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3406-02-8,MFCD00007553
Catalog No.:AA003O94

3406-02-8 | Bis(phenylsulfonyl)methane

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Purity
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1g
98%
in stock  
$24.00   $17.00
- +
5g
96%
in stock  
$80.00   $56.00
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25g
96%
in stock  
$219.00   $153.00
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100g
96%
in stock  
$658.00   $460.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003O94
Chemical Name:
Bis(phenylsulfonyl)methane
CAS Number:
3406-02-8
Molecular Formula:
C13H12O4S2
Molecular Weight:
296.3620
MDL Number:
MFCD00007553
SMILES:
O=S(=O)(c1ccccc1)CS(=O)(=O)c1ccccc1
NSC Number:
47076
Properties
Properties
 
BP:
552.8°C at 760 mmHg  
Form:
Solid  
MP:
119-121 °C(lit.);  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
424  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
4  
Rotatable Bond Count:
4  
XLogP3:
2.2  

Downstream Synthesis Route

[1]Synlett,2013,vol.24,p.1533-1540

[2]SyntheticCommunications,1987,vol.17,p.55-70

[3]Chemistry-AEuropeanJournal,2018,vol.24,p.9066-9074

[4]AngewandteChemie-InternationalEdition,2019,vol.58,p.15111-15119    Angew.Chem.,2019,vol.131,p.15255-15263,9

[5]ChemicalandPharmaceuticalBulletin,2013,vol.61,p.460-463

[6]Chemistry-AEuropeanJournal,2009,vol.15,p.3204-3220

[7]OrganicLetters,2017,vol.19,p.2346-2349

[8]BulletindelaSocieteChimiquedeFrance,1988,p.989-994

[9]JournaloftheAmericanChemicalSociety,1930,vol.52,p.2060,2067

[10]JournaloftheAmericanChemicalSociety,1935,vol.57,p.217,222

[11]JustusLiebigsAnnalenderChemie,1889,vol.253,p.155

[12]MonatsheftefurChemie,1972,vol.103,p.1262-1270

[13]JournalofPharmaceuticalSciences,1965,vol.54,p.576-580

[14]JournalofOrganicChemistryUSSR(EnglishTranslation),1982,vol.18,p.468-470    ZhurnalOrganicheskoiKhimii,1982,vol.18,p.535-537

[15]JournaloftheChemicalSociety.Chemicalcommunications,1987,p.406-407

[16]AngewandteChemie-InternationalEdition,2011,vol.50,p.2588-2592

[17]JournaloftheAmericanChemicalSociety,2012,vol.134,p.5048-5051

[1]Rao,Y.Koteswar;Nagarajan,M.[IndianJournalofChemistry-SectionBOrganicandMedicinalChemistry,1986,vol.25,p.735-737]

[2]Ortica;Pohlers;Coenjarts;Bejan;Cameron;Zampini;Haigh;Scaiano[OrganicLetters,2000,vol.2,#23,p.3591-3594]

[3]Zhang,Peng;Zeng,Jia;Pan,Ping;Zhang,Xue-Jing;Yan,Ming[OrganicLetters,2022,vol.24,#2,p.536-541]

[4]Cox,GeoffreyG.;Miller,DavidJ.;Moody,ChristopherJ.;Sie,Eric-RobertH.B.;Kulagowski,JanuszJ.[Tetrahedron,1994,vol.50,#10,p.3195-3212]

[5]Klages,F.;Bott,K.[ChemischeBerichte,1964,vol.97,p.735-740]Heyes,G.;Holt,G.[JournaloftheChemicalSociety.PerkintransactionsI,1973,p.189-193]

25796-77-4    3406-02-8   
4-(Bis-benzenesulfonyl-methylene)-4H-cyclopenta2,1-b;3,4-b'dithiophene 

