cyclohexane-1,2-dione

• ChemBase ID: 73953
• Molecular Formular: C6H8O2
• Molecular Mass: 112.12652
• Monoisotopic Mass: 112.0524295
• SMILES: O=C1C(=O)CCCC1
• Canonical SMILES: O=C1CCCCC1=O
• InChI: InChI=1S/C6H8O2/c7-5-3-1-2-4-6(5)8/h1-4H2
• InChIKey: OILAIQUEIWYQPH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: cyclohexane-1,2-dione
• IUPAC Traditional name: 1,2-cyclohexanedione
• Synonyms: 1,2-Cyclohexanedione; Cyclohexane-1,2-dione; Dihydrocatechol; 1,2-Dioxocyclohexane; Cyclohexane-1,2-dione 98%; 1,2-CYCLOHEXANEDIONE; 1,2-环己二酮

Database IDs

• CAS Number: 765-87-7
• EC Number: 212-155-3
• MDL Number: MFCD00001648
• Beilstein Number: 507419
• PubChem SID: 162038872; 24892299
• PubChem CID: 13006

CALCULATED PROPERTIES

• Acid pKa: 16.904318
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.3328452
• LogD (pH = 7.4): 1.3328452
• Log P: 1.3328452
• Molar Refractivity: 28.9924 cm^3
• Polarizability: 11.225105 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 34-38 °C(lit.); 35-38°C; 35-38°C
• Boiling Point: 193-195 °C(lit.); 193-195°C; 193-195°C; 70-72°C/8mm
• Flash Point: 183.2 °F; 84 °C; 84°C(183°F)
• Density: 1.12
• Refractive Index: 1.5190

Safety Information

• Storage Warning: Irritant/Store under Argon/Keep Cold
• RTECS: GV0340000
• European Hazard Symbols: Flammable (F)
• German water hazard class: 3
• Risk Statements: R:10
• Safety Statements: S:9-16-29
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... ACHE(43), BCHE(590), CES1(1066)

Product Information

• Purity: 97%; 98%; 98+%
• Linear Formula: C6H8(=O)2

DETAILS

MP Biomedicals - 05206717

MP Biomedicals Rare Chemical collection

Sigma Aldrich - C101400

Packaging
1, 5 g in glass bottle
Application
Specific reagent for arginine residues.1,2

REFERENCES

• Protection of trans-1,2-diols as cyclic diacetals has been accomplished by Ley's group using the diketone in combination with trimethyl orthoformate and camphorsulfonic acid. The method is particularly applicable to the carbohydrate field: Synlett, 793 (1996):
  
• See also Org. Synth., 75, 170 (1997), for an alternative method.
• Undergoes copper-catalyzed oxidative cleavage to give 2-halo diacids: Synthesis, 917 (1992):