Cyclohexene
Structural formula | |||||||||||||||||||
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General | |||||||||||||||||||
Surname | Cyclohexene | ||||||||||||||||||
other names |
1,2,3,4-tetrahydrobenzene |
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Molecular formula | C 6 H 10 | ||||||||||||||||||
Brief description |
colorless liquid with a phenolic odor |
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External identifiers / databases | |||||||||||||||||||
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properties | |||||||||||||||||||
Molar mass | 82.15 g · mol -1 | ||||||||||||||||||
Physical state |
liquid |
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density |
0.81 g cm −3 |
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Melting point |
−104 ° C |
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boiling point |
83 ° C |
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Vapor pressure |
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solubility |
practically insoluble in water (0.21 g l −1 at 20 ° C) |
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Refractive index |
1.446 (20 ° C) |
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safety instructions | |||||||||||||||||||
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MAK |
Switzerland: 300 ml m −3 or 1015 mg m −3 |
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C |
Cyclohexene (1,2,3,4-tetrahydrobenzene) is a colorless liquid with the empirical formula C 6 H 10 . It belongs to the cycloalkenes (cyclic hydrocarbons with at least one double bond ).
presentation
Starting from cyclohexanol , cyclohexene can be prepared by acid -catalyzed elimination :
It is a 1,2-elimination according to the mechanism of an E1 reaction.
properties
The colorless liquid has a characteristic phenol-like smell, at low concentrations in the ambient air it has a natural gas smell. With a density of 0.81 g · cm −3 , it is lighter than water. The vapors are much heavier than air.
Safety-related parameters
Cyclohexene forms highly flammable vapor-air mixtures. The compound has a flash point of −17 ° C. The explosion range is between 1.09% by volume (37 g / m 3 ) as the lower explosion limit (LEL) and 7.7% by volume as the upper explosion limit (UEL). This results in an upper explosion point of −18 ° C. The limit gap width was determined to be 0.85 mm. This results in an assignment to explosion group IIB. The ignition temperature is 265 ° C. The substance therefore falls into temperature class T3.
use
Cyclohexene is used to synthesize adipic acid and maleic acid , and some derivatives are used to make drugs . Cyclohexene is also a good solvent in the chemical industry and for adhesives .
safety instructions
Cyclohexene is harmful to health. Cyclohexene is slightly hazardous to water (WGK 1).
Individual evidence
- ↑ a b c d e f g h i j k l m n o p q r s Entry on cyclohexene in the GESTIS substance database of the IFA , accessed on April 24, 2018(JavaScript required) .
- ↑ Cyclohexene data sheet from Sigma-Aldrich , accessed on November 7, 2016 ( PDF ).
- ↑ Swiss Accident Insurance Fund (Suva): Limit values - current MAK and BAT values (search for 110-83-8 or cyclohexene ), accessed on November 2, 2015.
- ↑ a b c E. Brandes, W. Möller: Safety-related parameters. Volume 1: Flammable Liquids and Gases. Wirtschaftsverlag NW - Verlag für neue Wissenschaft, Bremerhaven 2003.