(E)-4-(4-Biphenylyl)-3-buten-2-on [German]

Base Information

• Chemical Name: (E)-4-(4-Biphenylyl)-3-buten-2-on [German]
• CAS No.: 32979-83-2
• Molecular Formula: C16H14O
• Molecular Weight: 222.2818
• DSSTox Substance ID: DTXSID501031308
• Nikkaji Number: J1.911.626C
• Mol file: 32979-83-2.mol

Synonyms:(E)-4-(1,1'-Biphenyl)-4-yl-2-buten-2-one;(E)-4-(4-Biphenylyl)-3-buten-2-on [German];2-Buten-2-one, 4-(1,1'-biphenyl)-4-yl-, (E)-;32979-83-2;(E)-4-(4-Biphenylyl)-3-buten-2-on;SCHEMBL2632243;WOYQFGGEPKZWQM-BQYQJAHWSA-N;DTXSID501031308;4-(4-Biphenylyl)-3-butene-2-one;4-(4-phenylphenyl)but-3-en-2-one;(E)-4-(4-biphenylyl)-3-butene-2-one;LS-47259;EN300-1864130;(e)-4-([1,1'-biphenyl]-4-yl)but-3-en-2-one

Chemical Property of (E)-4-(4-Biphenylyl)-3-buten-2-on [German]

Chemical Property:

• Vapor Pressure: 2.12E-06mmHg at 25°C
• Boiling Point: 393.5°C at 760 mmHg
• Flash Point: 150.7°C
• Density: 1.061g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 222.104465066
• Heavy Atom Count: 17
• Complexity: 265

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C=CC1=CC=C(C=C1)C2=CC=CC=C2
• Isomeric SMILES: CC(=O)/C=C/C1=CC=C(C=C1)C2=CC=CC=C2

Technology Process of (E)-4-(4-Biphenylyl)-3-buten-2-on [German]

There total 11 articles about (E)-4-(4-Biphenylyl)-3-buten-2-on [German] 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: 67.0%

4-Phenylbenzaldehyde (3218-36-8) + acetone (67-64-1) → 4-(4-Phenyl-phenyl)-but-3-en-2-one (32979-83-2)

Guidance literature:

With sodium hydroxide; In water; for 16h;

DOI:10.1002/chem.201405114

Reference yield: 66.0%

4-Phenylbenzaldehyde (3218-36-8) + 1-triphenylphosphoranylidene-2-propanone (1439-36-7) → 4-(4-Phenyl-phenyl)-but-3-en-2-one (32979-83-2)

Guidance literature:

In toluene; Reflux;

DOI:10.1002/anie.201503528

Reference yield: 42.0%

4-bromo-1,1'-biphenyl (92-66-0) + methyl vinyl ketone (78-94-4,25038-87-3) → cis,trans-4-4'-biphenylylbut-3-en-2-one (32979-83-2,5384-65-6)

Guidance literature:

With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine; at 110 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.bmcl.2015.09.006

upstream raw materials:

4-Phenylbenzaldehyde

acetone

4-bromo-1,1'-biphenyl

methyl vinyl ketone

Downstream raw materials:

8-Biphenyl-4-yl-4-hydroxy-1,3,6-trimethyl-1,3,7,8-tetrahydro-pyrimido[4,5-b][1,4]diazepin-2-one

6-Amino-5-[(E)-3-biphenyl-4-yl-1-methyl-prop-2-en-(Z)-ylideneamino]-1,3-dimethyl-1H-pyrimidine-2,4-dione

1-(2-([1,1′-biphenyl]-4-yl)-3-(4-fluorobenzoyl)cyclopropyl)-ethanone

4t-biphenyl-4-yl-but-3-en-2-one-(2,4-dinitro-phenylhydrazone)