Benzophenone, 4-[p-(dimethylamino)phenyl]- (6CI,7CI)

Base Information

• Chemical Name: Benzophenone, 4-[p-(dimethylamino)phenyl]- (6CI,7CI)
• CAS No.: 94869-73-5
• Molecular Formula: C21H19NO
• Molecular Weight: 301.38
• Mol file: 94869-73-5.mol

Synonyms:4-[p-(Dimethylamino)phenyl]benzophenone;Benzophenone,4-[p-(diMethylaMino)phenyl]-;[4'-(Dimethylamino)biphenyl-4-yl](phenyl)methanone;Benzophenone, 4-[p-(dimethylamino)phenyl]- (6CI,7CI);(4'-(dimethylamino)-[1,1'-biphenyl]-4-yl)(phenyl)methanone

Chemical Property of Benzophenone, 4-[p-(dimethylamino)phenyl]- (6CI,7CI)

Chemical Property:

• Melting Point: 184.5℃
• PSA: 20.31000
• LogP: 4.65060

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzophenone, 4-[p-(dimethylamino)phenyl]- (6CI,7CI)

There total 4 articles about Benzophenone, 4-[p-(dimethylamino)phenyl]- (6CI,7CI) 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: 94.0%

(4-(dimethylamino)phenyl)zinc(II) chloride (93296-10-7) + 4-chlorobenzophenone (134-85-0) → (4'-(dimethylamino)-[1,1'-biphenyl]-4-yl)(phenyl)methanone (94869-73-5)

Guidance literature:

With C₂₇H₂₂Cl₂N₃NiP; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; for 5h; Inert atmosphere; Heating; Schlenk technique;

DOI:10.1039/c2dt30886j

Reference yield: 34.0%

(4-mercaptophenyl)(phenyl)methanone (1620-94-6) + (4-(dimethylamino)phenyl)zinc(II) chloride (93296-10-7) → (4'-(dimethylamino)-[1,1'-biphenyl]-4-yl)(phenyl)methanone (94869-73-5)

Guidance literature:

(4-mercaptophenyl)(phenyl)methanone; With methylzinc chloride; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

(4-(dimethylamino)phenyl)zinc(II) chloride; In tetrahydrofuran; at 20 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;

In toluene; at 120 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.7b03145

Reference yield:

4-bromo-N,N-dimethylaniline (586-77-6) → (4'-(dimethylamino)-[1,1'-biphenyl]-4-yl)(phenyl)methanone (94869-73-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium / tetrahydrofuran / 20 °C / Inert atmosphere; Schlenk technique

1.2: 4 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

2.1: methylzinc chloride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere; Schlenk technique

2.2: 0.17 h / 20 °C / Inert atmosphere; Schlenk technique

2.3: 24 h / 120 °C / Inert atmosphere; Schlenk technique

With magnesium; methylzinc chloride; In tetrahydrofuran;

DOI:10.1021/acs.orglett.7b03145

upstream raw materials:

4-(4-aminophenyl)-benzophenone

methyl iodide

(4-(dimethylamino)phenyl)zinc(II) chloride

4-chlorobenzophenone

Downstream raw materials:

(4'-Dimethylamino-biphenyl-4-yl)-(4-dimethylamino-phenyl)-phenyl-methanol

Refernces

• 1、 Zhang, Qiang,Zhang, Xue-Qi,Wang, Zhong-Xia. "Nickel complexes supported by quinoline-based ligands: Synthesis, characterization and catalysis in the cross-coupling of arylzinc reagents and aryl chlorides or aryltrimethylammonium salts". . p. 10453 - 10464,12. Retrieved 2020/08/31.