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Organic compound, C₆H₄(CH=CH₂)₂ From Wikipedia, the free encyclopedia
Divinylbenzene (DVB) is an organic compound with the chemical formula C6H4(CH=CH2)2 and structure H2C=CH−C6H4−HC=CH2 (a benzene ring with two vinyl groups as substituents). It is related to styrene (vinylbenzene, C6H5−CH=CH2) by the addition of a second vinyl group.[2] It is a colorless liquid manufactured by the thermal dehydrogenation of isomeric diethylbenzenes. Under synthesis conditions, o-divinylbenzene converts to naphthalene and thus is not a component of the usual mixtures of DVB.[3]
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Names | |||
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Other names
Diethylene benzene, DVB, Vinylstyrene | |||
Identifiers | |||
3D model (JSmol) |
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ChemSpider | |||
ECHA InfoCard | 100.013.932 | ||
EC Number |
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PubChem CID |
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RTECS number |
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UNII |
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UN number | 3252 3254 (stabilized chemical) | ||
CompTox Dashboard (EPA) |
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Properties | |||
C10H10 | |||
Molar mass | 130.190 g·mol−1 | ||
Appearance | pale, straw-colored liquid[1] | ||
Density | 0.914 g/mL | ||
Melting point | −66.9 to −52 °C (−88.4 to −61.6 °F; 206.2 to 221.2 K) | ||
Boiling point | 195 °C (383 °F; 468 K) | ||
0.005% (20°C)[1] | |||
Solubility in other solvents | Soluble in ethanol and ether | ||
Vapor pressure | 0.7 mmHg (20°C)[1] | ||
Hazards | |||
Flash point | 76 °C (169 °F; 349 K) | ||
Explosive limits | 1.1%-6.2%[1] | ||
NIOSH (US health exposure limits): | |||
PEL (Permissible) |
none[1] | ||
REL (Recommended) |
TWA 10 ppm (50 mg/m3)[1] | ||
IDLH (Immediate danger) |
N.D.[1] | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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It is produced by dehydrogenation of diethylbenzene:
Divinylbenzene is usually encountered as a 2:1 mixture of m- and p-divinylbenzene, containing also the corresponding isomers of ethylvinylbenzene.
Styrene and divinylbenzene react to form the copolymer styrene-divinylbenzene, S-DVB or Sty-DVB. The resulting cross-linked polymer is mainly used for the production of ion exchange resin and Merrifield resins for peptide synthesis.[3]
These compounds are systematically called diethenylbenzene, although this nomenclature is rarely encountered.