Dihydro-2H-pyran-4,4(3H)-dicarbonitrile

Base Information

• Chemical Name: Dihydro-2H-pyran-4,4(3H)-dicarbonitrile
• CAS No.: 111511-90-1
• Molecular Formula: C7H8N2O
• Molecular Weight: 136.153
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID40561428
• Wikidata: Q82445236
• Mol file: 111511-90-1.mol

Synonyms:111511-90-1;Dihydro-2H-pyran-4,4(3H)-dicarbonitrile;OXANE-4,4-DICARBONITRILE;tetrahydro-4H-pyran-4,4-dicarbonitrile;Tetrahydropyran-4,4-dicarbonitrile;4H-Pyran-4,4-dicarbonitrile, tetrahydro-;SCHEMBL1192072;DTXSID40561428;BZWZQQPETNQTFG-UHFFFAOYSA-N;Tetrahydro-pyran-4,4-dicarbonitrile;MFCD19313175;AKOS022341730;AS-43670;CS-0007928;J-002594

Chemical Property of Dihydro-2H-pyran-4,4(3H)-dicarbonitrile

Chemical Property:

• Melting Point: 113-114 °C(Solv: ethanol (64-17-5))
• Boiling Point: 335.5±42.0 °C(Predicted)
• PSA: 56.81000
• Density: 1.13±0.1 g/cm3(Predicted)
• LogP: 0.83036
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 136.063662883
• Heavy Atom Count: 10
• Complexity: 192

Purity/Quality:

98%min ^*data from raw suppliers

Tetrahydropyran-4,4-dicarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCC1(C#N)C#N
• Uses: Tetrahydropyran-4,4-dicarbonitrile is used in the synthesis of potent-anti-HIV agents. Also used in the preparation of novel, neutral 5-hydroxytryptamine 6 receptor (5-HT6R) antagonists with unique structural facilities.

Technology Process of Dihydro-2H-pyran-4,4(3H)-dicarbonitrile

There total 4 articles about Dihydro-2H-pyran-4,4(3H)-dicarbonitrile 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: 41.0%

3-oxa-1,5-dichloropentane (111-44-4) + malononitrile (109-77-3) → dihydro-2H-pyran-4,4(3H)-dicarbonitrile (111511-90-1)

Guidance literature:

With potassium carbonate; In acetonitrile; at 100 ℃; for 24h;

DOI:10.1021/jm00128a052

Reference yield: 24.0%

1,1'-oxybis(2-bromo-ethane) (5414-19-7) + malononitrile (109-77-3) → dihydro-2H-pyran-4,4(3H)-dicarbonitrile (111511-90-1)

Guidance literature:

With potassium tert-butylate; tetrabutylammomium bromide; In dimethyl sulfoxide; at 20 ℃; for 4h;

Reference yield:

1,1'-oxybis(2-bromo-ethane) (5414-19-7) + malononitrile (109-77-3) → dihydro-2H-pyran-4,4(3H)-dicarbonitrile (111511-90-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 85 ℃; for 3h;

upstream raw materials:

3-oxa-1,5-dichloropentane

malononitrile

1,1'-oxybis(2-bromo-ethane)

Downstream raw materials:

tetrahydro-4H-pyran-4,4-dimethanamine dihydrochloride

tetrahydro-4H-pyran-4,4-dicarboxylic acid

4-(aminomethyl)tetrahydro-2H-pyran-4-carbonitrile

N-[(8-oxa-2,3-diaza-spiro[4.5]dec-3-en-2-yl)-methylsulfanyl-methylidene]-3-chlorobenzenesulfonamide