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5535-48-8 molecular structure
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(ethenesulfonyl)benzene

ChemBase ID: 70033
Molecular Formular: C8H8O2S
Molecular Mass: 168.21292
Monoisotopic Mass: 168.0245005
SMILES and InChIs

SMILES:
S(=O)(=O)(C=C)c1ccccc1
Canonical SMILES:
C=CS(=O)(=O)c1ccccc1
InChI:
InChI=1S/C8H8O2S/c1-2-11(9,10)8-6-4-3-5-7-8/h2-7H,1H2
InChIKey:
UJTPZISIAWDGFF-UHFFFAOYSA-N

Cite this record

CBID:70033 http://www.chembase.cn/molecule-70033.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(ethenesulfonyl)benzene
IUPAC Traditional name
(ethenesulfonyl)benzene
Synonyms
Phenyl vinyl sulfone
(ethenesulfonyl)benzene
Phenyl vinyl sulfone
苯基乙烯基砜
CAS Number
5535-48-8
EC Number
226-890-2
MDL Number
MFCD00007554
Beilstein Number
1906894
PubChem SID
24854323
24887440
24887439
162035758
PubChem CID
79664

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 1.5459023  LogD (pH = 7.4) 1.5459023 
Log P 1.5459023  Molar Refractivity 43.5982 cm3
Polarizability 17.903816 Å3 Polar Surface Area 34.14 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Melting Point
67-69 °C(lit.) expand Show data source
67-71°C expand Show data source
68 - 70°C expand Show data source
68-70 °C expand Show data source
Hydrophobicity(logP)
0.746 expand Show data source
Storage Warning
IRRITANT expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
22-37/38-41-43 expand Show data source
36/37/38-43 expand Show data source
Safety Statements
24-26-37 expand Show data source
26-36/37/39 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
GHS Pictograms
GHS05 expand Show data source
GHS07 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H302-H315-H317-H318-H335 expand Show data source
H315-H319-H317-H335 expand Show data source
GHS Precautionary statements
P261-P280-P305 + P351 + P338 expand Show data source
P280G-P262-P305+P351+P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Faceshields, Gloves expand Show data source
Gene Information
human ... LOC129293(129293) expand Show data source
Purity
≥98.0% (GC) expand Show data source
≥99.0% (GC) expand Show data source
95% expand Show data source
95+% expand Show data source
97% expand Show data source
98% expand Show data source
99% expand Show data source
99+% expand Show data source
Grade
puriss. expand Show data source
purum expand Show data source
Ignition Residue
≤0.2% expand Show data source
Linear Formula
C6H5SO2CH=CH2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 241717 external link
Packaging
1, 5 g in glass bottle
Application
Common reagent used in a variety of cycloaddition reactions to form cyclopropanes,1 cyclohexenes,2,3 and cyclooctadienes.4
Sigma Aldrich - 79293 external link
Other Notes
Dienophile; adducts can conveniently be transformed into alkanes or ketones (equivalent of ethylene or ketene), review1

REFERENCES

REFERENCES

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  • • Reactive dienophile. Can function as an acetylene equivalent if benzenesulfinic acid is eliminated thermally from the Diels-Alder adduct to form an olefinic double bond: J. Am. Chem. Soc., 100, 1597 (1978).
  • • Can also behave as an activated form of ethylene if the sulfone group is cleaved from the adduct, e.g. with Na amalgam, with the possibility of prior alkylation of the adduct: J. Org. Chem., 48, 4976 (1983):
  • • For addition to 1-Methoxy-3-trimethylsiloxy-1,3-butadiene, L06100, see: J. Org. Chem., 48, 4986 (1983). Addition to steroids with a cyclopentadienoid D-ring, followed by cleavage of the resulting alkene, gives the diformyl derivatives, useful for further functionalization: J. Chem. Soc., Perkin 1, 241 (1990).
  • • Undergoes the Baylis-Hillman reaction (addition to aldehydes in the presence of 1,4-Diazabicyclo[2.2.2]octane, A14003): Tetrahedron, 44, 6095 (1988).
  • • For use in a 1,3-dipolar cycloaddition reaction, see 3-Hydroxypyridine, A13910.
  • • See also Divinyl sulfone, L12827.
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PATENTS

PATENTS

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INTERNET

INTERNET

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