2,6-di-tert-butylcyclohexa-2,5-diene-1,4-dione

• ChemBase ID: 79474
• Molecular Formular: C14H20O2
• Molecular Mass: 220.3074
• Monoisotopic Mass: 220.14632988
• SMILES: O=C1C(=CC(=O)C=C1C(C)(C)C)C(C)(C)C
• Canonical SMILES: O=C1C=C(C(=O)C(=C1)C(C)(C)C)C(C)(C)C
• InChI: InChI=1S/C14H20O2/c1-13(2,3)10-7-9(15)8-11(12(10)16)14(4,5)6/h7-8H,1-6H3
• InChIKey: RDQSIADLBQFVMY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6-di-tert-butylcyclohexa-2,5-diene-1,4-dione
• IUPAC Traditional name: 2,6-di-tert-butylcyclohexa-2,5-diene-1,4-dione
• Synonyms: 2,6-DI-tert-BUTYL-P-BENZOQUINONE; 2,6-Di-tert-butyl-1,4-benzoquinone; 2,6-di(tert-butyl)benzo-1,4-quinone; 2,6-Di-tert-butyl-p-benzoquinone; 2,6-Di-tert-butylcyclohexa-2,5-diene-1,4-dione; 2,6-二叔丁基-1,4-苯醌; 2,6-二-叔-丁基-对-苯醌

Database IDs

• CAS Number: 719-22-2
• EC Number: 211-946-0
• MDL Number: MFCD00001601
• Beilstein Number: 1911512
• PubChem SID: 24849389; 162044237
• PubChem CID: 12867

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.8784845
• LogD (pH = 7.4): 3.8784845
• Log P: 3.8784845
• Molar Refractivity: 66.9924 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: 65-67 °C(lit.); 65-69°C
• Flash Point: >110°C(230°F)

Safety Information

• RTECS: DK3970000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

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

DETAILS

MP Biomedicals - 05225445

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 153931

Packaging
1, 5 g in glass bottle

REFERENCES

• Benzylamines react at the 4-position with aromatization of the quinone ring. The resulting imines can be oxidized, in the presence of oxygen and base, to the corresponding benzamides, thus providing an amine to amide conversion, an otherwise difficult transformation: J. Chem. Soc., Chem. Commun., 970 (1979).