2,6-dimethylcyclohexa-2,5-diene-1,4-dione

• ChemBase ID: 109895
• Molecular Formular: C8H8O2
• Molecular Mass: 136.14792
• Monoisotopic Mass: 136.0524295
• SMILES: CC1=CC(=O)C=C(C)C1=O
• Canonical SMILES: O=C1C=C(C)C(=O)C(=C1)C
• InChI: InChI=1S/C8H8O2/c1-5-3-7(9)4-6(2)8(5)10/h3-4H,1-2H3
• InChIKey: SENUUPBBLQWHMF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6-dimethylcyclohexa-2,5-diene-1,4-dione
• IUPAC Traditional name: 2,6-dimethylcyclohexa-2,5-diene-1,4-dione
• Synonyms: 2,6-DIMETHYLBENZOQUINONE; 2,6-Dimethylbenzoquinone; 2,6-Dimethyl-p-benzoquinone; 2,6-二甲基苯醌; 2,6-二甲基-对-苯醌

Database IDs

• CAS Number: 527-61-7
• EC Number: 208-420-8
• MDL Number: MFCD00001605
• Beilstein Number: 2041345
• PubChem SID: 162096326; 24893455
• PubChem CID: 68241

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.8152148
• LogD (pH = 7.4): 1.8152148
• Log P: 1.8152148
• Molar Refractivity: 39.743 cm^3
• Polarizability: 14.400556 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 69-71°C; 71-73 °C(lit.)

Safety Information

• RTECS: DK4825000
• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 20/22-36/37/38; R:36/37/38
• Safety Statements: 26-36/37; S:20-25-26-37/39
• TSCA Listed: 否
• GHS Pictograms: GHS06
• GHS Hazard statements: H301-H332-H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 99%
• Linear Formula: (CH3)2C6H2-1,4-(=O)2

DETAILS

MP Biomedicals - 05212919

MP Biomedicals Rare Chemical collection

Sigma Aldrich - D149705

Packaging
1, 5 g in glass bottle

REFERENCES

• Reacts preferentially with Grignard reagents at the less hindered carbonyl group, but with alkyllithiums at the more hindered site: J. Org. Chem., 46, 3369 (1981).
• Diels-Alder dienophile in synthesis of taxane AB ring system: Tetrahedron Lett., 33, 1443 (1992). The regioselectivity of Diels Alder reactions has been controlled by the use of ?-cyclodextrin: J. Chem. Soc., Chem. Commun., 971 (1995):