryl-methylene]-α-phenylbenzenemethanamine with potassium bis(trimethylsilyl) amide (KHMDS) in situ and used to initiate the ROP of aziridines leading to well-defined α-(Ph2C=N)-α′-aryl-ω-NH PAzs. Along with the diphenylketimine group (- N=C - Ph2), aryl functionalities, such as pyridine and triphenylphosphine moieties, can also be incorporated to the chain end. Chain extension has been applied for the synthesis of poly(N-sulfonyl aziridine)-block-poly(?-caprolactone) (PAz-b-PCL) block copolymers by utilization of the primary amine end group as initiating sites for the ROP of ?-caprolactone catalyzed by tin 2-ethyl hexanoate (SnOct2). Taking advantage of this synthetic approach, core cross-linked multiarm star (CCS) polymers with an outermost shell having amino and triphenylphosphine functionalities have been synthesized via "arm-first" strategy.

Double Diastereoselective Approach to Chiral syn- and anti-1,3-Diol Analogues through Consecutive Catalytic Asymmetric Borylations

Homoallylic boronate carboxylate esters derived from unsaturated aldehydes via an imination, β-borylation, imine hydrolysis, and Wittig trapping sequence, were subjected to a second boryl addition to give 1,3-diborylated carboxylate esters. Control of the

Total synthesis of fluoxetine and duloxetine through an in situ imine formation/borylation/transimination and reduction approach

We report efficient, catalytic, asymmetric total syntheses of both (R)-fluoxetine and (S)-duloxetine from α,β-unsaturated aldehydes conducting five sequential one-pot steps (imine formation/copper mediated β-borylation/transimination/reduction/oxidation) followed by the specific ether group formation which deliver the desired products (R)-fluoxetine in 45% yield (96% ee) and (S)-duloxetine in 47% yield (94% ee). This journal is the Partner Organisations 2014.