Styryl(4-chlorophenyl) sulfone

Base Information

• Chemical Name: Styryl(4-chlorophenyl) sulfone
• CAS No.: 16215-12-6
• Molecular Formula: C₁₄H₁₁ClO₂S
• Molecular Weight: 278.759
• DSSTox Substance ID: DTXSID801226730
• Nikkaji Number: J1.029.092I,J1.097.337F
• Mol file: 16215-12-6.mol

Synonyms:Styryl(4-chlorophenyl) sulfone;1-chloro-4-[(E)-2-phenylethenyl]sulfonylbenzene;SCHEMBL7896096;DTXSID801226730;p-chlorophenyl trans-styryl sulphone;4-Chlorophenyl[(E)-styryl] sulfone;4-chlorophenyl 2-phenylvinyl sulfone;STK265920;AKOS003239360;AK-918/43220140;1-chloro-4-{[(E)-2-phenylethenyl]sulfonyl}benzene;1-Chloro-4-[[(1E)-2-phenylethenyl]sulfonyl]benzene;16215-12-6

Chemical Property of Styryl(4-chlorophenyl) sulfone

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 278.0168285
• Heavy Atom Count: 18
• Complexity: 369

Purity/Quality:

1-CHLORO-4-[(E)-2-PHENYLETHENYL]SULFONYLBENZENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CS(=O)(=O)C2=CC=C(C=C2)Cl
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/S(=O)(=O)C2=CC=C(C=C2)Cl

Technology Process of Styryl(4-chlorophenyl) sulfone

There total 47 articles about Styryl(4-chlorophenyl) sulfone 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: 95.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 4-chloro-N'-((4-chlorophenyl)sulfonyl)benzenesulfonohydrazide (91962-00-4) → (E)-1-chloro-4-(styrylsulfonyl)benzene (16215-12-6)

Guidance literature:

With N-iodo-succinimide; triethylamine; In tetrahydrofuran; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.tet.2020.131019

Reference yield: 95.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + sodium p-chlorobenzenesulphinate (14752-66-0) → (E)-1-chloro-4-(styrylsulfonyl)benzene (16215-12-6)

Guidance literature:

With iodine; In water; at 20 ℃; for 2h; Schlenk technique; Green chemistry;

DOI:10.1039/c5ra02927a

Reference yield: 91.0%

[(E)-2-bromoethenyl]benzene (588-72-7,1340-14-3) + sodium p-chlorobenzenesulphinate (14752-66-0) → (E)-1-chloro-4-(styrylsulfonyl)benzene (16215-12-6)

Guidance literature:

With hydrogenchloride; tetrabutylammomium bromide; In water; at 100 ℃; for 10h;

DOI:10.1002/ejoc.201301101

upstream raw materials:

benzaldehyde

diethyl<<(p-chlorophenyl)sulfonyl>methyl>phosphonate

styrene

4-chlorobenzenesulfonyl chloride

Downstream raw materials:

methyl 4-(4-chlorophenylsulfonyl)-3-phenylbutyrate

p-chlorophenyl 2-phenylhexyl sulfone

Refernces

• 1、 An, Seunghwan,Lee, Sunwoo,Song, Kwang Ho. "Vinyl sulfone synthesisviacopper-catalyzed three-component decarboxylative addition". supporting information. p. 7827 - 7831. Retrieved 2021/09/28.
• 2、 Wang, Pei-Long,Gao, Hui,Jiang, Zhi-Sheng,Li, Chao,Tian, Zhi-Ao,Li, Pin-Hua. "Electrochemical Synthesis of Vinyl Sulfones by Sulfonylation of Styrenes with a Catalytic Amount of Potassium Iodide". supporting information. p. 1720 - 1724. Retrieved 2020/09/21.