Oxiranetetracarbonitrile

Base Information

• Chemical Name: Oxiranetetracarbonitrile
• CAS No.: 3189-43-3
• Molecular Formula: C6N4 O
• Molecular Weight: 144.092
• Hs Code.: 2926909090
• European Community (EC) Number: 221-691-7
• DSSTox Substance ID: DTXSID60185741
• Nikkaji Number: J262.310B
• Wikidata: Q83056824
• Mol file: 3189-43-3.mol

Synonyms:Tetracyanoethylene oxide;3189-43-3;Oxiranetetracarbonitrile;oxirane-2,2,3,3-tetracarbonitrile;Tetracyanoethyleneoxide;EINECS 221-691-7;MFCD00014483;tetra-cyano epoxide;C6N4O;SCHEMBL146913;Tetracyanoethylene oxide, 95%;C6-N4-O;DTXSID60185741;AKOS015836098;BS-44109;SY052897;FT-0634719;T1439;1,1,2,2-Ethanetetracarbonitrile, 1,2-epoxy-;T72284

Chemical Property of Oxiranetetracarbonitrile

Chemical Property:

• Vapor Pressure: 1.79E-16mmHg at 25°C
• Melting Point: 176-179 °C
• Boiling Point: 644°Cat760mmHg
• Flash Point: 292.9°C
• PSA: 107.69000
• Density: 1.56g/cm³
• LogP: -0.41148
• Storage Temp.: −20°C
• Solubility.: soluble in Methanol
• XLogP3: -1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 144.00721064
• Heavy Atom Count: 11
• Complexity: 327

Purity/Quality:

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

Tetracyanoethylene Oxide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(#N)C1(C(O1)(C#N)C#N)C#N

Technology Process of Oxiranetetracarbonitrile

There total 7 articles about Oxiranetetracarbonitrile 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: 95.0%

ethenetetracarbonitrile (670-54-2) → tetracyanoethylene oxide (3189-43-3)

Guidance literature:

With HOF* CH₃CN; In dichloromethane; water; acetonitrile; at 20 ℃;

DOI:10.1002/ejoc.200300082

Reference yield: 74.0%

iodosylbenzene (536-80-1) + ethenetetracarbonitrile (670-54-2) → iodobenzene (591-50-4) + tetracyanoethylene oxide (3189-43-3)

Guidance literature:

In dichloromethane; Ambient temperature;

DOI:10.1021/ja00393a040

Reference yield: 45.0%

1,1,2,2,-tetracyanoethane (14778-29-1) → tetracyanoethylene oxide (3189-43-3)

Guidance literature:

With air; In 1,4-dioxane; ethyl acetate;

upstream raw materials:

iodosylbenzene

ethenetetracarbonitrile

4,4,5,5-Tetramethyl-1,2,3-trioxolane

1,1,2,2,-tetracyanoethane

Downstream raw materials:

1-phenylimidazolium-3-dicyanomethylide

methyl-4 phenyl-5 dithiole-1,2 ylidene-3 malononitrile

α-(p-Methoxyphenyl)-malononitrile

p-methoxyphenylmalononitrile dimer

Refernces

• 1、 Butler, Richard N.,Coyne, Anthony G.,Cunningham, William J.,Moloney, Eamon M.. "Water and organic synthesis: A focus on the in-water and on-water border. Reversal of the in-water breslow hydrophobic enhancement of the normal endo -effect on crossing to on-water conditions for huisgen cycloadditions with increasingly insoluble organic liquid and solid 2π-dipolarophiles". . p. 3276 - 3291. Retrieved 2013.
• 2、 Liu, Honglei,Yuan, Chunhao,Wu, Yang,Xiao, Yumei,Guo, Hongchao. "Sc(OTf)3-Catalyzed [3 + 3] Cycloaddition of Cyclopropane 1,1-Diesters with Phthalazinium Dicyanomethanides". supporting information. p. 4220 - 4223. Retrieved 2015/09/15.