3,5-di-tert-butylcyclohexa-3,5-diene-1,2-dione

• ChemBase ID: 79605
• Molecular Formular: C14H20O2
• Molecular Mass: 220.3074
• Monoisotopic Mass: 220.14632988
• SMILES: O=C1C(=CC(=CC1=O)C(C)(C)C)C(C)(C)C
• Canonical SMILES: O=C1C=C(C=C(C1=O)C(C)(C)C)C(C)(C)C
• InChI: InChI=1S/C14H20O2/c1-13(2,3)9-7-10(14(4,5)6)12(16)11(15)8-9/h7-8H,1-6H3
• InChIKey: NOUZOVBGCDDMSX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-di-tert-butylcyclohexa-3,5-diene-1,2-dione
• IUPAC Traditional name: 3,5-di-tert-butylcyclohexa-3,5-diene-1,2-dione
• Synonyms: 3,5-Bis(tert-butyl)cyclohexa-3,5-diene-1,2-dione; 3,5-Bis(tert-butyl)-1,2-dioxocyclohexa-3,5-diene; 3,5-Bis(tert-butyl)-1,2-benzoquinone; 3,5-di(tert-butyl)benzo-1,2-quinone; 3,5-Di-tert-butyl-o-benzoquinone; 3,5-二叔丁基邻苯醌

Database IDs

• CAS Number: 3383-21-9
• EC Number: 222-189-0
• MDL Number: MFCD00001647
• Beilstein Number: 2047944
• PubChem SID: 24849680; 162044368
• PubChem CID: 76915

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.030674
• LogD (pH = 7.4): 4.030674
• Log P: 4.030674
• Molar Refractivity: 67.0675 cm^3
• Polarizability: 25.450914 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 112-114 °C(lit.); 113-117°C; 114-117°C

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

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

Product Information

• Purity: 97%; 98%; 98+%
• Linear Formula: [(CH3)3C]2C6H2(=O)2

DETAILS

Sigma Aldrich - 157457

Packaging
10 g in glass bottle

REFERENCES

• Reagent for the conversion of secondary amines to ketones under mild conditions: J. Am. Chem. Soc., 91, 1429 (1969); J. Org. Chem., 53, 5994 (1988):
  
• Primary amines give 2-substituted 5,7-di-t-butylbenzoxazoles. ɑ-Amino acids give the same products by decarboxylation: J. Org. Chem., 43, 509 (1978).
• Undergoes hetero Diels-Alder reactions with acyclic dienes to give 1,4-benzodioxins: J. Chem. Soc., Perkin 1, 443 (1996).