1,4-cyclohexanedimethanol
Structural formula | ||||||||||
---|---|---|---|---|---|---|---|---|---|---|
Mixture of cis and trans isomers - structural formula without stereochemistry | ||||||||||
General | ||||||||||
Surname | 1,4-cyclohexanedimethanol | |||||||||
other names |
|
|||||||||
Molecular formula | C 8 H 16 O 2 | |||||||||
Brief description |
colorless solid with a sweetish odor |
|||||||||
External identifiers / databases | ||||||||||
|
||||||||||
properties | ||||||||||
Molar mass | 144.21 g mol −1 | |||||||||
Physical state |
firmly |
|||||||||
density |
1.04 g cm −3 |
|||||||||
Melting point |
41 ° C |
|||||||||
boiling point |
286 ° C |
|||||||||
Vapor pressure |
<0.13 h Pa (30 ° C) |
|||||||||
solubility |
(slightly) soluble in water (34–143 g · l −1 at 25 ° C) |
|||||||||
safety instructions | ||||||||||
|
||||||||||
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
1,4-Cyclohexanedimethanol (CHDM) is one of the organic compounds from the class of diols . There are two isomeric forms, the cis and the trans isomer.
Manufacturing
1,4-Cyclohexanedimethanol is obtained from dimethyl terephthalate by hydrogenation . The reaction proceeds in two steps, starting with the conversion of dimethyl terephthalate to 1,4-dimethylhexahydroterephthalate (DMHT). In the second step, DMHT is further hydrogenated to CHDM. The cis / trans ratio of CHDM differs depending on the catalyst, from 80:20 for the Cu 4 Ru 12 catalyst, 65:35 for the Ru - Pt catalyst and 88:12 for the Ru - Sn catalyst.
- C 6 H 4 (CO 2 CH 3 ) 2 + 3 H 2 → C 6 H 10 (CO 2 CH 3 ) 2
- C 6 H 10 (CO 2 CH 3 ) 2 + 4 H 2 → C 6 H 10 (CH 2 OH) 2 + 2 CH 3 OH
use
1,4-Cyclohexanedimethanol is a basic material for the industrial production of polyurethanes and polyesters , such as. B. Polycyclohexylenedimethylene terephthalate (PCT).
Individual evidence
- ↑ a b c d e f g Entry on cyclohex-1,4-ylenedimethanol in the GESTIS substance database of the IFA , accessed on January 16, 2014(JavaScript required) .
- ↑ MSDS Eastman
- ↑ JM Thomas; R. Raja: The materials Chemistry of Inorganic Catalyst . In: Australian journal of Chemistry . 54, 2002, pp. 551-560. doi : 10.1071 / CH01150 .