Names | |
---|---|
Preferred IUPAC name
Cyclohexane-1,3-dione | |
Other names
CHD, dihydroresorcinol
| |
Identifiers | |
3D model (
JSmol)
|
|
385888 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.007.255 |
EC Number |
|
200899 | |
KEGG | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C6H8O2 | |
Molar mass | 112.128 g·mol−1 |
Appearance | Colorless or white solid |
Density | 1.0861 g/cm3 |
Melting point | 105.5 °C (221.9 °F; 378.6 K) |
Acidity (pKa) | 5.20 (H2O) [1] |
Hazards | |
GHS labelling: | |
Danger | |
H302, H318, H412 | |
P264, P270, P273, P280, P301+P312, P305+P351+P338, P310, P330, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
1,3-Cyclohexanedione is an organic compound with the formula (CH2)4(CO)2. It is one of three isomeric cyclohexanediones. It is a colorless compound that occurs naturally. It is the substrate for cyclohexanedione hydrolase. The compound exists mainly as the enol tautomer. [2]
1,3-Cyclohexanedione is produced by semi- hydrogenation of resorcinol: [3] [4]
1,3-Cyclohexanedione exists in solution predominantly as the enol tautomer.
It reacts under acid catalysis with alcohols to 3-alkoxyenones. [2] Its pKa is 5.26. Treatment of the sodium salt of the enolate with methyl iodide gives 2-methyl-1,3-cyclohexanedione, which also exists predominantly as the enol. [4]
Dimedone (5,5-dimethyl-1,3-cyclohexanedione) is a well established reagent. [5]
Several herbicides against grasses are formal derivatives of 1,3-cyclohexanedione. Examples of commercial products include cycloxydim, clethodim, tralkoxydim, butroxydim, sethoxydim, profoxydim, and mesotrione. [6]
Names | |
---|---|
Preferred IUPAC name
Cyclohexane-1,3-dione | |
Other names
CHD, dihydroresorcinol
| |
Identifiers | |
3D model (
JSmol)
|
|
385888 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.007.255 |
EC Number |
|
200899 | |
KEGG | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C6H8O2 | |
Molar mass | 112.128 g·mol−1 |
Appearance | Colorless or white solid |
Density | 1.0861 g/cm3 |
Melting point | 105.5 °C (221.9 °F; 378.6 K) |
Acidity (pKa) | 5.20 (H2O) [1] |
Hazards | |
GHS labelling: | |
Danger | |
H302, H318, H412 | |
P264, P270, P273, P280, P301+P312, P305+P351+P338, P310, P330, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
1,3-Cyclohexanedione is an organic compound with the formula (CH2)4(CO)2. It is one of three isomeric cyclohexanediones. It is a colorless compound that occurs naturally. It is the substrate for cyclohexanedione hydrolase. The compound exists mainly as the enol tautomer. [2]
1,3-Cyclohexanedione is produced by semi- hydrogenation of resorcinol: [3] [4]
1,3-Cyclohexanedione exists in solution predominantly as the enol tautomer.
It reacts under acid catalysis with alcohols to 3-alkoxyenones. [2] Its pKa is 5.26. Treatment of the sodium salt of the enolate with methyl iodide gives 2-methyl-1,3-cyclohexanedione, which also exists predominantly as the enol. [4]
Dimedone (5,5-dimethyl-1,3-cyclohexanedione) is a well established reagent. [5]
Several herbicides against grasses are formal derivatives of 1,3-cyclohexanedione. Examples of commercial products include cycloxydim, clethodim, tralkoxydim, butroxydim, sethoxydim, profoxydim, and mesotrione. [6]