p-Nitrophenylthioacetophenone

Base Information

• Chemical Name: p-Nitrophenylthioacetophenone
• CAS No.: 33046-48-9
• Molecular Formula: C14H11NO3S
• Molecular Weight: 273.312
• Hs Code.: 2930909090
• European Community (EC) Number: 664-926-2
• NSC Number: 103612
• DSSTox Substance ID: DTXSID70186704
• Nikkaji Number: J55.050G
• Wikidata: Q83058074
• ChEMBL ID: CHEMBL1890683
• Mol file: 33046-48-9.mol

Synonyms:p-Nitrophenylthioacetophenone;33046-48-9;ACETOPHENONE, 2-((p-NITROPHENYL)THIO)-;NSC 103612;BRN 2283563;MLS002703777;Acetophenone, 2-[(p-nitrophenyl)thio]-;Ethanone, 2-((4-nitrophenyl)thio)-1-phenyl-;Ethanone, 2-[(4-nitrophenyl)thio]-1-phenyl-;3-08-00-00348 (Beilstein Handbook Reference);NSC103612;WLN: WNR DS1VR;NCIOpen2_007088;SCHEMBL9787226;CHEMBL1890683;DTXSID70186704;alpha-(4-Nitrophenylthio)acetophenone;AKOS005907773;NSC-103612;SMR001570492;2-[(4-nitrophenyl)thio]-1-phenylethanone

Chemical Property of p-Nitrophenylthioacetophenone

Chemical Property:

• Vapor Pressure: 2.79E-08mmHg at 25°C
• Melting Point: 139 °C(Solv: acetone (67-64-1); water (7732-18-5))
• Boiling Point: 449.8°Cat760mmHg
• Flash Point: 225.8°C
• PSA: 88.19000
• Density: 1.32g/cm³
• LogP: 4.09300
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 273.04596439
• Heavy Atom Count: 19
• Complexity: 315

Purity/Quality:

97% ^*data from raw suppliers

2-(4-NITROPHENYLTHIO)ACETOPHENONE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)CSC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of p-Nitrophenylthioacetophenone

There total 11 articles about p-Nitrophenylthioacetophenone 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%

α-bromoacetophenone (70-11-1) + para-nitrobenzenethiol (1849-36-1) → 2-[(4-nitrophenyl)sulfanyl]-1-phenylethanone (33046-48-9)

Guidance literature:

With sodium ethanolate; In ethanol; for 0.166667h; Reflux; Inert atmosphere;

DOI:10.1002/hlca.200900393

Reference yield: 92.0%

2-(dimethyl(oxo)-λ6-sulfaneylidene)-1-phenylethan-1-one (20718-17-6) + para-nitrobenzenethiol (1849-36-1) → 2-[(4-nitrophenyl)sulfanyl]-1-phenylethanone (33046-48-9)

Guidance literature:

In acetonitrile; at 25 ℃; for 24h; chemoselective reaction;

DOI:10.1021/acs.orglett.6b01470

Reference yield: 92.0%

di(p-nitrophenyl) disulfide (100-32-3) + α-bromoacetophenone (70-11-1) → 2-[(4-nitrophenyl)sulfanyl]-1-phenylethanone (33046-48-9)

Guidance literature:

With water; rongalite; potassium carbonate; In N,N-dimethyl-formamide; for 0.25h;

DOI:10.1055/s-2006-950363

upstream raw materials:

1-chloroacetophenone

4-nitrophenol sodium salt

sodium 4-nitrobenzenethiolate

4-nitrobenzenesulfenyl chloride

Downstream raw materials:

(E)-1-((2-chloro-2-phenylvinyl)sulfonyl)-4-nitrobenzene

Benzoyl-(4-nitro-phenylsulfonyl)-diazomethan

Benzoyl-(4-nitro-phenylsulfonyl)-(triphenylphosphoranyliden-hydrazono)-methan

3-ethoxy-2-[(4-nitrophenyl)sulfanyl]-1-phenylprop-2-en-1-one

Refernces

• 1、 Dias, Rafael M. P.,Burtoloso, Antonio C. B.. "Catalyst-Free Insertion of Sulfoxonium Ylides into Aryl Thiols. A Direct Preparation of β-Keto Thioethers". supporting information. p. 3034 - 3037. Retrieved 2016/07/06.
• 2、 Tang, Ri-Yuan,Zhong, Ping,Lin, Qiu-Lian. "Sulfite-promoted one-pot synthesis of sulfides by reaction of aryl disulfides with alkyl halides". . p. 85 - 91. Retrieved 2007/12/31.