[(E)-2-(benzenesulfonyl)ethenesulfonyl]benzene

• ChemBase ID: 148385
• Molecular Formular: C14H12O4S2
• Molecular Mass: 308.37268
• Monoisotopic Mass: 308.01770086
• SMILES: c1ccc(cc1)S(=O)(=O)/C=C/S(=O)(=O)c1ccccc1
• Canonical SMILES: O=S(=O)(c1ccccc1)/C=C/S(=O)(=O)c1ccccc1
• InChI: InChI=1S/C14H12O4S2/c15-19(16,13-7-3-1-4-8-13)11-12-20(17,18)14-9-5-2-6-10-14/h1-12H/b12-11+
• InChIKey: YGBXMKGCEHIWMO-VAWYXSNFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(E)-2-(benzenesulfonyl)ethenesulfonyl]benzene
• IUPAC Traditional name: [(E)-2-(benzenesulfonyl)ethenesulfonyl]benzene
• Synonyms: trans-1,2-Bis(phenylsulfonyl)ethylene; 反式-1,2-双(苯基磺酰基)乙烯

Database IDs

• CAS Number: 963-16-6
• MDL Number: MFCD00066528
• Beilstein Number: 2334889
• PubChem SID: 24860060; 162242561; 24849141
• PubChem CID: 5367099

CALCULATED PROPERTIES

• Acid pKa: 15.380884
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.9849956
• LogD (pH = 7.4): 1.9849956
• Log P: 1.9849956
• Molar Refractivity: 77.2206 cm^3
• Polarizability: 31.649635 Å^3
• Polar Surface Area: 68.28 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~220 °C; 221-223 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (HPLC); 98%
• Grade: purum
• Linear Formula: C6H5SO2CH=CHSO2C6H5

DETAILS

Sigma Aldrich - 334162

Packaging
1, 5 g in glass bottle

Sigma Aldrich - 15154

Other Notes
Reactive dienophile, a convenient equivalent of acetylene in Diels-Alder reactions; it is more sterically demanding than the cis-isomer (15152)1,2,3; Review4