1,6-Dibromohexane

Base Information

• Chemical Name: 1,6-Dibromohexane
• CAS No.: 629-03-8
• Deprecated CAS: 625084-40-4,2387715-75-3
• Molecular Formula: C6H12Br2
• Molecular Weight: 243.969
• Hs Code.: 29033036
• European Community (EC) Number: 211-067-2
• NSC Number: 7306
• UNII: 7L71Q7Y230
• DSSTox Substance ID: DTXSID4044452
• Nikkaji Number: J68.586K
• Wikidata: Q161558
• Metabolomics Workbench ID: 132008
• ChEMBL ID: CHEMBL3559826
• Mol file: 629-03-8.mol

Synonyms:1,6-Dibromohexane;629-03-8;Hexamethylene dibromide;1,6-Dibromo-n-hexane;HEXANE, 1,6-DIBROMO-;1,6-Dibromohexan;Hexamethylene Bromide;alpha,omega-Dibromohexane;1,6-Dibromohexan [German];NSC 7306;EINECS 211-067-2;BRN 1236322;1,6-Dibromohexan [German];AI3-11008;DTXSID4044452;NSC-7306;7L71Q7Y230;EC 211-067-2;4-01-00-00354 (Beilstein Handbook Reference);1,6-dibromo hexane;1,6 dibromohexane;1.6-dibromohexane;Hexane,6-dibromo-;1,6-di-bromohexane;1,6-dibromo-hexane;1, 6-Dibromohexane;Dibromo-1,6 hexane;Dibromohexane, 1,6-;Hexane, 1,6-dibromo;Br(CH2)6Br;WLN: E6E;1,6-Dibromohexane, 96%;SCHEMBL53228;CHEMBL3559826;DTXCID2024452;UNII-7L71Q7Y230;NSC7306;AMY11215;Tox21_302059;BR1156;MFCD00000272;AKOS009031430;NCGC00255958-01;AS-13088;BP-21392;CAS-629-03-8;LS-75065;CS-0015831;D0185;FT-0606998;EN300-19705;A24632;D77996;Q161558;J-504033;F0001-1698;1,6-Dibromhexan;1,6-dibromo-hexan;alpha,omega-dibromohexane

Chemical Property of 1,6-Dibromohexane

Chemical Property:

• Appearance/Colour: Colorless or pale yellow liquid.
• Vapor Pressure: 0.0483mmHg at 25°C
• Melting Point: -2-2.5 °C(lit.)
• Refractive Index: n20/D 1.507(lit.)
• Boiling Point: 244.1 °C at 760 mmHg
• Flash Point: 110.8 °C
• PSA: 0.00000
• Density: 1.584 g/cm³
• LogP: 3.33660
• Storage Temp.: Store below +30°C.
• Water Solubility.: insoluble
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 243.92853
• Heavy Atom Count: 8
• Complexity: 31.5

Purity/Quality:

99% ^*data from raw suppliers

1,6-Dibromohexane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, N, C
• Hazard Codes: T,N,C
• Statements: 25-51/53-43
• Safety Statements: 36-45-61-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Saturated
• Canonical SMILES: C(CCCBr)CCBr
• Uses: 1,6-Dibromohexane is used as a reagent in the synthesis of novel benzo[b]xanthone derivatives which have a potential antitumor activity. It is also used as a cross-linker for the cross-linking of glycuronans. 1,6-Dibromohexane is generally used to introduce C6 spacer in the molecular architecture. Some of the examples are:Synthesis of solvent processable and conductive polyfluorene ionomers for alkaline fuel cell applications.Synthesis of cross-linkable regioregular poly(3-(5-hexenyl)thiophene) (P3HNT) for stabilizing the film morphology in polymer photovoltaic cells.Synthesis of pyrrolo-tetrathiafulvalene molecular bridge (6PTTF6) to study redox switching behavior of single molecules.Synthesis of water-soluble thermoresponsive polylactides.

Technology Process of 1,6-Dibromohexane

There total 26 articles about 1,6-Dibromohexane 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: 97.0%

1,6-hexanediol (629-11-8) → 1 ,6-dibromohexane (629-03-8)

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine; In dichloromethane; at -78 - 20 ℃; for 12h; chemoselective reaction; Darkness;

DOI:10.1055/s-0034-1380132

Reference yield: 79.0%

1,6-hexanediol (629-11-8) → 1 ,6-dibromohexane (629-03-8) + 1-bromo-6-hexanol (4286-55-9)

Guidance literature:

With hydrogen bromide; In toluene; for 13h; Heating;

DOI:10.1021/jo000291u

Reference yield: 75.0%

O-6-oxohexyl dimethylcarbamothioate (1110667-69-0) → 1 ,6-dibromohexane (629-03-8) + 6-bromohexanal (57978-00-4)

Guidance literature:

With 4-(bromomethylene)morpholin-4-ium bromide; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0028-1083195

upstream raw materials:

1,6-hexanediol

1,5-Hexadien

1,3-dibromo-propane

hydrogen bromide

Downstream raw materials:

1,5,12,16-tetrathia-cyclodocosane

7-azoniaspiro<6.6>tridecane bromide

N,N'-diisobutylhexane-1,6-diamine

2-(6-bromohexoxy)phenol

Refernces

• 1、 Zhao, Shuo,Wu, You,Sun, Qi,Cheng, Tie-Ming,Li, Run-Tao. "Triphenylphosphine-N-bromosuccinimide mediated chemoselective cyclodehydration of diols". . p. 1154 - 1162. Retrieved 2015/04/14.
• 2、 Moynihan, Meghan F.,Tucker, Joseph W.,Abelt, Christopher J.. "Primary alkyl bromides from dimethylthiocarbamates". experimental part. p. 3565 - 3568. Retrieved 2009/06/18.