12-Bromododecanenitrile

Base Information

• Chemical Name: 12-Bromododecanenitrile
• CAS No.: 54863-47-7
• Molecular Formula: C₁₂H₂₂BrN
• Molecular Weight: 260.217
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID80518678
• Nikkaji Number: J1.954.704C
• Wikidata: Q82381460
• Mol file: 54863-47-7.mol

Synonyms:12-Bromododecanenitrile;12-Bromododecanonitrile;54863-47-7;12-Bromododecanonitrile, 97%;SCHEMBL11235591;DTXSID80518678;AKOS025295456

Chemical Property of 12-Bromododecanenitrile

Chemical Property:

• Refractive Index: n20/D 1.473
• Flash Point: 110 °C
• PSA: 23.79000
• Density: 1.110 g/mL at 25 °C
• LogP: 4.80588
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 259.09356
• Heavy Atom Count: 14
• Complexity: 148

Purity/Quality:

98%Min ^*data from raw suppliers

12-Bromododecanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCCCC#N)CCCCCBr
• Uses: 11-Bromoundecanenitrile is an intermediate in synthesizing N-(12-Aminododecyl)deoxynojirimycin (A608080), which is used in the preparation of imino-alditols as glycosidase inhibitors.

Technology Process of 12-Bromododecanenitrile

There total 6 articles about 12-Bromododecanenitrile 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%

12-hydroxydodecanoic nitrile (73782-16-8) → 12-bromododecanenitrile (54863-47-7)

Guidance literature:

12-hydroxydodecanoic nitrile; With copper(II) bis(trifluoromethanesulfonate); diisopropyl-carbodiimide; at 20 ℃; for 1h;

With N-Bromosuccinimide; In tetrahydrofuran; at 100 ℃; for 2h;

DOI:10.1016/j.tetlet.2003.09.024

Reference yield: 80.0%

11-dodecenenittrile (5048-44-2) → 12-bromododecanenitrile (54863-47-7)

Guidance literature:

With hydrogen bromide; In pentane; for 0.5h; Irradiation;

DOI:10.1002/hlca.19830660741

Reference yield: 60.0%

P-toluenesulfonyl cyanide (19158-51-1) + potassium (11-bromoundecyl)trifluoroborate (1557201-27-0) → 12-bromododecanenitrile (54863-47-7)

Guidance literature:

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; 1-acetoxy-1,2-benziodoxol-3-one; trifluoroacetic acid; In dichloromethane; water; at 20 ℃; for 24h; Irradiation;

DOI:10.1039/c6cc01530a

upstream raw materials:

11-dodecenenittrile

12-hydroxydodecanoic nitrile

1-Bromo-11-hydroxyundecane

P-toluenesulfonyl cyanide

Downstream raw materials:

12-{2-[bis(3-phenylprop-2-ynyl)amino]phenoxy}dodecanenitrile

12-{2-[bis(but-2-ynyl)amino]phenoxy}dodecanenitrile