|
| | Dibromomethane Basic information |
| Product Name: | Dibromomethane | | Synonyms: | DIBROMOMETHANE FOR SYNTHESIS;1,1-dibroMoMethane;Dibromomethane, Stabilized with 50ppm BHT;dopamine beta-hydroxylase (dopamine beta-monooxygenase);DIBROMOMETHANE, 1000MG, NEAT;DIBROMOMETHANE, 99+%;DIBROMOMETHANE, 1X1ML, MEOH, 2000UG/ML;DIBROMOMETHANE, 1X1ML, MEOH, 5000UG/ML | | CAS: | 74-95-3 | | MF: | CH2Br2 | | MW: | 173.83 | | EINECS: | 200-824-2 | | Product Categories: | Alkyl;Building Blocks;Analytical Chemistry;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks;Standard Solution of Volatile Organic Compounds for Water & Soil Analysis;Standard Solutions (VOC);Alpha Sort;BromoVolatiles/ Semivolatiles;Chemical Class;D;DAlphabetic;DIA - DIC;Pharmaceutical Intermediates;Organics;alpha,omega-Bifunctional Alkanes;alpha,omega-Dibromoalkanes;Monofunctional & alpha,omega-Bifunctional Alkanes;Halogenated;Dibenzoylmethane | | Mol File: | 74-95-3.mol |  |
| | Dibromomethane Chemical Properties |
| Melting point | -52 °C | | Boiling point | 96-98 °C(lit.) | | density | 2.477 g/mL at 25 °C(lit.) | | vapor density | 6.05 (vs air) | | vapor pressure | 34.9 mm Hg ( 20 °C) | | refractive index | n20/D 1.541(lit.) | | Fp | 96-98°C | | storage temp. | Store below +30°C. | | solubility | 11.7g/l | | form | Liquid | | color | Clear colorless to slightly brown | | Water Solubility | 0.1 g/100 mL (20 ºC) | | Merck | 14,6061 | | BRN | 969143 | | Stability: | Stable. Incompatible with strong oxidizing agents, aluminium, magnesium. Reacts violently with potassium. | | CAS DataBase Reference | 74-95-3(CAS DataBase Reference) | | NIST Chemistry Reference | Methane, dibromo-(74-95-3) | | EPA Substance Registry System | Dibromomethane (74-95-3) |
| | Dibromomethane Usage And Synthesis |
| Description | Dibromomethane is a member of the class of bromomethanes that is methane substituted by two bromo groups. It is produced by marine algae. It has a role as a marine metabolite and an algal metabolite. It is a member of bromomethanes and a bromohydrocarbon. | | Chemical Properties | colourless liquid | | Chemical Properties | Dibromomethane is a colorless liquid with a
sweet, pleasant odor. | | Uses | Organic synthesis, solvent. | | Uses | Dibromomethane is used as solvent in organic synthesis. It acts as an intermediate in the manufacture of specialty chemicals, agrochemicals and pharmaceuticals. It is useful as extractant and utilized for the determination of 5-nitroimidazoles (5-NDZ) in environmental waters. It is involved in the convertion of catechols to their methylenedioxy derivatives. | | Definition | ChEBI: A member of the class of bromomethanes that is methane substituted by two bromo groups. It is produced by marine algae. | | General Description | A colorless liquid with a pleasant odor. Insoluble in water and denser than water. May be toxic by ingestion. Used as a solvent and as a motor fuel. | | Air & Water Reactions | Insoluble in water. | | Reactivity Profile | Halogenated aliphatic compounds, such as Dibromomethane, are moderately or very reactive. Reactivity generally decreases with increased degree of substitution of halogen for hydrogen atoms. Low molecular weight haloalkanes are highly flammable and can react with some metals to form dangerous products. Materials in this group are incompatible with strong oxidizing and reducing agents. Also, they are incompatible with many amines, nitrides, azo/diazo compounds, alkali metals (potassium), and epoxides. | | Health Hazard | INHALATION: Anesthetic effects, nausea and drunkenness. CONTACT WITH SKIN AND EYES: Skin irritation of eyes and nose. | | Fire Hazard | Special Hazards of Combustion Products: Dissociation products generated in a fire may be irritating or toxic. | | Toxicology | A poison. Moderately
toxic by subcutaneous route. Mdly toxic by
inhalation. Mutation data reported. mxtures
with potassium explode on light impact.
