(Z)-3-(Phenylseleno)-4-phenyl-3-buten-2-one

Base Information

• Chemical Name: (Z)-3-(Phenylseleno)-4-phenyl-3-buten-2-one
• CAS No.: 161583-50-2
• Molecular Formula: C₁₆H₁₄OSe
• Molecular Weight: 301.247
• DSSTox Substance ID: DTXSID801259232
• Nikkaji Number: J629.731E
• Mol file: 161583-50-2.mol

Synonyms:DTXSID801259232;(Z)-3-(Phenylseleno)-4-phenyl-3-buten-2-one;(3Z)-4-Phenyl-3-(phenylseleno)-3-buten-2-one;161583-50-2

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

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 302.02099
• Heavy Atom Count: 18
• Complexity: 296

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

There total 3 articles about (Z)-3-(Phenylseleno)-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: 89.0%

4-phenyl-3-phenylselanylbut-3-en-2-ol (218965-46-9) → 4-phenyl-3-phenylselanylbut-3-en-2-one (161583-50-2)

Guidance literature:

With tert.-butylhydroperoxide; diphenyl diselenide; In cyclohexane; Heating;

DOI:10.1016/j.tet.2008.07.025

Reference yield: 56.0%

benzaldehyde (100-52-7) + Trimethyl-((E)-1-phenyl-2-phenylselanyl-vinyloxy)-silane → 2,2-Bis(phenylseleno)acetophenon (61775-61-9) + 4-phenyl-3-phenylselanylbut-3-en-2-one (161583-50-2) + (2S,3R)-3-Hydroxy-1,3-diphenyl-2-phenylselanyl-propan-1-one

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -80 ℃; Yields of byproduct given;

DOI:10.1016/S0040-4039(98)00679-0

Reference yield:

benzaldehyde (100-52-7) + acetyl(phenylselanyl)methylidene(triphenyl)-λ5-arsane (161583-46-6) → 4-phenyl-3-phenylselanylbut-3-en-2-one + 4-phenyl-3-phenylselanylbut-3-en-2-one (161583-50-2)

Guidance literature:

In chloroform; at 55 - 65 ℃; for 168h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1039/P19950000095

upstream raw materials:

benzaldehyde

acetyl(phenylselanyl)methylidene(triphenyl)-λ⁵-arsane

4-phenyl-3-phenylselanylbut-3-en-2-ol

Downstream raw materials:

1-phenyl-3-methyl-2-phenylselanylpenta-1,3-diene

1,4-diphenyl-3-methyl-2-phenylselanylbuta-1,3-diene

2,3-dihydro-5-methyl-3-phenyl-4-(phenylselanyl)furan