(Z)-alpha,beta-Diphenylacrylophenone

Base Information

• Chemical Name: (Z)-alpha,beta-Diphenylacrylophenone
• CAS No.: 7474-65-9
• Molecular Formula: C₂₁H₁₆O
• Molecular Weight: 284.357
• NSC Number: 401881,401879,401204
• Nikkaji Number: J1.516.901J
• ChEMBL ID: CHEMBL147559
• Mol file: 7474-65-9.mol

Synonyms:MLS003171498;NSC401204;CHEMBL147559;(Z)1,2,3-Triphenyl-propenone;(Z)-alpha,beta-Diphenylacrylophenone;NSC401879;NSC401881;NSC-401204;NSC-401879;NSC-401881;4023-77-2;7474-65-9;7512-67-6

Chemical Property of (Z)-alpha,beta-Diphenylacrylophenone

Chemical Property:

• Vapor Pressure: 1.09E-07mmHg at 25°C
• Boiling Point: 432.7°Cat760mmHg
• Flash Point: 188.9°C
• Density: 1.128g/cm³
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 284.120115130
• Heavy Atom Count: 22
• Complexity: 377

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=C(C2=CC=CC=C2)C(=O)C3=CC=CC=C3
• Isomeric SMILES: C1=CC=C(C=C1)/C=C(/C2=CC=CC=C2)\C(=O)C3=CC=CC=C3

Technology Process of (Z)-alpha,beta-Diphenylacrylophenone

There total 37 articles about (Z)-alpha,beta-Diphenylacrylophenone 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: 90.0%

1,2,3-triphenylpropan-1-one (4842-45-9) → (E)-2-phenylchalcone (7474-65-9,7512-67-6,4023-77-2)

Guidance literature:

With iodine; potassium iodide; In dimethyl sulfoxide; at 140 ℃; for 16h; Schlenk technique;

DOI:10.1039/d1ob01468d

Reference yield: 81.0%

1,2-diphenylprop-2-en-1-one (4452-11-3) + iodobenzene (591-50-4) → (E)-2-phenylchalcone (7474-65-9,7512-67-6,4023-77-2)

Guidance literature:

With palladium diacetate; sodium carbonate; In dimethyl sulfoxide; at 120 ℃; for 15h;

DOI:10.1021/cs501326p

Reference yield: 76.0%

iodobenzene (591-50-4) + 1,2-diphenylpropan-1-one (2042-85-5) → (E)-2-phenylchalcone (7474-65-9,7512-67-6,4023-77-2)

Guidance literature:

With palladium diacetate; sodium carbonate; In dimethyl sulfoxide; at 120 ℃; for 24h;

DOI:10.1021/cs501326p

upstream raw materials:

1,2,3-triphenyl-3-piperidin-1-yl-propan-1-one

acetic acid

phenyl benzyl ketone

benzaldehyde

Downstream raw materials:

(+/-)-threo-1,2,3-triphenyl-butan-1-one

(+/-)-erythro-1,2,3-triphenyl-butan-1-one

2-bromo-1,2,3-triphenyl-butan-1-one

(E)-1,2,3-triphenylprop-2-en-1-ol

Refernces

• 1、 Chen, Tieqiao,Huang, Tianzeng,Ke, Yuting,Li, Chunya,Liu, Long,Tang, Yuanyuan,Tang, Zhi,Wang, Kunyu,Zhang, Tao. "Transition-metal-free and base promoted C-C bond formationviaC-N bond cleavage of organoammonium salts". supporting information. p. 8237 - 8240. Retrieved 2021/10/12.
• 2、 Wang, Chuang,Morimoto, Tsumoru,Kanashiro, Hiroyuki,Tanimoto, Hiroki,Nishiyama, Yasuhiro,Kakiuchi, Kiyomi,Artok, Levent. "Rhodium(I)-catalyzed carbonylative arylation of alkynes with arylboronic acids using formaldehyde as a carbonyl source". supporting information. p. 1155 - 1159. Retrieved 2014/05/20.