4-Phenyl-1-(triphenylphosphoranylidene)-2-butanone

Base Information

• Chemical Name: 4-Phenyl-1-(triphenylphosphoranylidene)-2-butanone
• CAS No.: 16640-69-0
• Molecular Formula: C28H25OP
• Molecular Weight: 408.48
• DSSTox Substance ID: DTXSID001228794
• Mol file: 16640-69-0.mol

Synonyms:SCHEMBL10466554;DTXSID001228794;4-Phenyl-1-(triphenylphosphoranylidene)-2-butanone;16640-69-0

Chemical Property of 4-Phenyl-1-(triphenylphosphoranylidene)-2-butanone

Chemical Property:

• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 408.164302414
• Heavy Atom Count: 30
• Complexity: 517

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCC(=O)C=P(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of 4-Phenyl-1-(triphenylphosphoranylidene)-2-butanone

There total 16 articles about 4-Phenyl-1-(triphenylphosphoranylidene)-2-butanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

benzyl bromide (100-39-0) + 1-triphenylphosphoranylidene-2-propanone (1439-36-7) → 4-phenyl-1-(triphenylphosphoranylidene)butan-2-one (16640-69-0)

Guidance literature:

1-triphenylphosphoranylidene-2-propanone; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

benzyl bromide; In tetrahydrofuran;

Reference yield:

1-bromo-4-phenylbutan-2-one (31984-10-8) + triphenylphosphine (603-35-0) → 4-phenyl-1-(triphenylphosphoranylidene)butan-2-one (16640-69-0)

Guidance literature:

1-bromo-4-phenylbutan-2-one; triphenylphosphine; In benzene; Reflux;

With sodium hydroxide; In dichloromethane; benzene; at 20 ℃;

DOI:10.2174/1570178611310050003

Reference yield:

1-bromo-4-phenylbutan-2-one (31984-10-8) → 4-phenyl-1-(triphenylphosphoranylidene)butan-2-one (16640-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 12 h / 20 °C

2: sodium hydroxide / dichloromethane; water; ethyl acetate

With sodium hydroxide; In dichloromethane; water; ethyl acetate; toluene;

DOI:10.1016/j.cclet.2017.03.031

upstream raw materials:

S-ethyl 3-phenylpropionic acid thioester

methyltriphenylphosphonium chloride

benzyl chloride

1-triphenylphosphoranylidene-2-propanone

Downstream raw materials:

Triphenyl-(hydrocinnamoyl-methoxycarbonyl-methyl-methylen)-phosphoran

Phenoxy-thioacetic acid S-[(2R,3R)-4-oxo-3-(2-oxo-4-phenyl-butyl)-azetidin-2-yl] ester

(5R,6R)-7-Oxo-6-(2-oxo-4-phenyl-butyl)-3-phenoxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester

Oxo-[(3R,4R)-2-oxo-3-(2-oxo-4-phenyl-butyl)-4-(2-phenoxy-acetylsulfanyl)-azetidin-1-yl]-acetic acid allyl ester