4-Benzoylbenzaldehyde

Base Information

• Chemical Name: 4-Benzoylbenzaldehyde
• CAS No.: 20912-50-9
• Molecular Formula: C14H10O2
• Molecular Weight: 210.232
• Hs Code.: 2914400090
• DSSTox Substance ID: DTXSID30445369
• Nikkaji Number: J83.044E
• Wikidata: Q72479204
• Mol file: 20912-50-9.mol

Synonyms:4-benzoylbenzaldehyde;20912-50-9;4-formylbenzophenone;4-benzoyl-benzaldehyde;SCHEMBL1047541;DTXSID30445369;MLZBRARCTFICSV-UHFFFAOYSA-N;F75277

Chemical Property of 4-Benzoylbenzaldehyde

Chemical Property:

• Melting Point: 65-66℃
• Boiling Point: 371.4±25.0 °C(Predicted)
• PSA: 34.14000
• Density: 1.173±0.06 g/cm3(Predicted)
• LogP: 2.73010
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 210.068079557
• Heavy Atom Count: 16
• Complexity: 246

Purity/Quality:

98%Min ^*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(=O)C2=CC=C(C=C2)C=O

Technology Process of 4-Benzoylbenzaldehyde

There total 83 articles about 4-Benzoylbenzaldehyde 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%

carbon monoxide (201230-82-2) + 4-bromo-benzaldehyde (1122-91-4) + phenylboronic acid (98-80-6) → 4-benzoylbenzaldehyde (20912-50-9) + 4-Phenylbenzaldehyde (3218-36-8)

Guidance literature:

With dibromido-(1,1'-diisopropyl-3,3'-ethylenedibenzimidazoline-2,2-diylidene)palladium(II); potassium carbonate; triphenylphosphine; In toluene; at 120 ℃; for 20h; under 31029.7 Torr; Pressure; Autoclave;

DOI:10.1002/aoc.5636

Reference yield: 93.0%

4-benzoyl-N-methoxy-N-methylbenzamide (1052721-18-2) → 4-benzoylbenzaldehyde (20912-50-9)

Guidance literature:

4-benzoyl-N-methoxy-N-methylbenzamide; With trimethylsilyl trifluoromethanesulfonate; triethylphosphine; In dichloromethane; toluene; at 20 ℃; for 1h;

With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; regioselective reaction;

DOI:10.1248/cpb.c13-00666

Reference yield: 87.0%

{4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]phenyl}(phenyl)methanone (862387-15-3) → 1,2,3,4,5-pentamethylcyclopentadiene (4045-44-7) + 4-benzoylbenzaldehyde (20912-50-9)

Guidance literature:

With trichloroacetic acid; In dichloromethane; at 28 ℃; for 1.5h;

DOI:10.1016/j.tet.2006.01.097

upstream raw materials:

4-(dibromomethyl)benzophenone

4-Methylbenzophenone

N,N-diethylbenzamide

benzaldehyde

Downstream raw materials:

4-(1-Hydroxyethyl)benzophenone

4-(exo-6-bicyclo[3.1.0]hexyl)benzophenone

4-(2,3-dimethylcyclopropyl)benzophenone

4-(cis-2,3-dimethylcyclopropyl)benzophenone

Refernces

• 1、 Rao, Pushkara,Turro, Nicholas J.. "ASYMMETRIC INDUCTION IN BENZOIN BY PHOTOLYSIS OF BENZALDEHYDE ADSORBED IN CYCLODEXTRIN CAVITIES". . p. 4641 - 4644. Retrieved 1989.
• 2、 -. "Synthesis of biaryl ketones and biaryl diketones via carbonylative Suzuki-Miyaura coupling reactions catalyzed by bridged bis(N-heterocyclic carbene)palladium(II) catalysts". Page/Page column 20; 25-30. . Retrieved 2021/12/23.
• 3、 Ali, Lamiaa M. A.,Baccon-Sollier, Paul Le,Cuq, Pierre,Lichon, Laure,Malki, Yohan,Masurier, Nicolas,Maye, Morgane,Vincent, Laure-Ana?s. "Imidazopyridine-fused [1,3]diazepinones: modulations of positions 2 to 4 and their impacts on the anti-melanoma activity". . p. 935 - 949. Retrieved 2020/04/17.