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1,2-Dibromoethane

Base Information
  • Chemical Name:1,2-Dibromoethane
  • CAS No.:106-93-4
  • Deprecated CAS:8003-07-4,56729-21-6,625084-37-9,56729-21-6,625084-37-9
  • Molecular Formula:C2H4Br2
  • Molecular Weight:187.862
  • Hs Code.: Oral rat LD50: 108 mg/kg
  • European Community (EC) Number:203-444-5
  • ICSC Number:0045
  • UN Number:1605
  • UNII:1N41638RNO
  • DSSTox Substance ID:DTXSID3020415
  • Nikkaji Number:J4.038J
  • Wikipedia:1,2-Dibromoethane
  • Wikidata:Q161471
  • NCI Thesaurus Code:C490
  • Metabolomics Workbench ID:51754
  • ChEMBL ID:CHEMBL452370
  • Mol file:106-93-4.mol
1,2-Dibromoethane

Synonyms:1,2 Dibromoethane;1,2-Dibromoethane;Bromide, Ethylene;Dibromide, Ethylene;Dibromides, Ethylene;Dowfume W 85;Dowfume W85;Ethylene Bromide;Ethylene Dibromide;Ethylene Dibromides;sym Dibromoethane;sym-Dibromoethane

Suppliers and Price of 1,2-Dibromoethane
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • Dibromoethane
  • 50g
  • $ 150.00
  • Sigma-Aldrich
  • 1,2-Dibromoethane purum, ≥98.0% (GC)
  • 1l
  • $ 82.50
  • Sigma-Aldrich
  • 1,2-Dibromoethane ≥99%
  • 5 g
  • $ 33.60
  • Sigma-Aldrich
  • 1,2-Dibromoethane purum, ≥98.0% (GC)
  • 100ml
  • $ 33.40
  • Sigma-Aldrich
  • 1,2-Dibromoethane 98%
  • 1kg
  • $ 68.10
  • Sigma-Aldrich
  • 1,2-Dibromoethane purum, ≥98.0% (GC)
  • 500ml
  • $ 57.20
  • Sigma-Aldrich
  • 1,2-Dibromoethane PESTANAL , analytical standard
  • 100mg
  • $ 56.20
  • Sigma-Aldrich
  • 1,2-Dibromoethane 98%
  • 5g
  • $ 48.70
  • Sigma-Aldrich
  • 1,2-Dibromoethane solution certified reference material, 5000 μg/mL in methanol
  • 40171
  • $ 44.60
  • Sigma-Aldrich
  • 1,2-Dibromoethane 98%
  • 250g
  • $ 38.10
Total 29 raw suppliers
Chemical Property of 1,2-Dibromoethane
Chemical Property:
  • Appearance/Colour:Colorless to light yellow liquid 
  • Vapor Pressure:11.7 mm Hg ( 25 °C) 
  • Melting Point:9 °C 
  • Refractive Index:n20/D 1.539(lit.)  
  • Boiling Point:130.2 °C at 760 mmHg 
  • Flash Point:12.6 °C 
  • PSA:0.00000 
  • Density:2.173 g/cm3 
  • LogP:1.77620 
  • Storage Temp.:0-6°C 
  • Sensitive.:Light Sensitive 
  • Solubility.:water: soluble250 part 
  • Water Solubility.:4 g/L (20 ºC) 
  • XLogP3:2
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:0
  • Rotatable Bond Count:1
  • Exact Mass:187.86593
  • Heavy Atom Count:4
  • Complexity:6
  • Transport DOT Label:Poison Inhalation Hazard
Purity/Quality:

99% *data from raw suppliers

Dibromoethane *data from reagent suppliers

Safty Information:
  • Pictogram(s): ToxicT,DangerousN,Flammable
  • Hazard Codes:T,N,F 
  • Statements: 45-23/24/25-36/37/38-51/53-34-39/23/24/25-11 
  • Safety Statements: 53-45-61-36/37/39-26-36/37-16-7 
MSDS Files:

SDS file from LookChem

Useful:
  • Chemical Classes:Pesticides -> Fumigants
  • Canonical SMILES:C(CBr)Br
  • Recent ClinicalTrials:Bioavailabity of the Major Metabolites of a Botanical Extract, in Healthy Adults
  • Inhalation Risk:A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
  • Effects of Short Term Exposure:The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the liver and kidneys. This may result in tissue lesions. Exposure at high concentrations could cause lowering of consciousness and death. The effects may be delayed.
  • Effects of Long Term Exposure:Repeated or prolonged contact with skin may cause dermatitis. The substance may have effects on the liver and kidneys, resulting in impaired functions. This substance is probably carcinogenic to humans. Animal tests show that this substance possibly causes toxicity to human reproduction or development.
  • Physical properties Colorless liquid with a sweet, chloroform-like odor. Odor threshold concentration is 25 ppb (quoted, Keith and Walters, 1992).
  • Uses Historically, the primary use of 1,2-dibromoethane has been as a lead scavenger in antiknock mixtures added to gasolines (IPCS 1996). Lead scavenging agents transform the combustion products of tetraalkyl lead additives to forms that are more likely to be vaporized from engine surfaces. In 1978, 90% of the 1,2-dibromoethane produced was used for this purpose (ATSDR 1992). Annual consumption of 1,2-dibromoethane in the United States has decreased since the U.S. Environmental Protection Agency banned the use of lead in gasoline. 1,2-Dibromoethane (EDB) is used as a fumigant for grains, in antiknock gasolines, as asolvent, and in organic synthesis. Most of the uses of 1,2-dibromoethane have been stopped in the United States; however, it is still used as a fumigant for treatment of logs for termites and beetles, for the control of moths and beehives, and as a preparation for dyes and waxes.
Technology Process of 1,2-Dibromoethane

