1,2-Cyclohexanedione
- CAS NO.:765-87-7
- Empirical Formula: C6H8O2
- Molecular Weight: 112.13
- MDL number: MFCD00001648
- EINECS: 212-155-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-05-25 18:01:18
What is 1,2-Cyclohexanedione?
Chemical properties
clear yellow liquid after melting
The Uses of 1,2-Cyclohexanedione
1,2-Cyclohexanedione have been used as a substrate to study enzyme cyclohexane-1,2-dione hydrolase as a new tool to degrade alicyclic compounds.
The Uses of 1,2-Cyclohexanedione
1,2-Cyclohexanedione is utilized as a substrate to study enzyme cyclohexane-1,2-dione hydrolase, which is a new tool to degrade alicyclic compounds. It also acts as a specific reagent for arginine residues.
Definition
ChEBI: Cyclohexane-1,2-dione is a cyclohexanedione carrying oxo substituents at positions 1 and 2.
Reactions
1,2-Cyclohexanedione may effectively occupy vacant coordination sites and thus promote the present cycloisomerization[1]. Tanaka et al. research the catalytic cycloisomerization of 1,6- and 1,7-diynes leading to trienes and vinylpyrroles by using a cationic rhodium(I)/Segphos complex (2.5-10 mol %) and 1,2-cyclohexanedione (100 mol %).
Synthesis Reference(s)
Journal of the American Chemical Society, 73, p. 4658, 1951 DOI: 10.1021/ja01154a048
Tetrahedron Letters, 25, p. 603, 1984 DOI: 10.1016/S0040-4039(00)99949-0
The Journal of Organic Chemistry, 39, p. 3295, 1974 DOI: 10.1021/jo00936a034
References
[1] Ken Tanaka, Masao Hirano, Yousuke Otake. “Cationic Rhodium(I)/Segphos-Catalyzed Cycloisomerization of 1,6- and 1,7-Diynes in the Presence of 1,2-Cyclohexanedione.” Organic Letters 9 20 (2007): 3953–3956.
Properties of 1,2-Cyclohexanedione
Melting point: | 34-38 °C (lit.) |
Boiling point: | 193-195 °C (lit.) |
Density | 1,118 g/cm3 |
refractive index | 1.518-1.52 |
FEMA | 3458 | 2-HYDROXY-2-CYCLOHEXEN-1-ONE |
Flash point: | 184 °F |
storage temp. | 2-8°C |
solubility | Soluble in DMSO |
form | Liquid After Melting |
color | Clear yellow |
Odor | at 10.00 % in dipropylene glycol. sweet acorn nut skin maple caramel brothy |
Water Solubility | Soluble |
JECFA Number | 424 |
BRN | 507419 |
CAS DataBase Reference | 765-87-7(CAS DataBase Reference) |
NIST Chemistry Reference | c-hexane-1,2-dione(765-87-7) |
EPA Substance Registry System | 1,2-Cyclohexanedione (765-87-7) |
Safety information for 1,2-Cyclohexanedione
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for 1,2-Cyclohexanedione
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