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1,2-Cyclohexanedione

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1,2-Cyclohexanedione Basic information

Product Name:
1,2-Cyclohexanedione
Synonyms:
  • 1,2-Cyclohexanedione, 98+%
  • 1,2-Cyclohexanedione,97%
  • Cyclohexane-1,2-dione 98%
  • 1,2-Cyclohexanedione, 98% 10GR
  • Two1,2-cyclohexylketone
  • 1,2-Cyclohexanedione 97%
  • Cyclohexane-1,2-dione
  • 1,2-Cyclohexadione
CAS:
765-87-7
MF:
C6H8O2
MW:
112.13
EINECS:
212-155-3
Product Categories:
  • C3 to C6Protein Modification
  • Reagents for arginine modification
  • Ketone
  • Carbonyl Compounds
  • Ketones
  • Specific Amino Acid Modification
  • Pharmaceutical intermediate
Mol File:
765-87-7.mol
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1,2-Cyclohexanedione Chemical Properties

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
Odor Type
nutty
Water Solubility 
Soluble
JECFA Number
424
BRN 
507419
LogP
0.252 (est)
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)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
22
Safety Statements 
24/25
WGK Germany 
3
RTECS 
GV0340000
8
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29142990

MSDS

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1,2-Cyclohexanedione Usage And Synthesis

Chemical Properties

clear yellow liquid after melting

Uses

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.

Uses

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.

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.

1,2-Cyclohexanedione Preparation Products And Raw materials

Raw materials

Preparation Products

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