Isobutyronitrile

Base Information

• Chemical Name: Isobutyronitrile
• CAS No.: 78-82-0
• Deprecated CAS: 1800084-83-6
• Molecular Formula: C4H7 N
• Molecular Weight: 69.1063
• Hs Code.: 29269095
• European Community (EC) Number: 201-147-5
• NSC Number: 60536
• UN Number: 2284
• UNII: 699AWF2WV2
• DSSTox Substance ID: DTXSID5026461
• Nikkaji Number: J1.959C
• Wikipedia: Isobutyronitrile
• Wikidata: Q1960244
• Metabolomics Workbench ID: 67522
• ChEMBL ID: CHEMBL1492874
• Mol file: 78-82-0.mol

Synonyms:Isobutyronitrile(6CI,8CI); 1-Cyano-1-methylethane; 2-Cyanopropane; 2-Methylpropanenitrile;2-Methylpropionitrile; Dimethylacetonitrile; Isobutanenitrile; Isopropylcyanide; Isopropyl nitrile; NSC 60536; a-Methylpropanenitrile; a-Methylpropionitrile

Chemical Property of Isobutyronitrile

Chemical Property:

• Appearance/Colour: Clear liquid
• Vapor Pressure: 100 mm Hg ( 54.4 °C)
• Melting Point: -72 C
• Refractive Index: 1.372
• Boiling Point: 107 C
• Flash Point: 8 ºC
• PSA: 23.79000
• Density: 0.76
• LogP: 1.16598
• Storage Temp.: Flammables area
• Solubility.: slightly soluble in water and acetone, very soluble in alcohol and ether
• Water Solubility.: 35 g/L (20 ºC)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 69.057849228
• Heavy Atom Count: 5
• Complexity: 55.3
• Transport DOT Label: Flammable Liquid Poison

Purity/Quality:

97% ^*data from raw suppliers

Isopropylnitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,T
• Statements: 11-23/24/25-36/37/38
• Safety Statements: 9-16-24/25-26-36/37/39-45-23

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: CC(C)C#N
• Uses: Isobutyronitrile can be derived from isobutyraldehyde. It is used in organic synthesis, as a catalyst in the polymerization of ethylene and in the petroleum industry as a gasoline additive. Isobutyronitrile is also used to synthesize the intermediate 2-isopropyl-4-methyl-6-hydroxypyrimidine of the organophosphorus insecticide diazinon.

Technology Process of Isobutyronitrile

There total 121 articles about Isobutyronitrile 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: 77.0%

isobutylamine (78-81-9) → Isobutyronitrile (78-82-0) + N-isobutylideneisobutylamine (6898-82-4)

Guidance literature:

With oxygen; In para-xylene; at 110 ℃; for 2h;

DOI:10.1039/c4cc00024b

Reference yield: 19.9%

isobutyraldehyde (78-84-2) → diisobutylamine (110-96-3) + Isobutyronitrile (78-82-0) + triisobutylamine (1116-40-1) + N-isobutylideneisobutylamine (6898-82-4) + isobutylamine (78-81-9)

Guidance literature:

With ammonia; hydrogen; palladium on activated charcoal; at 180 ℃; under 760 Torr; Product distribution; Mechanism; other catalyst, temperature;;

Reference yield:

C32H64N4O4U → Isobutyronitrile (78-82-0) + uranium dioxide (1344-57-6) + isobutene (115-11-7,15220-85-6)

Guidance literature:

In ⁽²⁾H₈-toluene; at 150 ℃; for 16h;

DOI:10.1002/anie.201901924

upstream raw materials:

2-methyl-1,2-epoxypropane

tetrachloromethane

1-amino-3-methylbutane

Methyl isobutyrate

Downstream raw materials:

methyl 2-methylpropionimidate hydrochloride

phlorisobutyrophenone

3-isobutyl-5-isopropyl-1H-[1,2,4]triazole

ethyl isobutyrimidate hydrochloride

Refernces

• 1、 Singh, Ajaya Kumar,Jain, Bhawana,Negi, Reena,Katre, Yokraj,Singh, Surya P.,Sharma, Virender K.. "Kinetic study of oxidation of valine by N-bromophthalimide in presence of iridium (III) chloride as homogenous catalyst". . p. 71 - 77. Retrieved 2010.
• 2、 -. "Method for continuous preparation of nitriles in a pipelined reactor (by machine translation)". Paragraph 0036-0047; 0056; 0058. . Retrieved 2020/12/14.
• 3、 Ahmed, Jasimuddin,Hota, Pradip Kumar,Maji, Subir,Mandal, Swadhin K.,Rajendran, N. M.. "NHC-catalyzed silylative dehydration of primary amides to nitriles at room temperature". supporting information. p. 575 - 578. Retrieved 2020/01/29.