5,6-Dihydro-4H-pyran-2-carbonitrile

Base Information

• Chemical Name: 5,6-Dihydro-4H-pyran-2-carbonitrile
• CAS No.: 31518-13-5
• Molecular Formula: C₆H₇NO
• Molecular Weight: 109.128
• Hs Code.: 2932990090
• European Community (EC) Number: 858-130-6
• DSSTox Substance ID: DTXSID50483541
• Wikidata: Q82320931
• Mol file: 31518-13-5.mol

Synonyms:31518-13-5;5,6-Dihydro-4H-pyran-2-carbonitrile;3,4-dihydro-2H-pyran-6-carbonitrile;MFCD08437233;2H-Pyran-6-carbonitrile, 3,4-dihydro-;SCHEMBL8546228;SCHEMBL10968316;DTXSID50483541;AMY25029;AKOS006288647;CS-W001852;PB42522;DS-17517;SY003576;FT-0752096;5 pound not6-Dihydro-4H-pyran-2-carbonitrile;EN300-135697

Chemical Property of 5,6-Dihydro-4H-pyran-2-carbonitrile

Chemical Property:

• Vapor Pressure: 0.425mmHg at 25°C
• Refractive Index: 1.481
• Boiling Point: 195.2 °C at 760 mmHg
• Flash Point: 78.5 °C
• PSA: 33.02000
• Density: 1.06 g/cm³
• LogP: 1.20428
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 109.052763847
• Heavy Atom Count: 8
• Complexity: 151

Purity/Quality:

97% ^*data from raw suppliers

5,6-Dihydro-4h-pyran-2-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC=C(OC1)C#N

Technology Process of 5,6-Dihydro-4H-pyran-2-carbonitrile

There total 5 articles about 5,6-Dihydro-4H-pyran-2-carbonitrile 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: 90.0%

3,4-dihydro-2H-pyran (110-87-2) + copper(I) cyanide (544-92-3) → 3,4-dihydro-2H-pyran-6-carbonitrile (31518-13-5)

Guidance literature:

With piperidine;

DOI:10.1021/ol052131g

Reference yield:

3-Bromo-tetrahydro-pyran-2-carbonitrile (1051940-71-6) → 3,4-dihydro-2H-pyran-6-carbonitrile (31518-13-5)

Guidance literature:

With piperidine; In tetrachloromethane; for 60h; Yield given; Ambient temperature;

DOI:10.1055/s-1986-31697

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → 3,4-dihydro-2H-pyran-6-carbonitrile (31518-13-5)

Guidance literature:

Multi-step reaction with 3 steps

1: Br₂ / CCl₄ / 1.) -6 to -12 deg C, 2.) room temp., 1.5 h

2: CCl₄ / 16 h / Heating

3: piperidine / CCl₄ / 60 h / Ambient temperature

With piperidine; bromine; In tetrachloromethane;

DOI:10.1055/s-1986-31697

upstream raw materials:

3-Bromo-tetrahydro-pyran-2-carbonitrile

3,4-dihydro-2H-pyran

copper(I) cyanide

2,3-dibromotetrahydropyran

Downstream raw materials:

3,4-dihydro-2H-pyran-6-carboxylic acid

(S)-(-)-Tetrahydropyran-2-carboxylic Acid

5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester