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Dibrom
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Name

Dibrom

 EINECS 206-098-3
CAS No. 300-76-5 Density 2.032 g/cm3
PSA 54.57000 LogP 3.65120
Solubility 2000mg l-1(20 °C) Melting Point 26.5-27.5oC
Formula C4H7Br2Cl2O4P Boiling Point 273.8 °C at 760 mmHg
Molecular Weight 380.785 Flash Point 119.4 °C
Transport Information UN 3018 Appearance Clear colorless liquid
Safety 36/37-61 Risk Codes 21/22-36/38-50
Molecular Structure Molecular Structure of 300-76-5 (DIBROM) Hazard Symbols HarmfulXn, DangerousN
Synonyms

Ethanol,1,2-dibromo-2,2-dichloro-, dimethyl phosphate (6CI);1,2-Dibromo-2,2-dichloroethyl dimethyl phosphate;Alvora;BRP;Bromchlophos;Bromex;Bromex (insecticide);Bromex 50;Dibrom 8;Dibrom 8 Emulsive;Dibromfos;Dimethyl 1,2-dibromo-2,2-dichloroethyl phosphate;ENT 24988;FlibolEx;Fosbrom;Naled;O,O-Dimethyl O-(1,2-dibromo-2,2-dichloroethyl) phosphate;RE 4355;Trumpet;

 

Dibrom Standards and Recommendations

OSHA PEL: TWA 3 mg/m3 (skin)
ACGIH TLV: TWA 0.1 mg/m3 (skin, sensitizer); Not Classifiable as a Human Carcinogen
DFG MAK: 3 mg/m3
NIOSH REL: (Naled) TWA 3 mg/m3 (skin)

Dibrom Specification

The Naled is an organic compound with the formula C4H7Br2Cl2O4P. The IUPAC name of this chemical is (1,2-dibromo-2,2-dichloroethyl) dimethyl phosphate. With the CAS registry number 300-76-5, it is also named as Phosphoric Acid 1,2-Dibromo-2,2-dichloroethyl Dimethyl Ester. The product's categories are Aliphatics; Phosphorylating and Phosphitylating Agents. Besides, it is used as a cholinesterase inhibitor, insecticide and acaricide.

Physical properties about Naled are: (1)ACD/LogP: 1.86; (2)ACD/LogD (pH 5.5): 1.86; (3)ACD/LogD (pH 7.4): 1.86; (4)ACD/BCF (pH 5.5): 15.34; (5)ACD/BCF (pH 7.4): 15.34; (6)ACD/KOC (pH 5.5): 245.7; (7)ACD/KOC (pH 7.4): 245.7; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 5; (10)Polar Surface Area: 54.57 Å2; (11)Index of Refraction: 1.528; (12)Molar Refractivity: 57.77 cm3; (13)Molar Volume: 187.3 cm3; (14)Polarizability: 22.9×10-24cm3; (15)Surface Tension: 49.1 dyne/cm; (16)Density: 2.032 g/cm3; (17)Flash Point: 119.4 °C; (18)Enthalpy of Vaporization: 49.15 kJ/mol; (19)Boiling Point: 273.8 °C at 760 mmHg; (20)Vapour Pressure: 0.0094 mmHg at 25°C.

Preparation: this chemical can be prepared by dichlorvos and benzoyl peroxide. This reaction will need reagent carbon tetrachloride at temperature of 80 °C.

When you are using this chemical, please be cautious about it as the following:
It is harmful in contact with skin and if swallowed. Besides, this chemical is irritating to eyes and skin and very toxic to aquatic organisms. When you are using it, wear suitable protective clothing and gloves and avoid release to the environment. Refer to special instructions/safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: ClC(Br)(Cl)C(Br)OP(=O)(OC)OC
(2)InChI: InChI=1/C4H7Br2Cl2O4P/c1-10-13(9,11-2)12-3(5)4(6,7)8/h3H,1-2H3
(3)InChIKey: BUYMVQAILCEWRR-UHFFFAOYAA
(4)Std. InChI: InChI=1S/C4H7Br2Cl2O4P/c1-10-13(9,11-2)12-3(5)4(6,7)8/h3H,1-2H3
(5)Std. InChIKey: BUYMVQAILCEWRR-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
duck LD50 oral 52mg/kg (52mg/kg)   Down to Earth. Vol. 35, Pg. 25, 1979.
mammal (species unspecified) LD50 oral 430mg/kg (430mg/kg)   Herba Polonica. Vol. 21, Pg. 53, 1975.
mouse LC inhalation > 1500mg/m3/6H (1500mg/m3)   "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A289, Pg. 1983,
mouse LD50 intraperitoneal 84mg/kg (84mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 56, 1982.
mouse LD50 oral 222mg/kg (222mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS		 Bulletin of Environmental Contamination and Toxicology. Vol. 19, Pg. 113, 1978.
mouse LD50 skin 600mg/kg (600mg/kg)   Japan Pesticide Information. Vol. (8), Pg. 24, 1971.
rabbit LD50 skin 1100mg/kg (1100mg/kg)   "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 5, Pg. 161, 1976.
rat LD50 intraperitoneal 35mg/kg (35mg/kg)   Bulletin of Environmental Contamination and Toxicology. Vol. 19, Pg. 113, 1978.
rat LD50 oral 92mg/kg (92mg/kg) BEHAVIORAL: TREMOR

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"		 Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 90, 1990.
rat LD50 skin 800mg/kg (800mg/kg)   World Review of Pest Control. Vol. 9, Pg. 119, 1970.

 

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