[1]TetrahedronLetters,1994,vol.35,p.7589-7592

[1]Munoz,Ma.Paz;Mendez,Maria;Nevado,Cristina;Cardenas,DiegoJ.;Echavarren,AntonioM.[Synthesis,2003,#18,p.2898-2902]

[2]Nieto-Oberhuber,Cristina;Perez-Galan,Patricia;Herrero-Gomez,Elena;Lauterbach,Thorsten;Rodriguez,Cristina;Lopez,Salome;Bour,Christophe;Rosellon,Antonio;Cardenas,DiegoJ.;Echavarren,AntonioM.[JournaloftheAmericanChemicalSociety,2008,vol.130,#1,p.269-279]

[3]Benedetti,Fabio;Berti,Federico;Fabrissin,Silvio;Gianferrara,Teresa;Risaliti,Amerigo[JournalofOrganicChemistry,1991,vol.56,#11,p.3530-3537]

[4]Göker,Verena;Kohl,SimonRobert;Rominger,Frank;Meyer-Eppler,Georg;Volbach,Lucia;Schnakenburg,Gregor;Lützen,Arne;Hashmi,A.StephenK.[JournalofOrganometallicChemistry,2015,vol.795,p.45-52]

[5]Padwa,Albert;Meske,Michael;Murphree,S.Shaun;Watterson,ScottH.;Ni,Zhijie[JournaloftheAmericanChemicalSociety,1995,vol.117,#27,p.7071-7080]

[1]Dieskau,AndreP.;Holzwarth,MichaelS.;Plietker,Bernd[JournaloftheAmericanChemicalSociety,2012,vol.134,#11,p.5048-5051]

[2]Burgess,Kevin[JournalofOrganicChemistry,1987,vol.52,#10,p.2046-2051]

[3]Chandu,Palasetty;Ghosh,KrishnaGopal;Das,Debabrata;Sureshkumar,Devarajulu[Tetrahedron,2019,vol.75,#45]

Literature

Title: (2E,4E)-Ethyl 5-(phenyl-sulfon-yl)penta-2,4-dienoate.

Journal: Acta crystallographica. Section E, Structure reports online 20120401

Title: 1-[2,2-Bis(phenyl-sulfon-yl)ethen-yl]-4-meth-oxy-benzene.

Journal: Acta crystallographica. Section E, Structure reports online 20120201

Title: Enantioselective organocatalytic asymmetric allylic alkylation. Bis(phenylsulfonyl)methane addition to MBH carbonates.

Journal: Organic & biomolecular chemistry 20111207

Title: Desymmetrization of cyclohexadienones via asymmetric Michael reaction catalyzed by cinchonine-derived urea.

Journal: Organic letters 20111007

Title: Asymmetric allylic monofluoromethylation and methylation of Morita-Baylis-Hillman carbonates with FBSM and BSM by cooperative cinchona alkaloid/FeCl2 catalysis.

Journal: Angewandte Chemie (International ed. in English) 20111004

Title: Highly enantio- and diastereoselective synthesis of β-methyl-γ-monofluoromethyl-substituted alcohols.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20110711

Title: Synthesis and characterization of a tin(II) bis(phosphinoyl)methanediide complex: a stannavinylidene derivative.

Journal: Chemical communications (Cambridge, England) 20100321

Title: Palladium-catalyzed regioselective cyclopropanating allenylation of (2,3-butadienyl)malonates with propargylic carbonates and their application to synthesize cyclopentenones.

Journal: Organic letters 20090101

Title: Catalytic enantioselective Michael addition of 1-fluorobis(phenylsulfonyl)methane to alpha,beta-unsaturated ketones catalyzed by cinchona alkaloids.

Journal: Angewandte Chemie (International ed. in English) 20080101

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Synthesis of mono- and geminal dimetalated carbanions of bis(phenylsulfonyl)methane using alkali metal bases and structural comparisons with lithiated bis(phenylsulfonyl)imides.

Journal: Dalton transactions (Cambridge, England : 2003) 20050621

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