4-Hydroxy-tetrahydro-pyran-4-carbonitrile

Base Information

• Chemical Name: 4-Hydroxy-tetrahydro-pyran-4-carbonitrile
• CAS No.: 50289-10-6
• Molecular Formula: C6H9NO2
• Molecular Weight: 127.14
• Hs Code.: 2932999099
• Mol file: 50289-10-6.mol

Synonyms:Pyran-4-carbonitrile, tetrahydro-4-hydroxy- (7CI);4-Cyano-4-hydroxytetrahydropyran;4-Hydroxytetrahydropyran-4-carbonitrile;

Chemical Property of 4-Hydroxy-tetrahydro-pyran-4-carbonitrile

Chemical Property:

• Melting Point: 39-41 °C
• Boiling Point: 316.7±42.0 °C(Predicted)
• PKA: 10.75±0.20(Predicted)
• PSA: 53.25000
• Density: 1.18±0.1 g/cm3(Predicted)
• LogP: 0.05148

Purity/Quality:

97% ^*data from raw suppliers

4-Hydroxytetrahydropyran-4-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Hydroxy-tetrahydro-pyran-4-carbonitrile

There total 5 articles about 4-Hydroxy-tetrahydro-pyran-4-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:

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) + trimethylsilyl cyanide (7677-24-9) → 4-hydroxy-tetrahydropyran-4-carbonitrile (50289-10-6)

Guidance literature:

Tetrahydro-4H-pyran-4-one; With zinc(II) iodide; In toluene; at 20 ℃; for 0.25h; Inert atmosphere;

trimethylsilyl cyanide; at 0 - 20 ℃; for 16h;

Reference yield:

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) + sodium cyanide (773837-37-9) → 4-hydroxy-tetrahydropyran-4-carbonitrile (50289-10-6)

Guidance literature:

With 2Na⁽²⁺⁾*O₃S₂^(2-); In water;

DOI:10.1016/j.bmcl.2008.07.126

Reference yield:

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) → 4-hydroxy-tetrahydropyran-4-carbonitrile (50289-10-6)

Guidance literature:

Multi-step reaction with 2 steps

1: ZnI₂ / CH₂Cl₂ / 48 h / Heating

2: 2N aq. HCl / 2 h / Ambient temperature

With hydrogenchloride; zinc(II) iodide; In dichloromethane;

DOI:10.1002/ardp.19873200413

upstream raw materials:

4-Trimethylsilanyloxy-tetrahydro-pyran-4-carbonitrile

Tetrahydro-4H-pyran-4-one

potassium cyanide

sodium cyanide

Downstream raw materials:

4-piperidin-1-yl-tetrahydropyran-4-carbonitrile

4-hydroxytetrahydro-2H-pyran-4-carboxylic acid

4-(aminomethyl)tetrahydro-2H-pyran-4-ol hydrochloride