Mesoxalonitrile

Base Information

• Chemical Name: Mesoxalonitrile
• CAS No.: 1115-12-4
• Molecular Formula: C3N2 O
• Molecular Weight: 80.0458
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90149674
• Nikkaji Number: J1.285.554K
• Wikidata: Q18202121
• Metabolomics Workbench ID: 54859
• ChEMBL ID: CHEMBL2333073
• Mol file: 1115-12-4.mol

Synonyms:carbonyl cyanide;mesoxalonitrile

Chemical Property of Mesoxalonitrile

Chemical Property:

• Vapor Pressure: 157mmHg at 25°C
• Melting Point: -36°C
• Refractive Index: 1.3919 (estimate)
• Boiling Point: 65.5°Cat760mmHg
• Flash Point: °C
• PSA: 64.65000
• Density: 1.292g/cm³
• LogP: -0.39734
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 80.001062628
• Heavy Atom Count: 6
• Complexity: 134

Purity/Quality:

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

Mesoxalonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(#N)C(=O)C#N

Technology Process of Mesoxalonitrile

There total 14 articles about Mesoxalonitrile 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: 44.0%

diisonitroso acetone (41886-31-1) + acetic acid (64-19-7,77671-22-8) → carbonyl cyanide (1115-12-4)

Guidance literature:

heating at 160 - 180°C at pressure between 210 and 220 Torr; repeated distn. in vac. (130 Torr) then at atmospheric pressure; collecting fraction from 65 to 65.5°C;

Reference yield: 39.0%

5--4,5-dihydro-2,5-dimethyl-4-phenyl-3-furancarbonsaeure-tert-butylester (91473-98-2) → carbonyl cyanide (1115-12-4) + 2,5-Dimethyl-4-phenyl-3-pyrrolcarbonsaeure-tert-butylester (95838-68-9)

Guidance literature:

With hydrogenchloride; In methanol; water; Heating;

Reference yield:

Cyanformylchlorid (4474-17-3) → phosgene (75-44-5) + carbonyl cyanide (1115-12-4)

Guidance literature:

Ambient temperature;

upstream raw materials:

tetracyanoethylene oxide

Cyanformylchlorid

diazodicyanomethane

5--4,5-dihydro-2,5-dimethyl-4-phenyl-3-furancarbonsaeure-tert-butylester

Downstream raw materials:

cinnamyl-cyanocarbonyloxy-malononitrile

2,2,3-trimethyl-3-butenoic acid

N,N-diphenylurea

4,4-bis-(4-methoxy-phenyl)-2-oxo-but-3-enenitrile

Refernces

• 1、 Yasui, Yoshizumi,Kamisaki, Haruhi,Ishida, Takayuki,Takemoto, Yoshiji. "Synthesis of 3,3-disubstituted oxindoles through Pd-catalyzed intramolecular cyanoamidation". supporting information; experimental part. p. 1980 - 1989. Retrieved 2010/04/24.
• 2、 Reddy, Venkata Jaganmohan,Douglas, Christopher J.. "Catalytic C-CN activation and asymmetric cyanoamidation of alkenes: Total syntheses of (+)-horsfiline, (-)-coerulescine, and (-)-esermethole". experimental part. p. 4719 - 4729. Retrieved 2010/08/06.