4549-32-0

Basic information

• Product Name: 1,8-Dibromooctane
• Synonyms: 1,8-Dibromooctane,98%;Octane, 1,8-dibromo-;1,8-DIBROMOOCANE;1,8-Dibromooctane,Octamethylene dibromide;1,8-DibroMooctane, 98% 10ML;Octamethylene Bromide Octamethylene Dibromide;1,8-DibroMooCLane;1,8-DIBROMOOCTANE FOR SYNTHESIS
• CAS NO: 4549-32-0
• Molecular Formula: C₈H₁₆Br₂
• Molecular Weight: 272.02
• EINECS: 224-912-5
• Product Categories: Bromine Compounds;alpha,omega-Bifunctional Alkanes;alpha,omega-Dibromoalkanes;Monofunctional & alpha,omega-Bifunctional Alkanes;Pyridines ,Halogenated Heterocycles
• Mol File: 4549-32-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: 12-16 °C(lit.)
• Boiling Point: 270-272 °C(lit.)
• Flash Point: >230 °F
• Appearance: Clear yellow/Liquid
• Density: 1.477 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.011mmHg at 25°C
• Refractive Index: n20/D 1.498(lit.)
• Storage Temp.: Store below +30°C.
• Solubility: Chloroform (Sparingly), Hexanes (Slightly)
• Water Solubility: Insoluble
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
• BRN: 1698114
• CAS DataBase Reference: 1,8-Dibromooctane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-Dibromooctane(4549-32-0)
• EPA Substance Registry System: 1,8-Dibromooctane(4549-32-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 4549-32-0(Hazardous Substances Data)

Usage

Chemical Properties

colourless to pale yellow liquid. insoluble in water.

Uses

1,8-Dibromooctane is used as an additive in the preparation poly[[4,8-bis[(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b']dithiophene-2,6-diyl][3-fluoro-2-[(2-ethylhexyl)carbonyl]thieno[3,4-b]thiophenediyl]]:[6,6]-phenylC71-butyric acid methyl ester, which finds application in the fabrication of organic photovoltaics (OPVs). Further, it is used in the preparation of (1,4-bis-(8-bromooctyloxy)-benzene).

Application

1,8-Dibromooctane is used as a reagent in the synthesis of novel 7-aminoalkyl-substituted flavonoid derivatives as potential cholinesterase inhibitors and 3,3’-(Octane-1,8-diyl)bis(1-ethyl-imidazolium) bromide.

Synthesis Reference(s)

The Journal of Organic Chemistry, 30, p. 780, 1965 DOI: 10.1021/jo01014a031

Synthesis

1,8-Dibromooctane was prepared by the reaction of cyclooctene with sulfuric acid and hydrobromination under the catalyst.

InChI:InChI=1/C8H16Br2/c9-7-5-3-1-2-4-6-8-10/h1-8H2

Upstream product

• 629-41-4 1,8-Octanediol 
• 51306-09-3 1,8-dimethoxyoctane 
• 32038-98-5 N,N'-Octamethylenedibenzamide 
• 110042-34-7 1,8-bis(p-anisyloxy)octane 
• 111-20-6 1,10-decanedioic acid 
• 116728-38-2 octanedioic acid; disilver salt 
• 3710-30-3 1,7-Octadiene 
• 56-23-5 tetrachloromethane 
• 7726-95-6 bromine 
• 7789-69-7 phosphorus pentabromide 
• 2050-23-9 diethyl suberate 
• 629-03-8 1 ,6-dibromohexane 
• 94377-57-8 1,8-bis-pentyloxy-octane 
• 10035-10-6 hydrogen bromide 

Downstream Products

• 296-30-0 1,10-Diaza-cyclooctadecan 
• 120808-65-3 1,10-bis(p-tolylsulphonyl)-1,10-diazacyclo-octadecane 
• 94680-04-3 1,8-bis(4-nitrophenoxy)octane 
• 110662-67-4 1,8-bis-(2-nitro-phenoxy)-octane 
• 51306-09-3 1,8-dimethoxyoctane 
• 61575-01-7 1,8-diphenoxyoctane 
• 17702-83-9 N-8-bromooctylphthalimide 
• 1191-62-4 octane-1,8-dithiol 
• 593-12-4 1-bromo-8-fluorooctane 
• 83492-49-3 N¹,N⁸-di(p-toluenesulfonyl)-1,8-diaminooctane 
• 102702-38-5 1,4-bis((8’-bromooctyl)oxy)benzene 
• 58593-33-2 1,8-bis(2-hydroxyethylthio)octane 
• 119621-53-3 4,4'-bis-ethoxycarbonyl-1,1'-dimethyl-4,4'-diphenyl-dodecahydro-1,1'-octanediyl-bis-azepinium; dibromide 

Relevant articles and documents

Process intensification-assisted conversion of α,ω-alkanediols to dibromides

The increasingly widespread applications of α,ω-dibromides motivated development of a scalable, inexpensive process to rapidly convert selected α,ω-alkanediols to the corresponding dibromides. Diols were heated with only 48% aq HBr and an organic solvent, using a Dean-Stark apparatus modified to fractionate the azeotropic distillate, thereby maintaining a higher HBr concentration and reaction rate in the pot. Intensified distillation also increased the reaction rate. Various other substrate, solvent, and parameter effects have been discovered and rationalized.

ALLYL SULFIDE COMPOUNDS, AND COMPOSITIONS AND METHODS USING SAID COMPOUNDS FOR REPELLING BLOOD-FEEDING ARTHROPODS

This invention relates to compositions of one or more compounds that incorporate one or more allyl sulfide, allyl disulfide or allyl polysulfide moieties, or one or more allyl sulfide, allyl disulfide or allyl polysulfide moieties and one or more hydroxyl groups, used in effective amount in formulations, including emulsions, to repel blood-feeding ectoparasitic arthropods, including mosquitoes, and to deter them from landing and feeding when applied to the skin, clothing or environment of animals, including humans. Said compounds can include, but are not limited to, 8-allyl-sulfanyloctan-1-ol. This invention also relates to compositions comprising one or more of said compounds in further combination with other arthropod repellent and deterrent compounds, including vanillin. These compounds may be formulated with inert ingredients to form a liquid, gel, paste, soap, spray, aerosol or powder.

Solvent effects on the monobromination of α,ω-diols: A convenient preparation of ω-bromoalkanols

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