1,4-cyclohexanedione

Structural formula
General
Surname	1,4-cyclohexanedione
other names	Cyclohexane-1,4-dione
Molecular formula	C 6 H 8 O 2
Brief description	light yellow odorless solid
External identifiers / databases
CAS number 637-88-7 ECHA InfoCard 100.010.279 PubChem 12511 ChemSpider 11995 Wikidata Q2806566
properties
Molar mass	112.13 g mol −1
Physical state	firmly
Melting point	77-78 ° C
boiling point	132 ° C (20 mmHg )
solubility	soluble in water, methanol and ethanol
safety instructions
GHS labeling of hazardous substances no GHS pictograms H and P phrases H: no H-phrases P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

1,4-Cyclohexanedione is a chemical compound from the group of cyclanhexanedione .

Occurrence

1,4-Cyclohexanedione is found in tobacco smoke .

Extraction and presentation

1,4-Cyclohexanedione can be prepared in two steps from diesters of succinic acid. For example, the diethyl ester condenses under basic conditions to give 2,5-dicarbethoxy-1,4-cyclohexanedione. This intermediate can be hydrolyzed and decarboxylated to give the desired dione.

properties

1,4-Cyclohexanedione is a light yellow, odorless solid that is soluble in water, methanol and ethanol. It decomposes at temperatures above 190 ° C.

use

1,4-Cyclohexanedione is used in the manufacture of 1,4-benzoquinone and organic bromine. It plays an important role in the synthesis of drugs and other chemical compounds.

Individual evidence

1. ↑ ^{a b c d e f g h i} data sheet 1,4-Cyclohexanedione, 98% from AlfaAesar, accessed on April 20, 2019 ( PDF )(JavaScript required) .
2. ↑ Alan Rodgman, Thomas A. Perfetti: The Chemical Components of Tobacco and Tobacco Smoke, Second Edition . CRC Press, 2013, ISBN 978-1-4665-1548-2 , pp. 1799 ( limited preview in Google Book Search).
3. ↑ unknown: 1,4-CYCLOHEXANEDIONE. In: Organic Syntheses. 45, 1965, p. 25, doi : 10.15227 / orgsyn.045.0025 .