tetramethylcyclohexa-2,5-diene-1,4-dione

• ChemBase ID: 1694
• Molecular Formular: C10H12O2
• Molecular Mass: 164.20108
• Monoisotopic Mass: 164.08372962
• SMILES: C1(=O)C(=C(C)C(=O)C(=C1C)C)C
• Canonical SMILES: CC1=C(C)C(=O)C(=C(C1=O)C)C
• InChI: InChI=1S/C10H12O2/c1-5-6(2)10(12)8(4)7(3)9(5)11/h1-4H3
• InChIKey: WAMKWBHYPYBEJY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tetramethylcyclohexa-2,5-diene-1,4-dione
• IUPAC Traditional name: tetramethyl-1,4-benzoquinone; duroquinone
• Synonyms: Duroquinone; Tetramethyl-p-benzoquinone; Duroquinone; 2,3,5,6-tetramethylcyclohexa-2,5-diene-1,4-dione; Tetramethyl-p-benzoquinone; 2,3,5,6-Tetramethyl-1,4-benzoquinone; 2,3,5,6-四甲基-1,4-苯醌; 四甲基对苯醌; 杜醌

Database IDs

• CAS Number: 527-17-3
• EC Number: 208-409-8
• MDL Number: MFCD00001604
• Beilstein Number: 1909128
• PubChem SID: 160965151; 24893666; 46507523
• PubChem CID: 68238
• CHEBI ID: 42023
• CHEMBL: 151604
• Chemspider ID: 61539
• DrugBank ID: DB01927
• Unique Ingredient Identifier: X0Q8791R69
• Wikipedia Title: Duroquinone

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.6063159
• LogD (pH = 7.4): 2.6063159
• Log P: 2.6063159
• Molar Refractivity: 48.4572 cm^3
• Polarizability: 18.080143 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.92
• LOG S: -1.99
• Solubility (Water): 1.69e+00 g/l

PROPERTIES

Physical Property

• Melting Point: 109 - 114 °C; 110-112 °C(lit.); 110-112°C
• Hydrophobicity(logP): 2.23 [HANSCH,C ET AL. (1995)]

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: GU5410000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Grade: Standard for quantitative NMR; TraceCERT®
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C10H12O2

DETAILS

MP Biomedicals - 02151018

Crystalline
Reportedly used in study of respiratory chain-linked NADH-dehydrogenase system.

DrugBank - DB01927

Drug information: experimental

Sigma Aldrich - D223204

Packaging
1, 5 g in glass bottle

Sigma Aldrich - 06856

Analysis Note
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34. This CRM is traceable to NIST SRM.
General description
Certified content by quantitative NMR incl. uncertainty and expiry are given in the certificate.Download your certificate at: http://www.sigma-aldrich.com.
Other Notes
Chemcial Shift: 2 ppm (chemical shifts may slightly vary depending on the experimental conditions)Suitable NMR solvents: CDCl3
Legal Information
TraceCERT is a registered trademark of Sigma-Aldrich Co. LLC

REFERENCES

• Biochim. Biophys. Acta, 226: 221 (1971).