Octanenitrile

Base Information

• Chemical Name: Octanenitrile
• CAS No.: 124-12-9
• Molecular Formula: C8H15 N
• Molecular Weight: 125.214
• Hs Code.: 2926909090
• European Community (EC) Number: 204-682-2
• NSC Number: 5513
• UNII: D6646V87PY
• DSSTox Substance ID: DTXSID1047655
• Nikkaji Number: J43.449C
• Wikidata: Q2089283
• ChEMBL ID: CHEMBL3183772
• Mol file: 124-12-9.mol

Synonyms:Octanenitrile;124-12-9;Caprylonitrile;OCTANONITRILE;Heptyl cyanide;Arneel 8;Caprylnitrile;1-Cyanoheptane;NSC 5513;EINECS 204-682-2;BRN 1744063;UNII-D6646V87PY;AI3-33240;DTXSID1047655;D6646V87PY;NSC-5513;n-Heptyl cyanide;EC 204-682-2;4-02-00-00993 (Beilstein Handbook Reference);heptylcyanide;n-heptylcyanide;Normal-heptyl cyanide;Heptyl cyanide, 97%;SCHEMBL441;CHEMBL3183772;DTXCID9027655;NSC5513;Tox21_302546;MFCD00001983;AKOS009158784;NCGC00256895-01;CAS-124-12-9;LS-97925;FT-0693802;O0221;J-005045;Q2089283

Chemical Property of Octanenitrile

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 0.241mmHg at 25°C
• Melting Point: ?45 °C(lit.)
• Refractive Index: n20/D 1.42(lit.)
• Boiling Point: 198-200 °C(lit.)
• Flash Point: 74 ºC
• PSA: 23.79000
• Density: 0.814
• LogP: 2.87048
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 125.120449483
• Heavy Atom Count: 9
• Complexity: 88

Purity/Quality:

99.9% ^*data from raw suppliers

Octanenitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: CCCCCCCC#N
• Uses: Octanenitrile is a reagent often used in the preparation of amides by hydration using amorphous manganese oxide catalyst in the presence of reduced amounts of water. Heptyl cyanide (Caprylonitrile) was used as a solvent to study the intermediates in the decomposition of aliphatic diazo-compounds.

Technology Process of Octanenitrile

There total 77 articles about Octanenitrile 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: 97.0%

octanol (111-87-5) → n-Octylamine (111-86-4) + caprylnitrile (124-12-9)

Guidance literature:

With ammonia; aluminum oxide; copper; at 280 ℃; for 0.000555556h; under 760 Torr;

DOI:10.1021/jo00317a020

Reference yield: 87.0%

dimethylbromosulphonium bromide (50450-21-0) + n-octanamide (629-01-6) → caprylnitrile (124-12-9) + dimethyl sulfoxide (67-68-5,8070-53-9)

Guidance literature:

In acetonitrile; for 4h; Reflux;

DOI:10.1016/j.tetlet.2009.07.100

Reference yield: 83.0%

n-Octylamine (111-86-4) → caprylnitrile (124-12-9) + Octanoic acid (124-07-2) + n-octanamide (629-01-6)

Guidance literature:

With water; oxygen; at 130 ℃; for 24h; under 3800.26 Torr;

DOI:10.1002/anie.200802464

upstream raw materials:

1-Bromoheptane

sodium cyanide

potassium cyanide

1-Iodoheptane

Downstream raw materials:

1-(2,4,6-trihydroxyphenyl)octan-1-one

1-(2,4,6-trihydroxy-3-methyl-phenyl)-octan-1-one

octanamidine

n-Octylamine

Refernces

• 1、 Rokach,Krauch. "". . p. 166. Retrieved 1967.
• 2、 Sosnovsky, George,Krogh, James A.. "A New Method for the Preparation of Aliphatic Hydroxamic Acids; Reaction of Primary Nitroalkanes with Selenium Dioxide in the Presence of Triethylamine". . p. 654 - 656. Retrieved 1980.
• 3、 Kamogawa, Hiroyoshi,Kanzawa, Asami,Kadoya, Masahiro,Naito, Takeshi,Nanasawa, Masato. "Conversions of Carbonyl Compounds via Their Polymeric Sulfonylhydrazones into Alkenes, Alkanes, and Nitriles". . p. 762 - 765. Retrieved 1983.
• 4、 Bauer,Cymerman. "-". . p. 1826,1828. Retrieved 1950.
• 5、 Bago Rodriguez, Ana Maria,Schober, Lukas,Hinzmann, Alessa,Gr?ger, Harald,Binks, Bernard P.. "Effect of Particle Wettability and Particle Concentration on the Enzymatic Dehydration of n-Octanaloxime in Pickering Emulsions". . p. 1450 - 1457. Retrieved 2021.
• 6、 Zaragoza, Florencio. "One-step conversion of alcohols into nitriles with simultaneous two-carbon chain elongation. (Cyanomethyl)trimethylphosphonium iodide as a reagent with a dual mode of action". . p. 4963 - 4964. Retrieved 2002.
• 7、 Alfer'ev et al.. "". . . Retrieved 1979.
• 8、 Zuidema, Daniel R.,Dennison, Ami L.,Park, Elizabeth Y.,Mebane, Robert C.. "Conversion of aldoximes into nitriles with raney nickel in refluxing 2-propanol". . p. 3810 - 3815. Retrieved 2008.
• 9、 Nonnhoff, Jannis,Gr?ger, Harald. "Process Development of the Copper(II)-Catalyzed Dehydration of a Chiral Aldoxime and Rational Selection of the Co-Substrate". . . Retrieved 2021/12/14.