alpha-Tosylpropiophenone

Base Information

• Chemical Name: alpha-Tosylpropiophenone
• CAS No.: 14195-15-4
• Molecular Formula: C16H16 O3 S
• Molecular Weight: 288.367
• NSC Number: 137964
• Nikkaji Number: J754.759E
• Mol file: 14195-15-4.mol

Synonyms:14195-15-4;1-Propanone,2-[(4-methylphenyl)sulfonyl]-1-phenyl-;alpha-Tosylpropiophenone;NSC137964;2-(4-methylphenyl)sulfonyl-1-phenylpropan-1-one;SCHEMBL9626823;STK208414;AKOS005416394;NSC-137964;SR-01000283879;2-[(4-methylphenyl)sulfonyl]-1-phenylpropan-1-one;SR-01000283879-1

Chemical Property of alpha-Tosylpropiophenone

Chemical Property:

• Vapor Pressure: 2.31E-09mmHg at 25°C
• Boiling Point: 479.7°Cat760mmHg
• Flash Point: 300.4°C
• Density: 1.2g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 288.08201554
• Heavy Atom Count: 20
• Complexity: 421

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)C(C)C(=O)C2=CC=CC=C2

Technology Process of alpha-Tosylpropiophenone

There total 31 articles about alpha-Tosylpropiophenone 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%

2,2-dibromo-1-phenylpropan-1-one (2114-03-6) → α-(p-methylbenzenesulfonyl)propiophenone (14195-15-4)

Guidance literature:

With sodium 4-methylbenzenesulfinate; In methanol; at 50 ℃; for 12h; Schlenk technique; Inert atmosphere;

Reference yield: 97.0%

2-bromo-1-phenyl-1-propanone (2114-00-3) + sodium 4-methylbenzenesulfinate (824-79-3) → α-(p-methylbenzenesulfonyl)propiophenone (14195-15-4)

Guidance literature:

In tetrahydrofuran; dimethyl sulfoxide; at 20 ℃; for 0.833333h; Solvent; Green chemistry;

DOI:10.1016/j.tet.2019.05.010

Reference yield: 95.0%

(Z)-1-phenylprop-1-en-1-yl 4-methylbenzenesulfonate (1430119-54-2) → α-(p-methylbenzenesulfonyl)propiophenone (14195-15-4)

Guidance literature:

With eosin B disodium salt; In dimethyl sulfoxide; at 20 ℃; for 1h; Reagent/catalyst; Inert atmosphere; Irradiation; Green chemistry;

DOI:10.1039/c7gc01467h

upstream raw materials:

1-phenyl-2-p-tosylpropan-1-ol

2-bromo-1-phenyl-1-propanone

sodium 4-methylbenzenesulfinate

α-nitroisopropyl p-tolyl sulfone

Downstream raw materials:

1-methyl-4-(octan-2-ylsulfonyl)benzene

(R)-1-(sec-butylsulfonyl)-4-methylbenzene

1-(sec-butylsulfonyl)-4-methylbenzene

1-phenyl-2-(p-toluenesulfonyl)-2-propen-1-one

Refernces

• 1、 Yadav, Vinod K.,Srivastava, Vishnu P.,Yadav, Lal Dhar S.. "Iron-Catalyzed Oxidative Sulfonylation of Enol Acetates: An Environmentally Benign Approach to β-Keto Sulfones". . p. 427 - 431. Retrieved 2016.
• 2、 -. "Method for synthesizing beta-ketosulfone derivative under mild condition and obtained beta-ketosulfone derivative". Paragraph 0067-0070. . Retrieved 2021/08/28.
• 3、 Muneeswara, Madithedu,Sundaravelu, Nallappan,Sekar, Govindasamy. "NBS-mediated synthesis of β-keto sulfones from benzyl alcohols and sodium arenesulfinates". supporting information. p. 3479 - 3484. Retrieved 2019/05/21.