(Z)-4-Phenyl-3-buten-2-one

Base Information

• Chemical Name: (Z)-4-Phenyl-3-buten-2-one
• CAS No.: 937-53-1
• Molecular Formula: C10H10O
• Molecular Weight: 146.189
• Hs Code.: 2914399090
• UNII: 3M64PY48B9
• Nikkaji Number: J80.032E
• Wikidata: Q27147806
• Mol file: 937-53-1.mol

Synonyms:DSSTox_CID_5662;benzylidenacetone;cis-4-phenyl-3-buten-2-one;cis-benzylideneacetone;

Chemical Property of (Z)-4-Phenyl-3-buten-2-one

Chemical Property:

• PSA: 17.07000
• LogP: 2.28880
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 146.073164938
• Heavy Atom Count: 11
• Complexity: 152

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (Z)-4-Phenyl-3-buten-2-one

There total 32 articles about (Z)-4-Phenyl-3-buten-2-one 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: 95.0%

benzaldehyde (100-52-7) + 2-oxopropyl-phosphonic acid bis(2,2,2-trifluoroethyl)ester (249303-01-3) → (Z)-4-phenylbut-3-en-2-one (937-53-1)

Guidance literature:

With 18-crown-6 ether; potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1016/S0040-4039(99)01393-3

Reference yield: 86.0%

4-phenyl-3-butyne-2-one (1817-57-8) → (Z)-4-phenylbut-3-en-2-one (937-53-1)

Guidance literature:

With hydrogen; Lindlar's catalyst; In pentane; under 760 Torr; Ambient temperature;

DOI:10.1021/jo00020a025

Reference yield: 83.0%

bromobenzene (108-86-1,52753-63-6) + (Z)-4-(trineophylstannyl)-3-buten-2-one → (Z)-4-phenylbut-3-en-2-one (937-53-1)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; bis(triphenylphosphine)palladium(II)-chloride; In toluene; for 30h; Heating;

DOI:10.1021/jo035396m

upstream raw materials:

2,2,4-trimethylpentane

(E)-benzalacetone

diethyl ether

n-heptane

Downstream raw materials:

C₁₀H₉⁽²⁾HO

1-methyl-3-phenyl-butanal

4-phenyl-4-trimethylsilylbutan-2-one

(E)-benzalacetone