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2,5-Cyclohexadiene-1,4-dione,2,3,5,6-tetrabromo-

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Name

2,5-Cyclohexadiene-1,4-dione,2,3,5,6-tetrabromo-

EINECS 207-679-4
CAS No. 488-48-2 Density 3.127 g/cm3
PSA 34.14000 LogP 3.14100
Solubility N/A Melting Point 292-294 °C(lit.)
Formula C6Br4O2 Boiling Point 340.5 °C at 760 mmHg
Molecular Weight 423.681 Flash Point 120 °C
Transport Information N/A Appearance yellow crystalline powder
Safety 26-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 488-48-2 (BROMANIL) Hazard Symbols IrritantXi
Synonyms

Quinone,tetrabromo- (4CI);p-Benzoquinone, 2,3,5,6-tetrabromo- (8CI);p-Benzoquinone,tetrabromo- (6CI,7CI);2,3,5,6-Tetrabromo-1,4-benzoquinone;2,3,5,6-Tetrabromo-p-benzoquinone;3,4,5,6-Tetrabromocyclohexadiene-1,2-dione;Bromanil;NSC 36927;Tetrabromo-1,4-benzoquinone;Tetrabromo-p-benzoquinone;Tetrabromo-p-quinone;Tetrabromobenzoquinone;Tetrabromoquinone;p-Bromanil;p-Bromoanil;

Article Data 83

2,5-Cyclohexadiene-1,4-dione,2,3,5,6-tetrabromo- Specification

The 2,5-Cyclohexadiene-1,4-dione,2,3,5,6-tetrabromo-, with the CAS registry number 488-48-2, is also known as Tetrabromo-1,4-benzoquinone. It belongs to the product categories of Benzoquinones; Benzoquinones, etc. (Charge Transfer Complexes); Charge Transfer Complexes for Organic Metals; Functional Materials; Oxidation; Synthetic Organic Chemistry. Its EINECS number is 207-679-4. This chemical's molecular formula is C6Br4O2 and molecular weight is 423.68. What's more, its systematic name is 2,3,5,6-tetrabromocyclohexa-2,5-diene-1,4-dione. Its classification code is Drug / Therapeutic Agent. It should be sealed and stored in a cool, ventilated and dry place. 

Physical properties of 2,5-Cyclohexadiene-1,4-dione,2,3,5,6-tetrabromo- are: (1)ACD/LogP: 2.05; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.05; (4)ACD/LogD (pH 7.4): 2.05; (5)ACD/BCF (pH 5.5): 21.31; (6)ACD/BCF (pH 7.4): 21.31; (7)ACD/KOC (pH 5.5): 310.92; (8)ACD/KOC (pH 7.4): 310.92; (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: 1.806; (14)Molar Refractivity: 58.26 cm3; (15)Molar Volume: 135.4 cm3; (16)Polarizability: 23.09×10-24cm3; (17)Surface Tension: 94.8 dyne/cm; (18)Density: 3.127 g/cm3; (19)Flash Point: 120 °C; (20)Enthalpy of Vaporization: 58.41 kJ/mol; (21)Boiling Point: 340.5 °C at 760 mmHg; (22)Vapour Pressure: 8.54E-05 mmHg at 25°C.

Preparation of 2,5-Cyclohexadiene-1,4-dione,2,3,5,6-tetrabromo-: this chemical can be prepared by benzene-1,4-diol at the temperature of 60 °C. This reaction will need reagent benzyltrimethylammonium tribromide and solvents acetic acid, H2O with the reaction time of 5 hours. The yield is about 88%.

2,5-Cyclohexadiene-1,4-dione,2,3,5,6-tetrabromo- can be prepared by benzene-1,4-diol at the temperature of 60 °C

Uses of 2,5-Cyclohexadiene-1,4-dione,2,3,5,6-tetrabromo-: it can be used to produce 2,5-diamino-3,6-dibromo-[1,4]benzoquinone by heating. It will need reagent NH3 and solvent ethanol with the reaction time of 8 hours. The yield is about 84%.

2,5-Cyclohexadiene-1,4-dione,2,3,5,6-tetrabromo- can be used to produce 2,5-diamino-3,6-dibromo-[1,4]benzoquinone by heating

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 and gloves.

You can still convert the following datas into molecular structure:
(1)SMILES: BrC=1C(=O)C(\Br)=C(\Br)C(=O)C=1Br
(2)InChI: InChI=1S/C6Br4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11
(3)InChIKey: LWHDQPLUIFIFFT-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD intraperitoneal > 500mg/kg (500mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 5, Pg. 144, 1953.

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