[2-(Benzenesulfonyl)cyclopropyl]benzene

Base Information

• Chemical Name: [2-(Benzenesulfonyl)cyclopropyl]benzene
• CAS No.: 66826-89-9
• Molecular Formula: C₁₅H₁₄O₂S
• Molecular Weight: 258.341
• NSC Number: 140306,140169
• DSSTox Substance ID: DTXSID00985383
• Nikkaji Number: J497.615K
• Mol file: 66826-89-9.mol

Synonyms:66826-89-9;[2-(benzenesulfonyl)cyclopropyl]benzene;89654-30-8;Benzene, cis-;NSC140169;DTXSID00985383;NSC140306;NSC-140169;NSC-140306

Chemical Property of [2-(Benzenesulfonyl)cyclopropyl]benzene

Chemical Property:

• Vapor Pressure: 7.59E-08mmHg at 25°C
• Boiling Point: 449.5°C at 760 mmHg
• Flash Point: 282.7°C
• Density: 1.262g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 258.07145086
• Heavy Atom Count: 18
• Complexity: 370

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C1S(=O)(=O)C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of [2-(Benzenesulfonyl)cyclopropyl]benzene

There total 23 articles about [2-(Benzenesulfonyl)cyclopropyl]benzene 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: 93.0%

cis-1-[2-phenyl-1-(phenylsulfonyl)cyclopropyl]-1-ethanone → ((1R*,2S*)-2-phenylcyclopropylsulfonyl)benzene (21309-15-9,66826-89-9,89654-30-8)

Guidance literature:

With dimethylsulfoxonium methylide; In dimethyl sulfoxide; at 20 - 96 ℃;

DOI:10.1039/b906695k

Reference yield: 84.0%

3-chloro-3-phenyl-propyl phenyl sulfone (1228297-54-8) → trans-2-phenyl-phenylsulfonyl cyclopropane (21309-15-9,66826-89-9,89654-30-8)

Guidance literature:

3-chloro-3-phenyl-propyl phenyl sulfone; With potassium tert-butylate; In tetrahydrofuran; at -30 ℃; for 0.333333h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran;

DOI:10.1016/j.tet.2010.02.006

Reference yield: 77.0%

phenyl styryl sulfone (16212-06-9) + trimethylsulfoxonium iodide (1774-47-6) → trans-2-phenyl-phenylsulfonyl cyclopropane (21309-15-9,66826-89-9,89654-30-8)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane;

DOI:10.1080/10426509908031621

upstream raw materials:

phenyl styryl sulfone

trimethylsulphonium iodide

trimethylsulphonium bromide

phenyl (Z)-β-styryl sulphone

Refernces

• 1、 Alberti, Guido,Bernard, Angela M.,Floris, Costantino,Frongia, Angelo,Piras, Pier P.,Secci, Francesco,Spiga, Marco. "Easy access to trans-2,3-disubstituted cyclobutanones, 2,4,5-trisubstituted 3,6-dihydro-2H-pyrans and cis-substituted phenylcyclopropylsulfones by using the highly versatile 1-phenylsulfenyl- or 1-phenylsulfonyl-cyclopropylketones". scheme or table. p. 3512 - 3519. Retrieved 2010/01/05.
• 2、 Padmaja,Ramachandra Reddy,Subba Reddy,Bhaskar Reddy. "Phase transfer catalyzed cyclopropanation of trans-styryl aryl sulfones with dimethyl sulfoxonium methylide". . p. 91 - 98. Retrieved 2007/10/03.