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)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22

Safety Statements 

24/25

WGK Germany 

3

RTECS 

GV0340000

F 

8

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29142990

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

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(765-87-7)Related Product Information

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