Tridecanenitrile

Base Information

• Chemical Name: Tridecanenitrile
• CAS No.: 629-60-7
• Molecular Formula: C13H25 N
• Molecular Weight: 195.348
• Hs Code.: 2926909090
• European Community (EC) Number: 211-097-6,270-318-4
• NSC Number: 3886
• UNII: YN4CW7SV8Z
• DSSTox Substance ID: DTXSID8060876
• Nikkaji Number: J49.200K
• Wikidata: Q81989212
• Metabolomics Workbench ID: 94922
• Mol file: 629-60-7.mol

Synonyms:TRIDECANENITRILE;629-60-7;Dodecyl cyanide;1-Cyanododecane;n-Dodecyl cyanide;n-Tridecanonitrile;N-DODECYLCYANIDE;Nitriles, C10-16;Tridecane nitrile;AI3-16570;NSC 3886;NSC-3886;EINECS 211-097-6;EINECS 270-318-4;68424-73-7;tridecannitril;Tridecanonitrile;Lauryl Cyanide;Tridecanenitrile, 98%;Nitriles, C10-1-6;YN4CW7SV8Z;SCHEMBL60342;WLN: NC12;DTXSID8060876;NSC3886;MFCD00039492;AKOS000279580;CS-0362715;FT-0632667;T0819;D92403;A834121

Chemical Property of Tridecanenitrile

Chemical Property:

• Appearance/Colour: CLEAR COLOURLESS LIQUID
• Vapor Pressure: 0.00191mmHg at 25°C
• Melting Point: 9.9°C
• Refractive Index: 1.4370-1.4410
• Boiling Point: 152 °C / 10mmHg
• Flash Point: 9 °C
• PSA: 23.79000
• Density: 0.83
• LogP: 4.82098
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 195.198699802
• Heavy Atom Count: 14
• Complexity: 143

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tridecanenitrile >96.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Safety Statements: S36/37:Wear suitable protective clothing and gloves.

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: UVCB,Nitrogen Compounds -> Nitriles
• Canonical SMILES: CCCCCCCCCCCCC#N

Technology Process of Tridecanenitrile

There total 30 articles about Tridecanenitrile 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%

1-tridecanamine (2869-34-3) → tridecanenitrile (629-60-7)

Guidance literature:

With C₂₂H₂₂Cl₂FeN₂O₈^(2-)*2C₁₆H₃₆N⁽¹⁺⁾; oxygen; In neat (no solvent); at 100 ℃; for 0.5h; under 760.051 Torr; Green chemistry;

DOI:10.1016/j.tetlet.2015.12.082

Reference yield: 96.0%

5-bromopentan-1-nitrile (5414-21-1) + dioctylzinc (14403-26-0) → tridecanenitrile (629-60-7)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; magnesium bromide; nickel dichloride; 2,2-bis(penta-2,4-dienyl)malonic acid dimethyl ester; In tetrahydrofuran; at 25 ℃; for 1h;

DOI:10.1002/anie.200460246

Reference yield: 95.0%

dodecyl mesylate (51323-71-8) + trimethylsilyl cyanide (7677-24-9) → tridecanenitrile (629-60-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In acetonitrile; at 82 ℃; for 0.1h;

DOI:10.1021/jo982302d

upstream raw materials:

1-Iodododecane

potassium cyanide

1-tridecanamine

1-dodecylbromide

Downstream raw materials:

tri(tridecyl)amine

ethyl (1)-5-dodecyl-α-phenyl-2H-tetrazole-2-acetate

(1)-5-dodecyl-α-phenyl-2H-tetrazole-2-acetic acid

dodecane

Refernces

• 1、 -. "Method for continuous preparation of nitriles in a pipelined reactor (by machine translation)". Paragraph 0036-0047; 0056; 0058. . Retrieved 2020/12/14.
• 2、 Dutta, Indranil,Yadav, Sudhir,Sarbajna, Abir,De, Subhabrata,H?lscher, Markus,Leitner, Walter,Bera, Jitendra K.. "Double Dehydrogenation of Primary Amines to Nitriles by a Ruthenium Complex Featuring Pyrazole Functionality". supporting information. p. 8662 - 8666. Retrieved 2018/07/09.