2-Hydroxybutanenitrile

Base Information

• Chemical Name: 2-Hydroxybutanenitrile
• CAS No.: 4476-02-2
• Molecular Formula: C4H7NO
• Molecular Weight: 85.1057
• Hs Code.: 2926907090
• European Community (EC) Number: 224-753-1
• DSSTox Substance ID: DTXSID90963276
• Nikkaji Number: J57.751K
• Mol file: 4476-02-2.mol

Synonyms:2-Hydroxybutanenitrile;4476-02-2;Propionaldehyde cyanohydrin;2-Hydroxybutyronitrile;Butanenitrile, 2-hydroxy-;BRN 1699102;PROPIONALDEHYDECYANOHYDRIN;BUTYRONITRILE, 2-HYDROXY-;EINECS 224-753-1;alpha-HYDROXYBUTYRONITRILE;Propanal cyanhydrin;2-oxidanylbutanenitrile;2-hydroxy-butyronitrile;DTXSID90963276;MFCD00042729;AKOS009159529;LS-09699;LS-48259;CS-0217991;FT-0658420;EN300-96603;4-03-00-00757 (Beilstein Handbook Reference);A826679;Z419078094;OCTYLCRESOXYETHOXYETHYLDIMETHYL-BENZYLAMMONIUMCHLORIDE

Chemical Property of 2-Hydroxybutanenitrile

Chemical Property:

• Vapor Pressure: 0.125mmHg at 25°C
• Refractive Index: n20/D 1.414
• Boiling Point: 193.2 °C at 760 mmHg
• PKA: 11.38±0.20(Predicted)
• Flash Point: 70.6 °C
• Density: 0.991 g/cm³
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 85.052763847
• Heavy Atom Count: 6
• Complexity: 70.9

Purity/Quality:

98%Min ^*data from raw suppliers

2-Hydroxybutanenitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C#N)O

Technology Process of 2-Hydroxybutanenitrile

There total 12 articles about 2-Hydroxybutanenitrile 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: 96.0%

hydrogen cyanide (74-90-8) + propionaldehyde (123-38-6) → 2-hydroxybutanenitrile (4476-02-2)

Guidance literature:

With triethylamine; In toluene; at 10 - 20 ℃; Product distribution / selectivity;

Reference yield: 90.0%

trimethylsilyl cyanide (7677-24-9) + propionaldehyde (123-38-6) → 2-hydroxybutanenitrile (4476-02-2)

Guidance literature:

With magnesium iodide diethyletherate; In dichloromethane; at 20 ℃; for 5h;

DOI:10.3184/174751912X13445841618558

Reference yield: 77.0%

potassium cyanide (151-50-8) + propionaldehyde (123-38-6) → 2-hydroxybutanenitrile (4476-02-2)

Guidance literature:

With acetic acid; In ethanol; water; at 0 - 25 ℃; for 2h;

DOI:10.1139/v89-161

upstream raw materials:

hydrogen cyanide

propionaldehyde

sodium cyanide

potassium cyanide

Downstream raw materials:

2-aminobutyronitrile

propioin

2-hydroxy-1-phenylbutan-1-one

but-2-enenitrile

Refernces

• 1、 -. "Synthesis method 2- hydroxyl carboxylic ester (by machine translation)". Paragraph 0052; 0053. . Retrieved 2020/05/05.
• 2、 Lauder, Kate,Anselmi, Silvia,Finnigan, James D.,Qi, Yuyin,Charnock, Simon J.,Castagnolo, Daniele. "Enantioselective Synthesis of α-Thiocarboxylic Acids by Nitrilase Biocatalysed Dynamic Kinetic Resolution of α-Thionitriles". supporting information. p. 10422 - 10426. Retrieved 2020/07/24.