1,3-cyclohexanedione
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| General | ||||||||||||||||
| Surname | 1,3-cyclohexanedione | |||||||||||||||
| other names |
Dihydroresorcinol |
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| Molecular formula | C 6 H 8 O 2 | |||||||||||||||
| Brief description |
light brown solid |
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| properties | ||||||||||||||||
| Molar mass | 112.13 g mol −1 | |||||||||||||||
| Physical state |
firmly |
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| density |
1.100 g cm −3 |
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| Melting point |
101-105 ° C |
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| solubility |
soluble in water (155 g l −1 at 20 ° C) |
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| As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . | ||||||||||||||||
1,3-cyclohexanedione is a chemical compound from the group of cyclohexane derivatives and ketones .
Extraction and presentation
1,3-Cyclohexanedione can be obtained by reducing resorcinol with hydrogen in sodium hydroxide solution under high pressure in the presence of nickel as a catalyst . It is also possible to reduce resorcinol using sodium amalgam .
properties
1,3-Cyclohexanedione is a light brown solid that is soluble in water. The compound forms chains or rings in solid form, with one of the two keto groups (–C = O ) rearranged with an adjacent hydrogen atom to form an enol (= C – OH) and hydrogen bonds can thus be formed.
use
1,3-Cyclohexanedione is used for the production of mono- and bis-silyl enol ethers. It reacts with primary amines to β-Aminoenonen, to the m -aminophenols by oxidation with acetate mercury (II) , Hg (OAc) 2 , flavored can be.
Individual evidence
- ↑ a b c d e f g h i data sheet 1,3-cyclohexanedione, 97 +%, may cont. up to 1% NaCl at AlfaAesar, accessed on September 12, 2013 ( PDF )(JavaScript required) .
- ↑ RB Thompson: Dihydroresorcinol In: Organic Syntheses . 27, 1947, p. 21, doi : 10.15227 / orgsyn.027.0021 ; Coll. Vol. 3, 1955, p. 278 ( PDF ).
- ^ Robert Baldwin, David James Baker: Peptide Solvation and H-bonds . Academic Press, 2006, ISBN 0-08-046356-8 , pp. 235 ( limited preview in Google Book Search).