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

• ChemBase ID: 51432
• Molecular Formular: C6Br4O2
• Molecular Mass: 423.679
• Monoisotopic Mass: 419.66317724
• SMILES: C1(=C(Br)C(=O)C(=C(C1=O)Br)Br)Br
• Canonical SMILES: BrC1=C(Br)C(=O)C(=C(C1=O)Br)Br
• InChI: InChI=1S/C6Br4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11
• InChIKey: LWHDQPLUIFIFFT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tetrabromocyclohexa-2,5-diene-1,4-dione
• IUPAC Traditional name: bromanyl
• Synonyms: p-Bromanil; 2,3,5,6-Tetrabromo-2,5-cyclohexadiene-1,4-dione; Tetrabromo-1,4-benzoquinone; Tetrabromo-p-benzoquinone; Tetrabromo-p-quinone; Tetrabromobenzoquinone; Tetrabromoquinone; 3,4,5,6-Tetrabromocyclohexadiene-1,2-dione; NSC 36927; Bromanil; Tetrabromo-1,4-benzoquinone; 2,3,5,6-Tetrabromocyclohexa-2,5-diene-1,4-dione; 对四溴苯醌

Database IDs

• CAS Number: 488-48-2
• EC Number: 207-679-4
• MDL Number: MFCD00013785
• Beilstein Number: 1912183
• PubChem SID: 162056195
• PubChem CID: 68101

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.238755
• LogD (pH = 7.4): 3.238755
• Log P: 3.238755
• Molar Refractivity: 61.466 cm^3
• Polarizability: 23.192427 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; DMSO
• Apperance: Yellow Solid
• Melting Point: 302-303°C; ca 300°C dec.

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer
• Storage Warning: IRRITANT; Light Sensitive
• RTECS: DK6772500
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37-60
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 95%; 95+%

DETAILS

Toronto Research Chemicals - B678400

A halogenated benxoquinone that is an effective inhibitor of photosynthetic electron transport through the spinach photosystem II and the cytochrome b6/f-complex.

REFERENCES

• Oettmeier, W. et al.: Biochim. Biophys. Acta, Bioenerg., 890, 260 (1987)
• Soll, H.J. et al.: Adv. Photosynth. Res. Proc. Int. Congr. Photosynth., 4, 5 (1987)
• High-potential quinone, compare p-Chloranil, A13495, useful e.g. in dehydrogenation reactions.