2-Tridecenenitrile

Base Information

• Chemical Name: 2-Tridecenenitrile
• CAS No.: 22629-49-8
• Molecular Formula: C13H23N
• Molecular Weight: 193.332
• European Community (EC) Number: 245-142-6
• DSSTox Substance ID: DTXSID5047667
• ChEMBL ID: CHEMBL3182652
• Mol file: 22629-49-8.mol

Synonyms:2-Tridecenenitrile;tridec-2-enenitrile;22629-49-8;Tridecennitrile-2;EINECS 245-142-6;tridecene-2-nitrile;2-tridecenonitrilo;tridec - 2 - enenitrile;DTXSID5047667;Ozonil;UNII-BT3KRX4DA6;BT3KRX4DA6;CHEMBL3182652

Chemical Property of 2-Tridecenenitrile

Chemical Property:

• Vapor Pressure: 0.00232mmHg at 25°C
• Refractive Index: 1.453
• Boiling Point: 288.6 °C at 760 mmHg
• Flash Point: 128.7 °C
• Density: 0.84 g/cm³
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 193.183049738
• Heavy Atom Count: 14
• Complexity: 173

Purity/Quality:

98%min ^*data from raw suppliers

2-TRIDECENONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCC=CC#N

Technology Process of 2-Tridecenenitrile

There total 13 articles about 2-Tridecenenitrile 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%

1-bromo dodecane (112-29-8) + acrylonitrile (107-13-1,25014-41-9) → tridecene-2-nitrile (22629-49-8)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 130 ℃; for 6.5h;

DOI:10.1515/mgmc-2020-0023

Reference yield: 81.0%

cyanogen iodide (506-78-5) + C36H69B3O3 → tridec-2-enenitrile (22629-49-8)

Guidance literature:

With copper(I) trifluoromethanesulfonate * 1/2 toluene; cesium fluoride; 4,4'-di-tert-butyl-2,2'-bipyridine; In methanol; water; at 130 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01924

Reference yield:

(E)-1-azido-2-tridecene → tridec-2-enenitrile (22629-49-8)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,2-dichloro-ethane; for 24h; Inert atmosphere; Reflux;

DOI:10.1021/ol101094u

upstream raw materials:

carbon disulfide

aluminium trichloride

nitromethane

1-dodecene

Refernces

• 1、 Okamoto, Kazuhiro,Sakata, Naoki,Ohe, Kouichi. "Copper-Catalyzed Cyanation of Aryl- and Alkenylboronic Reagents with Cyanogen Iodide". supporting information. p. 4670 - 4673. Retrieved 2015/10/12.
• 2、 Zhou, Wang,Xu, Jiaojiao,Zhang, Liangren,Jiao, Ning. "An efficient transformation from benzyl or allyl halides to aryl and alkenyl nitriles". supporting information; experimental part. p. 2888 - 2891. Retrieved 2010/08/22.