6-Bromo-1-hexene

Base Information

• Chemical Name: 6-Bromo-1-hexene
• CAS No.: 2695-47-8
• Molecular Formula: C6H11Br
• Molecular Weight: 163.057
• Hs Code.: 29039990
• European Community (EC) Number: 220-267-9
• DSSTox Substance ID: DTXSID6062595
• Nikkaji Number: J97.486B
• Wikidata: Q72456733
• Mol file: 2695-47-8.mol

Synonyms:1-Bromo-5-hexene;5-Hexen-1-yl bromide;5-Hexenyl bromide;6-Bromohexene;

Chemical Property of 6-Bromo-1-hexene

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 4.36mmHg at 25°C
• Melting Point: -102.35°C (estimate)
• Refractive Index: n20/D 1.4652(lit.)
• Boiling Point: 153 °C at 760 mmHg
• Flash Point: 52.2 °C
• PSA: 0.00000
• Density: 1.2 g/cm³
• LogP: 2.73760
• Storage Temp.: Refrigerator
• Water Solubility.: Not miscible in water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 162.00441
• Heavy Atom Count: 7
• Complexity: 41.4

Purity/Quality:

99% ^*data from raw suppliers

6-Bromohexene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, F
• Hazard Codes: Xi,F,T
• Statements: 10-36/37/38-61
• Safety Statements: 26-36-37/39-16-45-53

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Unsaturated
• Canonical SMILES: C=CCCCCBr
• Uses: 6-Bromo-1-hexene was used in the preparation of epoxide, 6-bromo-1,2-epoxyhexane. It was also used in a simple, direct preparation of 4-alkenylbenzonitriles via anionic reduced forms of terephthalonitrile in liquid ammonia.

Technology Process of 6-Bromo-1-hexene

There total 23 articles about 6-Bromo-1-hexene 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: 88.0%

O-hex-5-enyl dimethylcarbamothioate (1110667-68-9) → 6-Bromo-1-hexene (2695-47-8)

Guidance literature:

With 4-(bromomethylene)morpholin-4-ium bromide; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1055/s-0028-1083195

Reference yield: 86.0%

5-Hexen-1-ol (821-41-0) → 6-Bromo-1-hexene (2695-47-8)

Guidance literature:

With pyridine; bromine; triphenylphosphine; In dichloromethane;

Reference yield: 81.0%

5-bromopentanal (1191-30-6) + Methyltriphenylphosphonium bromide (1779-49-3) → 6-Bromo-1-hexene (2695-47-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c4ra17084a

upstream raw materials:

5-Hexen-1-ol

1,5-Hexadien

1,4-dibromo-butane

vinyllithium

Downstream raw materials:

hex-5-enyl fluoride

2-Hex-5-enyl-2-phenyl-[1,3]dithiane

4-(hex-5-enyloxy)benzaldehyde

o-Hydroxyphenyl 5-hexenyl ether

Refernces

• 1、 Saidhareddy, Puli,Shaw, Arun K.. "Glycal approach to the synthesis of macrolide (-)-A26771B". . p. 29114 - 29120. Retrieved 2015.
• 2、 Butler,Price. "-". . p. 1092,1094. Retrieved 1959.
• 3、 Saied, Essa M.,Le, Thuy Linh-Stella,Hornemann,Arenz, Christoph. "Synthesis and characterization of some atypical sphingoid bases". supporting information. p. 4047 - 4057. Retrieved 2018/06/30.
• 4、 Sch?fer, Sandra,Kickelbick, Guido. "Simple and high yield access to octafunctional azido, amine and urea group bearing cubic spherosilicates". supporting information. p. 221 - 226. Retrieved 2016/12/28.