When heated to decomposition it emits
toxic fumes of Br-. See also BROMIDES | | Hazard | In laboratory studies, animals experienced CNS depression at 2400-2800 ppm and liver and kidney damage after repeated exposures to 1000 ppm. Dichloromethane rarely causes hepatotoxicity unless exposure is extremely heavy or agent ingested. If left on clothes, it may cause reddening of skin; may have effects on the nervous system and blood, causing impaired functions, carboxyhemoglobinemia, and lowering of consciousness; chronic exposure may cause liver and kidney effects; an irritant; harmful by inhalation; a simple asphyxiant; may cause blood disorders, cardiac irregularities, and CNS depression; | | Synthesis | Dibromomethane is synthesized commercially from dichloromethane via bromochloromethane:
6 CH2Cl2 + 3 Br2 + 2 Al → 6 CH2BrCl + 2 AlCl3
CH2Cl2 + HBr → CH2BrCl + HCl
The latter route requires aluminium trichloride as a catalyst. The bromochloromethane product from either reaction can further react in a similar manner:
6 CH2BrCl + 3 Br2 + 2 Al → 6 CH2Br2 + 2 AlCl3
CH2BrCl + HBr → CH2Br2 + HCl
In the laboratory, it is synthesized from bromoform:
CHBr3 + Na3AsO3 + NaOH → CH2Br2 + Na3AsO4 + NaBr
using sodium arsenite and sodium hydroxide.
Another way is to synthesize it from diiodomethane and bromine. | | Potential Exposure | Methylene bromide is used as
a solvent and as a chemical intermediate. | | Shipping | UN2664 Dibromomethane, Hazard Class: 6.1;
Labels: 6.1-Poisonous materials. | | Incompatibilities | Mixture with potassium forms a shocksensitive explosive. Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or
explosions. Keep away from alkaline materials, sodium
amide, strong acids, strong bases, alkaline earth metals, aluminum, magnesium. The substance decomposes on contact
with hot surfaces producing hydrogen bromide | | Waste Disposal | Consult with environmental
regulatory agencies for guidance on acceptable disposal
practices. Generators of waste containing this contaminant
(≥100 kg/mo) must conform to EPA regulations governing
storage, transportation, treatment, and waste disposal |
| | Dibromomethane Preparation Products And Raw materials |
| Raw materials | Dichloromethane-->Bromoform-->Bromochloromethane | | Preparation Products | (1R-cis)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane carboxylic acid-->3-ISOPROPENYL-ALPHA,ALPHA-DIMETHYLBENZYL ISOCYANATE-->VINYLCYCLOHEXANE-->Decabromodiphenyl oxide-->Myclobutanil-->Nysted Reagent-->FOSTHIETAN-->2,3-(METHYLENEDIOXY)BENZALDEHYDE-->BENZO[1,3]DIOXOLE-5-SULFONYL CHLORIDE-->A-(BROMOMETHYL)-A-BUTYL4-CHLOROBENZENEACETONITRILE-->4-Bromobenzyl bromide-->Methyl cyclopropane carboxylate-->4-(BROMOMETHYL)PHENOL-->1-methyl-4-[(4-methylphenyl)sulfonyloxymethoxysulfonyl]benzene-->1,1-Dibromoethane-->1(3H)-ISOBENZOFURANONE, 5-FLUORO--->Bis[(pinacolato)boryl]Methane-->3b,5-Dihydroxy-6b,7b:15b,16b-dimethylene-5b-androstan-17-one |
|