There total 89 articles about 1,2-Dibromoethane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With 1,2-dibromo-1,1,2,2-tetrachloroethane; triphenylphosphine; In dichloromethane; at 20 ℃; for 0.15h;
DOI:10.3906/kim-1804-41
Guidance literature:
With hydrogen bromide; oxygen; sodium nitrite; at 40 ℃; for 0.716667h; Ionic liquid;
DOI:10.1007/s10562-014-1298-1
Refernces

SODIUM HYDROGEN TELLURIDE AS A USEFUL NUCLEOPHILIC REAGENT FOR THE CLEAVAGE OF EPOXIDES AND OF QUATERNARY AMMONIUM SALTS

10.1016/S0040-4039(00)95051-2

The research investigates the utility of sodium hydrogen telluride as a nucleophilic reagent for the cleavage of epoxides and quaternary ammonium salts. The purpose of the study was to explore the reagent's ability to open epoxides via an SN2 process to yield telluro-alcohols, which could then be reduced to alcohols using nickel boride. The research also discovered a method to convert telluro-alcohols into olefins with high yield by treatment with p-toluene-sulphonyl chloride in pyridine. Sodium hydrogen telluride was found to be an efficient reagent for the dealkylation of quaternary ammonium salts, a process that complements the classical Emde cleavage and offers the advantage of functionalized cleavage products. The chemicals used in the process include sodium hydrogen telluride, ethanol, 1,2-dibromoethane, nickel boride, pyridine, toluene-p-sulphonyl chloride, and various epoxides and ammonium salts. The conclusions of the study highlight the effectiveness of sodium hydrogen telluride in organic synthesis, particularly in the formation of carbon-tellurium bonds and the conversion of epoxides into alcohols and olefins.

Synthesis and characterization of cyclopropylpolyketides: A combined experimental and theoretical study

10.1002/ejoc.200701140

The study presents the first synthesis and characterization of open-chain cyclopropylpolyketides through a combination of experimental and computational methods. Researchers synthesized cyclopropylpolyketides by a sequence of chain elongation via acylation and subsequent cyclopropanation. Key chemicals involved include 1(cyclopropyl)butane-1,3-dione and benzoylacetone, which were used as starting materials for cyclopropanation with 1,2-dibromoethane to form cyclopropanes 2a and 2b. These cyclopropanes were then reacted with cyclopropanecarboxylic chloride and benzoyl chloride to produce compounds 3a–c, which were further cyclopropanated to yield the desired cyclopropyltriketides 4a–c. The structure of 4c was confirmed by X-ray crystal structure analysis. Additionally, dimethyl cyclopropane-1,1-dicarboxylate (5) was reacted with 1-cyclopropylethan-1-one to form 7, which was transformed into triketide 8. The study also involved density functional theory computations to analyze the structural and energetic properties of the cyclopropylpolyketides, providing insights into their conformations and stabilities.

4-hydroxy-2-quinolones. 124. Synthesis and structure of ethyl 2-bromomethyl-5-oxo-1,2,6,7,8,9-hexahydro-5H-oxazolo-[3,2-a]quinoline-4- carboxylate

10.1007/s10593-007-0156-0

The study focuses on the synthesis and structure of ethyl 2-bromomethyl-5-oxo-1,2,6,7,8,9-hexahydro-5H-oxazolo[3,2-a]quinoline-4-carboxylate, a heterocyclic compound with potential applications in the treatment of bacterial and fungal infections. The researchers used a variety of chemicals, including arylaminomercaptomethylenemalonates, ethylenedibromides, and molecular bromine, to synthesize the target compound through a series of reactions involving protection of mercapto groups, ring closure, and condensation. The study also utilized X-ray analysis and NMR spectroscopy to confirm the structure and stability of the synthesized compound. The purpose of these chemicals was to construct the complex heterocyclic structure of the compound, which is of theoretical interest for establishing structure-activity relationships and searching for novel biologically active materials.

Facile syntheses of 4-(2-cyanoethylthio)-1,3-dithiole-2-thione and new electron donors with two TTF units and compounds with bis(1,3-dithiole-2-thione) groups

10.1055/s-2002-34837

The research presents a facile and efficient approach to synthesize 4-(2-cyanoethylthio)-1,3-dithiole-2-thione (1), a key compound for the preparation of tetrathiafulvalene (TTF) derivatives, from TBA2[Zn(dmit)2]. The study explores the synthetic conditions for preparing compound 1 and uses it to synthesize new electron donors with two TTF units. The chemicals used in the process include TBA2[Zn(dmit)2], 3-bromopropionitrile, pyridine hydrochloride, Hg(OAc)2, and various electrophilic reagents such as 1,2-dibromoethane and 1,3-dibromopropane. The research concludes that compound 1 can be synthesized with high efficiency using four equivalents of an organic ammonium salt, yielding new electron donors with two TTF units, which are significant for the study of organic conductors and molecular spin-ladder systems.

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