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125423

Sigma-Aldrich

1,4-Cyclohexanedione

98%

Synonym(s):

1,4-Dioxocyclohexane, Cyclohexan-1,4-dione, Tetrahydroquinone

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About This Item

Linear Formula:
C6H8(=O)2
CAS Number:
637-88-7
Molecular Weight:
112.13
Beilstein:
774152
EC Number:
211-306-0
MDL number:
MFCD00001606
UNSPSC Code:
12352100
PubChem Substance ID:
24847666
NACRES:
NA.22

Quality Level

100

Assay

98%

form

solid

mp

77-78.5 °C (lit.)

SMILES string

O=C1CCC(=O)CC1

InChI

1S/C6H8O2/c7-5-1-2-6(8)4-3-5/h1-4H2

InChI key

DCZFGQYXRKMVFG-UHFFFAOYSA-N

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General description

1,4-Cyclohexanedione(CHD) undergoes uncatalyzed oscillatory reactions during oxidation by acidic bromate in nitric acid and sulphuric acid solution. It reacts with acidic bromate to form 1,4-dihydroxybenzene which on further oxidation and bromination yields 1,4-benzoquinone and bromoorganics.

Application

1,4-Cyclohexanedione has been used to study the influence of visible light on the bromate-1,4-cyclohexanedione-ferroin oscillating reaction.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

269.6 °F - closed cup

Flash Point(C)

132 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
S36477V
BCBC2171V
BCBC2171
BCBC0994
BCBB1337

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Uncatalysed oscillatory chemical reactions. Oxidation of 1, 4-cyclohexanedione by bromate in sulfuric or nitric acid solution.
Farage VJ and Janjic D.
Chemical Physics Letters, 88(3), 301-304 (1982)
Photosensitive, bubble-free, bromate-1, 4-cyclohexanedione oscillating reactions. Illumination control of pattern formation.
Kurin-Csorgei K, et al.
The Journal of Physical Chemistry A, 101(37), 6827-6829 (1997)
The 1, 4-cyclohexanedione-bromate-acid oscillatory system. 3. Detailed mechanism.
Szalai I and Koros E.
The Journal of Physical Chemistry A, 102(35), 6892-6897 (1998)

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