4-HYDROXY-BUTYRONITRILE

Base Information

• Chemical Name: 4-HYDROXY-BUTYRONITRILE
• CAS No.: 628-22-8
• Molecular Formula: C4H7NO
• Molecular Weight: 85.1057
• Hs Code.: 2926909090
• Mol file: 628-22-8.mol

Synonyms:Butyronitrile,4-hydroxy- (6CI,7CI,8CI);1-Cyano-3-hydroxypropane;3-Cyano-1-propanol;3-Cyanopropanol;4-Hydroxybutanenitrile;4-Hydroxybutyronitrile;NSC 3805;Trimethylene cyanohydrin;g-Cyanopropyl alcohol;g-Hydroxybutanenitrile;g-Hydroxybutyronitrile;

Chemical Property of 4-HYDROXY-BUTYRONITRILE

Chemical Property:

• Vapor Pressure: 0.0047mmHg at 25°C
• Melting Point: 235-240 °C
• Refractive Index: 1.428
• Boiling Point: 245.7 °C at 760 mmHg
• PKA: 14.56±0.10(Predicted)
• Flash Point: 102.4 °C
• PSA: 44.02000
• Density: 0.995 g/cm³
• LogP: 0.28248

Purity/Quality:

99.5% ^*data from raw suppliers

MC002609:4-Hydroxy-butyronitrile 96 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Hydroxybutanenitrile can be used in the synthesis of polycyclic pyrazolines.

Technology Process of 4-HYDROXY-BUTYRONITRILE

There total 2 articles about 4-HYDROXY-BUTYRONITRILE 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: 57.0%

4-(tert-butyldimethylsilanyloxy)butanal (87184-81-4) → 4-butanolide (96-48-0) + 4-hydroxy-1-butanitrile (628-22-8) + 4-<(tert-Butyldimethylsilyl)oxy>butyronitrile (123703-37-7)

Guidance literature:

With O-(diphenylphosphinyl)hydroxylamine; In toluene; at 20 - 85 ℃; chemoselective reaction;

DOI:10.1021/jo301133y DOI:10.1021/jo301133y

Reference yield: 10.0%

4-bromobutanenitrile (5332-06-9) → 4-hydroxy-1-butanitrile (628-22-8) + cyclopropropanecarbonitrile (5500-21-0)

Guidance literature:

With oxygen; tetraethylammonium perchlorate; In N,N-dimethyl-formamide; at 20 ℃; electroreduction at -1.1 V;

Reference yield: 89.0%

4-hydroxy-1-butanitrile (628-22-8) → 4-butanolide (96-48-0)

Guidance literature:

With ; water; In 1,2-dimethoxyethane; at 140 ℃; for 24h;

DOI:10.1039/c39940001359

upstream raw materials:

4-bromobutanenitrile

4-(tert-butyldimethylsilanyloxy)butanal

Downstream raw materials:

methyl 4-chlorobutyrate

4-Aminobutanol

4-butanolide

hydroxymethyl propionamide

Refernces

• 1、 Laulhé, Sébastien,Gori, Sadakatali S.,Nantz, Michael H.. "A chemoselective, one-pot transformation of aldehydes to nitriles". . p. 9334 - 9337. Retrieved 2013/01/15.