1-(4-Bromophenyl)-2-tosylethanone

Base Information

• Chemical Name: 1-(4-Bromophenyl)-2-tosylethanone
• CAS No.: 31377-97-6
• Molecular Formula: C15H13 Br O3 S
• Molecular Weight: 353.236
• NSC Number: 134231
• DSSTox Substance ID: DTXSID70953418
• Nikkaji Number: J304.475K
• Wikidata: Q82932285
• ChEMBL ID: CHEMBL3261580
• Mol file: 31377-97-6.mol

Synonyms:31377-97-6;1-(4-bromophenyl)-2-tosylethanone;1-(4-bromophenyl)-2-(4-methylphenyl)sulfonylethanone;1-(4-bromophenyl)-2-((4-methylphenyl)sulfonyl)ethan-1-one;1-(4-bromophenyl)-2-[(4-methylphenyl)sulfonyl]-1-ethanone;NSC134231;SCHEMBL6199060;CHEMBL3261580;DTXSID70953418;JGMRIHQYBXLTGM-UHFFFAOYSA-N;MFCD00129540;AKOS003652588;MS-6530;NSC-134231;(4-Bromophenyl)-(4-methylphenylsulphonylmethyl)-ketone;4'-Bromo-2-(p-tolyl sulfonyl)acetophenone, AldrichCPR;1-(4-bromophenyl)-2-(4-methylbenzenesulfonyl)ethan-1-one;1-(4-Bromophenyl)-2-(4-methylbenzene-1-sulfonyl)ethan-1-one

Chemical Property of 1-(4-Bromophenyl)-2-tosylethanone

Chemical Property:

• Vapor Pressure: 1.85E-11mmHg at 25°C
• Boiling Point: 533.5°C at 760 mmHg
• Flash Point: 276.4°C
• Density: 1.474g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 351.97688
• Heavy Atom Count: 20
• Complexity: 425

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)CC(=O)C2=CC=C(C=C2)Br

Technology Process of 1-(4-Bromophenyl)-2-tosylethanone

There total 39 articles about 1-(4-Bromophenyl)-2-tosylethanone 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: 95.4%

toluene-4-sulfonamide (70-55-3) + 2-bromo-1-(4-bromophenyl)ethanol (117465-34-6) → 1-(4-bromophenyl)-2-tosylethanone (31377-97-6)

Guidance literature:

With cerium(III) chloride; [bis(acetoxy)iodo]benzene; 1-(1-ferroceneamidoethyl)-3-isopropylimidazole; copper(II) bis(trifluoromethanesulfonate); 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 65 ℃; for 6h;

Reference yield: 95.0%

sodium tosylate (657-84-1) + para-bromoacetophenone (99-90-1) → 1-(4-bromophenyl)-2-tosylethanone (31377-97-6)

Guidance literature:

With iodine; triethylamine; In methanol; at 20 ℃; for 6h;

DOI:10.1039/c3ra45547e

Reference yield: 94.0%

1-(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one (73387-60-7) + toluene-4-sulfonic acid hydrazide (1576-35-8) → 1-(4-bromophenyl)-2-tosylethanone (31377-97-6)

Guidance literature:

1-(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one; toluene-4-sulfonic acid hydrazide; With dibenzoyl peroxide; at 60 ℃; for 8h;

With copper(l) iodide;

upstream raw materials:

sodium 4-methylbenzenesulfinate

para-bromophenacyl bromide

p-toluenesulfonyl chloride

para-bromoacetophenone

Downstream raw materials:

4-(3-acetyl-5-(4-bromophenyl)-4-tosyl-1H-pyrazol-1-yl)benzenesulfonamide

Refernces

• 1、 Hong, Yun-Yun,Peng, Sha,Peng, Zhen,Tang, Shan-Shan,Xie, Long-Yong,Xu, Xiang-Qun,Yang, Li-Hua. "Photosensitizer-free synthesis of β-keto sulfones: Via visible-light-induced oxysulfonylation of alkenes with sulfonic acids". supporting information. p. 4537 - 4541. Retrieved 2021/05/31.
• 2、 Das, Sanju,De Sarkar, Suman,Mandal, Tanumoy. "Acridine Orange Hemi(Zinc Chloride) Salt as a Lewis Acid-Photoredox Hybrid Catalyst for the Generation of α-Carbonyl Radicals". supporting information. . Retrieved 2021/12/10.