1,8-Dibromooctane

Base Information

• Chemical Name: 1,8-Dibromooctane
• CAS No.: 4549-32-0
• Molecular Formula: C8H16Br2
• Molecular Weight: 272.023
• Hs Code.: 29033990
• European Community (EC) Number: 224-912-5
• NSC Number: 9820
• UNII: ES9U6BR88X
• DSSTox Substance ID: DTXSID5063520
• Nikkaji Number: J29.162E
• Wikipedia: 1,8-Dibromooctane
• Wikidata: Q56045805
• Mol file: 4549-32-0.mol

Synonyms:1,8-dibromooctane

Chemical Property of 1,8-Dibromooctane

Chemical Property:

• Appearance/Colour: colourless to pale yellow liquid
• Vapor Pressure: 0.011mmHg at 25°C
• Melting Point: 12-16 °C(lit.)
• Refractive Index: n20/D 1.498(lit.)
• Boiling Point: 271 °C at 760 mmHg
• Flash Point: 154.9 °C
• PSA: 0.00000
• Density: 1.455 g/cm³
• LogP: 4.11680
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Sparingly), Hexanes (Slightly)
• Water Solubility.: Insoluble
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 7
• Exact Mass: 271.95983
• Heavy Atom Count: 10
• Complexity: 47.2

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,8-Dibromooctane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Saturated
• Canonical SMILES: C(CCCCBr)CCCBr
• 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).

Technology Process of 1,8-Dibromooctane

There total 20 articles about 1,8-Dibromooctane 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:

Reference yield: 90.0%

1,8-Octanediol (629-41-4) → 1,8-dibromooctane (4549-32-0) + 8-bromooctanol (50816-19-8)

Guidance literature:

With hydrogen bromide; In water; toluene; Reflux;

DOI:10.1016/j.tet.2009.03.046

Reference yield: 86.0%

1,8-Octanediol (629-41-4) → 1,8-dibromooctane (4549-32-0)

Guidance literature:

With toluene-4-sulfonic acid; 1-(1-methylethyl)-3-methylimidazolium bromide; In toluene; at 200 ℃; for 0.05h; under 10343 Torr; microwave irradiation;

DOI:10.1016/S0040-4020(03)00214-X

Reference yield: 55.0%

1,4-dibromo-butane (110-52-1) → 1,8-dibromooctane (4549-32-0) + 1,12-dibromododecane (3344-70-5)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; nickel⁽⁰⁾ 2,2'-bipyridyl complex; Product distribution; electrochemical reduction;

DOI:10.1016/0022-328X(86)80044-4

upstream raw materials:

1,8-Octanediol

1,8-dimethoxyoctane

N,N'-Octamethylenedibenzamide

1,8-bis(p-anisyloxy)octane

Downstream raw materials:

4,4'-bis-ethoxycarbonyl-1,1'-dimethyl-4,4'-diphenyl-dodecahydro-1,1'-octanediyl-bis-azepinium; dibromide

8-(Cyclohexyloxy)Octylbromid

1-(8-bromooctyl)-3-carbamoylpyridinium bromide

4-[(8-bromooctyl)oxy]benzophenone

Refernces

• 1、 Banaszak, Estelle,Xu, Li-Wen,Bardeau, Jean-Fran?ois,Castanet, Anne-Sophie,Mortier, Jacques. "First syntheses of model long-chain trichloro[ω-(trimethylsilyl)alkynyl]silanes suitable for self-assembled monolayers on silicon surfaces". body text. p. 3961 - 3966. Retrieved 2009/09/30.
• 2、 Leadbeater, Nicholas E.,Torenius, Hanna M.,Tye, Heather. "Ionic liquids as reagents and solvents in conjunction with microwave heating: Rapid synthesis of alkyl halides from alcohols and nitriles from aryl halides". . p. 2253 - 2258. Retrieved 2007/10/03.