8-Nonenenitrile

Base Information

• Chemical Name: 8-Nonenenitrile
• CAS No.: 5048-34-0
• Molecular Formula: C9H15N
• Molecular Weight: 137.225
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID70565474
• Nikkaji Number: J132.545K
• Wikidata: Q82450589
• Mol file: 5048-34-0.mol

Synonyms:8-Nonenenitrile;Non-8-enenitrile;5048-34-0;MFCD09801067;8-nonene-1-nitrile;SCHEMBL515417;DTXSID70565474;AKOS016016620;MS-20977

Chemical Property of 8-Nonenenitrile

Chemical Property:

• Vapor Pressure: 0.055mmHg at 25°C
• Boiling Point: 233.7oC at 760 mmHg
• Flash Point: 101.1oC
• PSA: 23.79000
• Density: 0.828g/cm3
• LogP: 3.03658
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 137.120449483
• Heavy Atom Count: 10
• Complexity: 118

Purity/Quality:

95% ^*data from raw suppliers

8-Nonenenitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCCCCCCC#N

Technology Process of 8-Nonenenitrile

There total 10 articles about 8-Nonenenitrile 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: 84.0%

8-nonen-1-al (39770-04-2) → non-8-enenitrile (5048-34-0)

Guidance literature:

With O-(4-(trifluoromethyl)benzoyl)hydroxylamine; [(1R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; In methanol; at 20 ℃; for 12h;

DOI:10.1021/acs.orglett.5b02547

Reference yield: 41.0%

8-oxooctanenitrile (13050-09-4) + tri-n-butylstannyldibromomethane (23895-60-5) → non-8-enenitrile (5048-34-0)

Guidance literature:

With chromium dichloride; lithium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; at 25 ℃; for 24h;

DOI:10.1016/S0040-4039(00)76805-5

Reference yield: 10.0%

5-Hexenylquecksilberbromid (27936-01-2) + acrylonitrile (107-13-1,25014-41-9) → non-8-enenitrile (5048-34-0) + 4-cyclopentylbutanenitrile (5732-69-4)

Guidance literature:

With sodium tetrahydroborate; In dichloromethane; water; at 20 ℃; for 0.25h;

upstream raw materials:

8-oxooctanenitrile

tri-n-butylstannyldibromomethane

(E)-1-nitrocyclooctene

(trimethylsilyl)methylmagnesium chloride

Downstream raw materials:

(4R,7E)-10-(3-methoxy-5-(non-8-enamido)phenyl)-7-methyldeca-1,7-dien-4-yl (2S)-2-(cyclohexanecarboxamido)propanoate

(4R,7E)-10-(3-methoxy-5-(non-8-enamido)phenyl)-7-methyldeca-1,7-dien-4-yl 2-(cyclohexanecarboxamido)acetate

(4R,7E)-10-(3-methoxy-5-(non-8-enamido)phenyl)-7-methyldeca-1,7-dien-4-yl (2R)-2-acetamidopropanoate

(4R,7E)-10-(3-methoxy-5-(non-8-enamido)phenyl)-7-methyldeca-1,7-dien-4-yl (2R)-2-(cyclopentanecarboxamido)propanoate

Refernces

• 1、 An, Xiao-De,Yu, Shouyun. "Direct Synthesis of Nitriles from Aldehydes Using an O-Benzoyl Hydroxylamine (BHA) as the Nitrogen Source". supporting information. p. 5064 - 5067. Retrieved 2015/11/03.
• 2、 Cros, Fanny,Pelotier, Beatrice,Piva, Olivier. "Microwave-assisted cross-metathesis of unsaturated thiocyanates: Application to the synthesis of thiocyanatins A and B and analogues". experimental part. p. 233 - 238. Retrieved 2010/03/05.