2-Bromo-1,4-benzoquinone

The 2-Bromo-1,4-benzoquinone, with the CAS registry number 3958-82-5, is also known as Bromo-1,4-benzoquinone. It belongs to the product categories of Anthraquinones, Hydroquinones and Quinones; Benzoquinones; Benzoquinones, etc. (Charge Transfer Complexes); Charge Transfer Complexes for Organic Metals; Functional Materials. This chemical's molecular formula is C₆H₃BrO₂ and molecular weight is 186.99. What's more, its IUPAC name is 2-bromocyclohexa-2,5-diene-1,4-dione.

Physical properties of 2-Bromo-1,4-benzoquinone are: (1)ACD/LogP: 0.62; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.62; (4)ACD/LogD (pH 7.4): 0.62; (5)ACD/BCF (pH 5.5): 1.75; (6)ACD/BCF (pH 7.4): 1.75; (7)ACD/KOC (pH 5.5): 51.91; (8)ACD/KOC (pH 7.4): 51.91; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 34.14 Å²; (13)Index of Refraction: 1.628; (14)Molar Refractivity: 34.92 cm³; (15)Molar Volume: 98.3 cm³; (16)Polarizability: 13.84×10^-24cm³; (17)Surface Tension: 61.3 dyne/cm; (18)Density: 1.9 g/cm³; (19)Flash Point: 103.4 °C; (20)Enthalpy of Vaporization: 46.6 kJ/mol; (21)Boiling Point: 229.4 °C at 760 mmHg; (22)Vapour Pressure: 0.0696 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-bromo-hydroquinone at the temperature of -10°C. This reaction will need reagents O₂, NO₂ and solvent CH₂Cl₂ with the reaction time of 10 hours. The yield is about 99%.

Uses of 2-Bromo-1,4-benzoquinone: it can be used to produce 2-p-tolyloxy-[1,4]benzoquinone at the temperature of 90°C. It will need reagent KF and solvent dimethylformamide with the reaction time of 3 hours. The yield is about 85%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C\1\C=C/C(=O)C(/Br)=C/1
(2)Std. InChI: InChI=1S/C6H3BrO2/c7-5-3-4(8)1-2-6(5)9/h1-3H
(3)Std. InChIKey: PYEQXZOIQJWYAH-UHFFFAOYSA-N