2-(Benzylsulfonyl)-1-phenylethanone

Base Information

• Chemical Name: 2-(Benzylsulfonyl)-1-phenylethanone
• CAS No.: 6099-27-0
• Molecular Formula: C15H14 O3 S
• Molecular Weight: 274.34
• European Community (EC) Number: 636-423-8
• NSC Number: 130341
• DSSTox Substance ID: DTXSID70299429
• Nikkaji Number: J2.610.726A
• Wikidata: Q82041839
• Mol file: 6099-27-0.mol

Synonyms:MLS002920051;6099-27-0;2-(benzylsulfonyl)-1-phenylethanone;NSC130341;SCHEMBL824467;DTXSID70299429;2-(BENZYLSULFONYL)ACETOPHENONE;AKOS010296133;NSC-130341;SMR001797649

Chemical Property of 2-(Benzylsulfonyl)-1-phenylethanone

Chemical Property:

• Vapor Pressure: 2.09E-10mmHg at 25°C
• Boiling Point: 507.1°C at 760 mmHg
• Flash Point: 332°C
• Density: 1.251g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 274.06636548
• Heavy Atom Count: 19
• Complexity: 382

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CS(=O)(=O)CC(=O)C2=CC=CC=C2

Technology Process of 2-(Benzylsulfonyl)-1-phenylethanone

There total 10 articles about 2-(Benzylsulfonyl)-1-phenylethanone 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: 98.0%

2-phenylmethanesulfonylacetonitrile (177703-80-9) + phenylboronic acid (98-80-6) → 2-(benzylsulfonyl)-1-phenylethanone (6099-27-0)

Guidance literature:

2-phenylmethanesulfonylacetonitrile; phenylboronic acid; With [Rh(OH)(cod)]2; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; water; at 75 ℃; for 14h; Inert atmosphere;

With hydrogenchloride; In 1,4-dioxane; water; at 75 ℃; for 3h;

DOI:10.1021/ol102598p

Reference yield: 74.0%

(benzylsulfonyl)acetic acid (28203-59-0) + benzoyl chloride (98-88-4) → 2-(benzylsulfonyl)-1-phenylethanone (6099-27-0)

Guidance literature:

(benzylsulfonyl)acetic acid; With [2,2]bipyridinyl; n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

benzoyl chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1002/bkcs.10591

Reference yield: 67.0%

α-benzoyl-α-(benzylsulfonyl)diazomethane (61821-05-4) → 2-(benzylsulfonyl)-1-phenylethanone (6099-27-0)

Guidance literature:

With ethanol; In various solvent(s); for 7h; Heating;

DOI:10.1248/cpb.30.526

upstream raw materials:

2-benzylsulfanyl-1-phenylethanone

α-benzoyl-α-(benzylsulfonyl)diazomethane

benzyl alcohol

sodium α-toluenesulfinate

Downstream raw materials:

benzyl-methyl sulfone

benzoic acid

(E)-2-(benzylsulfonyl)-1-phenyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-one

(E)-2-(benzylsulfonyl)-3-(4-fluorophenyl)-1-phenylprop-2-en-1-one

Refernces

• 1、 Li, Qing-Shan,Li, Cui-Yun,Lu, Xiang,Zhang, Hui,Zhu, Hai-Liang. "Design, synthesis and biological evaluation of novel (E)-α- benzylsulfonyl chalcone derivatives as potential BRAF inhibitors". experimental part. p. 288 - 295. Retrieved 2012/07/14.
• 2、 Heravi, Mohammad Reza Poor. "An efficient fluorination of β-ketosulfones promoted by a room-temperature ionic liquid at ambient conditions under ultrasound irradiation using Selectfluor F-TEDA-BF4". body text. p. 1399 - 1402. Retrieved 2011/10/08.