8-Bromooctanenitrile

Base Information

• Chemical Name: 8-Bromooctanenitrile
• CAS No.: 54863-44-4
• Molecular Formula: C8H14BrN
• Molecular Weight: 204.11
• DSSTox Substance ID: DTXSID60518676
• Wikidata: Q82381458
• Mol file: 54863-44-4.mol

Synonyms:8-BROMOOCTANENITRILE;Octanenitrile, 8-bromo-;54863-44-4;SCHEMBL8652444;DTXSID60518676

Chemical Property of 8-Bromooctanenitrile

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 203.03096
• Heavy Atom Count: 10
• Complexity: 103

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCC#N)CCCBr

Technology Process of 8-Bromooctanenitrile

There total 5 articles about 8-Bromooctanenitrile 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%

8-bromooctanamide (88785-06-2) → 8-bromooctanenitrile (54863-44-4)

Guidance literature:

With (EtOPO₂)4; In chloroform; at 80 ℃; for 5h;

DOI:10.1002/hlca.19830660741

Reference yield: 35.0%

sodium cyanide (773837-37-9) + 1,7-dibromoheptane (4549-31-9) → 8-bromooctanenitrile (54863-44-4)

Guidance literature:

In isopropyl alcohol; for 15h; Reflux;

DOI:10.1002/jlcr.1951

Reference yield:

8-bromooctanoic acid (17696-11-6) → 8-bromooctanenitrile (54863-44-4)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / acetone / 0.5 h / -10 °C

2: 25percent aq. NH₃ / acetone / 2 h

3: 90 percent / (EtOPO₂)4 / CHCl₃ / 5 h / 80 °C

With ammonium hydroxide; (EtOPO₂)4; triethylamine; In chloroform; acetone;

DOI:10.1002/hlca.19830660741

upstream raw materials:

8-bromooctanamide

8-bromooctanoic acid

sodium cyanide

1,7-dibromoheptane

Downstream raw materials:

5-<4-(4-phenylbutoxy)phenyl>-2-<5-(1H-tetrazol-5-yl)heptyl>-2H-tetrazole

8-bromooctanoic acid

1-Brom-7-(2,4,10-trioxatricyclo<3.3.1.1^3,7>dec-3-yl)heptan

C₈⁽¹⁴⁾CH₁₆O₄