4-Acetylphenyl methanesulfonate

Base Information

• Chemical Name: 4-Acetylphenyl methanesulfonate
• CAS No.: 69497-83-2
• Molecular Formula: C9H10 O4 S
• Molecular Weight: 214.242
• NSC Number: 59227
• DSSTox Substance ID: DTXSID30289104
• Nikkaji Number: J694.552J
• Wikidata: Q82026278
• Mol file: 69497-83-2.mol

Synonyms:4-Acetylphenyl methanesulfonate;69497-83-2;Ethanone,1-[4-[(methylsulfonyl)oxy]phenyl]-;NSC59227;p-Methylsulfonyloxyacetophenone;SCHEMBL5801869;DTXSID30289104;4-Acetylphenyl methanesulfonate #;FRUBCADIVWBPBB-UHFFFAOYSA-N;NSC-59227;AKOS002285443

Chemical Property of 4-Acetylphenyl methanesulfonate

Chemical Property:

• Vapor Pressure: 6.67E-06mmHg at 25°C
• Boiling Point: 377.6°Cat760mmHg
• Flash Point: 182.2°C
• Density: 1.29g/cm³
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 214.02997997
• Heavy Atom Count: 14
• Complexity: 293

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)OS(=O)(=O)C

Technology Process of 4-Acetylphenyl methanesulfonate

There total 4 articles about 4-Acetylphenyl methanesulfonate 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: 99.0%

methanesulfonyl chloride (124-63-0) + 4-Hydroxyacetophenone (99-93-4) → 4-acetylphenyl mesylate (69497-83-2)

Guidance literature:

With triethylamine; In ethyl acetate; at 0 - 20 ℃; for 0.166667h; Green chemistry;

DOI:10.1055/s-0034-1378867

Reference yield:

methanesulfonic acid (75-75-2,98527-29-8) + N-(4-acetylphenylazo)piperidine (87261-60-7) → 4-acetylphenyl mesylate (69497-83-2) + 1-(4-fluorophenyl)ethanone (403-42-9) + para-chloroacetophenone (99-91-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In various solvent(s); for 0.5h; Mechanism; Heating; CsF;

DOI:10.1021/jo00302a018

Reference yield:

C10H14O3S (1062267-15-5) → 4-acetylphenyl mesylate (69497-83-2) + C10H14O4S

Guidance literature:

With ammonium cerium (IV) nitrate; (1,4,7-trimethyl-1,4,7-triazacyclononane)ruthenium-(III) trichloride; silver perchlorate; In water; tert-butyl alcohol; at 20 ℃; for 4h; Reagent/catalyst;

DOI:10.1021/acs.orglett.5b03047

upstream raw materials:

methanesulfonic acid

N-(4-acetylphenylazo)piperidine

methanesulfonyl chloride

4-Hydroxyacetophenone

Downstream raw materials:

biphenyl-4-acetaldehyde

4,4'-diacetylbiphenyl

acetophenone

1-[4-(phenylthio)phenyl]ethan-1-one

Refernces

• 1、 El-Hussieny, Marwa,El-Sayed, Naglaa F.,Fouad, Marwa A.,Ewies, Ewies F.. "Synthesis, biological evaluation and molecular docking of new sulfonamide-based indolinone derivatives as multitargeted kinase inhibitors against leukemia". . . Retrieved 2021/10/20.
• 2、 Lei, Xiangyang,Jalla, Anusha,Abou Shama, Mhd A.,Stafford, Jamie M.,Cao, Billy. "Chromatography-Free and Eco-Friendly Synthesis of Aryl Tosylates and Mesylates". supporting information. p. 2578 - 2585. Retrieved 2015/09/01.