4368-06-3

Basic information

• Product Name: 3-HYDROXYBUTYRONITRILE
• Synonyms: 3-HYDROXYBUTYRONITRILE;3-HYDROXYBUTYRONITRILE 95%;3-Hydroxybutanenitrile;3-Hydroxybutyronitrile,95%;3-Hydroxybutyronitrile, 1-Cyanopropan-2-ol
• CAS NO: 4368-06-3
• Molecular Formula: C₄H₇NO
• Molecular Weight: 85.1
• EINECS: 224-457-2
• Product Categories: C1 to C5;Cyanides/Nitriles;Nitrogen Compounds;Building Blocks;C1 to C5;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 4368-06-3.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 214 °C(lit.)
• Flash Point: >230 °F
• Appearance: clear slightly yellow to amber liquid
• Density: 0.976 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0286mmHg at 25°C
• Refractive Index: n20/D 1.429(lit.)
• PKA: 13.89±0.20(Predicted)
• CAS DataBase Reference: 3-HYDROXYBUTYRONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-HYDROXYBUTYRONITRILE(4368-06-3)
• EPA Substance Registry System: 3-HYDROXYBUTYRONITRILE(4368-06-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 4368-06-3(Hazardous Substances Data)

Usage

Chemical Properties

clear slightly yellow to amber liquid

Uses

β-Hydroxybutyronitrile is an intermediate used to prepare 2-Methylazetidine which is a derivative of Azetidine (A813000), a useful building block in the synthesis of polypeptides and other nitrogen containing compounds with potential biological properties.

General Description

3-Hydroxybutyronitrile is a β-hydroxynitrile derivative. It undergoes thermolysis in the gas-phase through the formation of a six-membered cyclic transition state.

InChI:InChI=1/C4H7NO/c1-4(6)2-3-5/h4,6H,2H2,1H3

Upstream product

• 113429-86-0 (R)-1-bromo-2-propanol 
• 151-50-8 potassium cyanide 
• 78-89-7 2-chloro-1-propanol 
• 40482-53-9 β-Hydroxybutyramide 
• 2469-99-0 Cyanoaceton 
• 75-07-0 acetaldehyde 
• 75-05-8 acetonitrile 
• 2028-63-9 but-3-yn-2-ol 
• 4786-20-3 but-2-enenitrile 
• 5977-14-0 acetoacetamido 
• 143-33-9 sodium cyanide 
• 75-56-9 methyloxirane 
• 127-00-4 1-Chloro-2-propanol 
• 141-78-6 ethyl acetate 

Downstream Products

• 5405-41-4 ethyl 3-hydroxybutyrate 
• 75-07-0 acetaldehyde 
• 75-05-8 acetonitrile 
• 4786-20-3 but-2-enenitrile 
• 1190-76-7 (Z)-2-butenenitrile 
• 109-75-1 but-3-enenitrile 
• 4786-20-3 crotononitrile 
• 1072-67-9 5-methylisoxazol-3-ylamine 
• 6168-83-8 (S)-3-Hydroxybutanoic Acid 
• 125103-95-9 (R)-3-hydroxybutanonitrile 
• 123689-95-2 3-hydroxybutyronitrile 
• 625-72-9 (R)-3-hydroxybutyric acid 
• 40482-53-9 β-Hydroxybutyramide 
• 300-85-6 3-Hydroxybutyric acid 

Relevant articles and documents

AMIDITE COMPOUND AND METHOD FOR PRODUCING POLYNUCLEOTIDE USING SAID COMPOUND

The present invention provides an amidite compound represented by formula (1) which enables a synthesis of RNA with high purity, and the method for preparing a polynucleotide by using the same compound. (In the formula (1), wherein R represents the following formula (wherein Ra and Rb are identical to or different from each other and each represents a methyl group, an ethyl group, or a hydrogen atom, with the proviso that Ra and Rb does not represent a hydrogen atom, n is an integer of 1 to 5), and Ba represents a group containing optionally protected nucleobase structure, and G1 and G2 are identical to or different from each other and each represents a protecting group for a hydroxy group, and G3 are identical to or different from each other and each represents an alkyl group.

Ruthenium-catalyzed formation of pyrazoles or 3-hydroxynitriles from propargyl alcohols and hydrazines

Functionalized pyrazoles are generated from secondary propragyl alcohols and hydrazines in a ruthenium-catalyzed cascade process, consisting of redox isomerization, Michael addition, cyclocondensation and dehydrogenation steps. The same bifunctional catalyst mediates the conversion of tertiary propargyl alcohols with hydrazine to 3-hydroxynitriles via anti-Markovnikov hydroamination followed by elimination of ammonia.

Synthesis of silyl iron hydride: Via Si-H activation and its dual catalytic application in the hydrosilylation of carbonyl compounds and dehydration of benzamides

The hydrido silyl iron complex (o-Ph2PC6H4SiMe2)Fe(PMe3)3H (2) was obtained via the activation of the Si-H bond of the bidentate silyl ligand o-Ph2P(C6H4)SiMe2H (1) by Fe(PMe3)4. 2 showed good to excellent catalytic activity in both the reduction of aldehydes/ketones and the dehydration of benzamide. In addition, with complex 2 as a catalyst, α,β-unsaturated carbonyls could be selectively reduced to the corresponding α,β-unsaturated alcohols. The mechanisms of the formation of 2 and the catalytic dehydration process are proposed and partly experimentally verified.