8-Bromo-1-octene

Base Information

• Chemical Name: 8-Bromo-1-octene
• CAS No.: 2695-48-9
• Molecular Formula: C8H15Br
• Molecular Weight: 191.111
• Hs Code.: 29033990
• European Community (EC) Number: 220-268-4
• UNII: E79E33RNF7
• DSSTox Substance ID: DTXSID30181437
• Nikkaji Number: J192.202E
• Wikidata: Q72448876
• Mol file: 2695-48-9.mol

Synonyms:Octene, 8-bromo- (7CI);7-Octen-1-yl bromide;

Chemical Property of 8-Bromo-1-octene

Chemical Property:

• Vapor Pressure: 0.5mmHg at 25°C
• Refractive Index: n20/D 1.467(lit.)
• Boiling Point: 198.7 °C at 760 mmHg
• Flash Point: 78.3 °C
• PSA: 0.00000
• Density: 1.131 g/cm³
• LogP: 3.51780
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 190.03571
• Heavy Atom Count: 9
• Complexity: 59.6

Purity/Quality:

98% ^*data from raw suppliers

8-Bromo-1-octene ^*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:

• Canonical SMILES: C=CCCCCCCBr
• Uses: 8-Bromo-1-octene has been used in preparation of polymerizable ligand, required for the synthesis of quantum dot-labeled polymer beads. Grignard reagent derived from 8-bromo-1-octene has been used in the synthesis of (2S,3S,5R)-5-[(1R)-1-hydroxy-9-decenyl]-2-pentyltetrahydro-3-furanol. It has been used as building block in natural product synthesis. Also used for the synthesis of more complex pharmaceutical compounds, such as Dithienogermole (DTG) derivatives with varying alkyl chain lengths and pendant functionalities.

Technology Process of 8-Bromo-1-octene

There total 14 articles about 8-Bromo-1-octene 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: 99.0%

oct-7-en-1-ol (13175-44-5) → 8-Bromo-1-octene (2695-48-9)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1002/anie.201611940

Reference yield: 82.0%

oct-7-en-1-yl 4-methylbenzenesulfonate (889882-46-6) → 8-Bromo-1-octene (2695-48-9)

Guidance literature:

With sodium bromide; In N,N-dimethyl-formamide; at 65 ℃; for 2h;

DOI:10.1007/BF00630261

Reference yield: 78.0%

1,8-dibromooctane (4549-32-0) → 8-Bromo-1-octene (2695-48-9)

Guidance literature:

With potassium hydroxide; 18-crown-6 ether; In various solvent(s); at 180 ℃; for 4h; under 50 Torr;

DOI:10.1021/ja0675292

upstream raw materials:

oct-7-en-1-ol

1,8-dibromooctane

1,7-Octadiene

oct-7-en-1-yl 4-methylbenzenesulfonate

Downstream raw materials:

7-bromoheptyl alcohol

ethyl 4-(n-oct-7'-enyloxy)benzoate

non-8-enenitrile

methyl 4-(oct-7-enyloxy)benzoate

Refernces

• 1、 -. "Double bond-containing fullerene liquid crystal compound and application thereof". Paragraph 0045-0049. . Retrieved 2020/10/19.
• 2、 Montes Vidal, Diogo,von Rymon-Lipinski, Anna-Lena,Ravella, Srinivasa,Groenhagen, Ulrike,Herrmann, Jennifer,Zaburannyi, Nestor,Zarbin, Paulo H. G.,Varadarajan, Adithi R.,Ahrens, Christian H.,Weisskopf, Laure,Müller, Rolf,Schulz, Stefan. "Long-Chain Alkyl Cyanides: Unprecedented Volatile Compounds Released by Pseudomonas and Micromonospora Bacteria". supporting information. p. 4342 - 4346. Retrieved 2017/04/03.