Nomenclature
CAS number: 110-83-8
1,2,3,4-Tetrahydrobenzene.
C
6H
10; mol wt 82.14.
C 87.73%, H 12.27%.
Description and references
Occurs in coal tar. Prepd by dehydration of
cyclohexanol at high temps over various catalysts. Lab prepn using
H2SO4 as dehydrating agent: Coleman, Johnstone, Org. Synth. 5, 33 (1925); Wagner, J. Chem. Educ. 10, 113 (1933);
by distn of cyclohexanol over silica gel or alumina: Hershberg, Ruhoff, Org. Synth. 17, 25 (1937).
Properties
Liquid. d420 0.8098; d50 0.7823; d100 0.7355. mp -103.5°. bp760 83°. nD20 1.4465; nD27 1.4428. Flammable. Absorption spectrum: Purvis, Proc. Cambridge
Philos. Soc. 23, 588 (1927); Chem. Zentralbl. 1927, II, 379; cf. Hartley, Dobbie, J. Chem. Soc. 77, 846 (1900).Caution
Potential symptoms of overexposure
are irritation of eyes, respiratory system and skin; drowsiness. See NIOSH Pocket Guide to Chemical
Hazards (DHHS/NIOSH 97-140, 1997) p 84.Use
Alkylation component. In the manuf of adipic acid,
maleic acid, hexahydrobenzoic acid and aldehyde. To prepare butadiene
in the laboratory. Has been suggested for the synthesis of maleic
acid and as stabilizer for high octane gasoline.