2567-01-3

Basic information

• Product Name: 3-hydroxy-2-methylpropiononitrile
• Synonyms: 3-hydroxy-2-methylpropiononitrile;2-(Hydroxymethyl)propanenitrile;2-Methyl-3-hydroxypropiononitrile;3-Hydroxy-2-methylpropanenitrile;Propylene cyanohydrin
• CAS NO: 2567-01-3
• Molecular Formula: C₄H₇NO
• Molecular Weight: 85.10448
• EINECS: 219-902-2
• Mol File: 2567-01-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: Vapour density:
• Flash Point: 85.2°C
• Appearance: /
• Density: 0.991g/cm³
• Vapor Pressure: 0.0286mmHg at 25°C
• Refractive Index: 1.425
• Stability: Stable.
• CAS DataBase Reference: 3-hydroxy-2-methylpropiononitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-hydroxy-2-methylpropiononitrile(2567-01-3)
• EPA Substance Registry System: 3-hydroxy-2-methylpropiononitrile(2567-01-3)

Safety Data

• Hazardous Substances Data: 2567-01-3(Hazardous Substances Data)

Usage

General Description

Colorless liquid with a mild odor. Used in organic synthesis.

Air & Water Reactions

Flammable. Soluble in water.

Reactivity Profile

A hydroxylated nitrile. Nitriles may polymerize in the presence of metals and some metal compounds. They are incompatible with acids; mixing nitriles with strong oxidizing acids can lead to extremely violent reactions. Nitriles are generally incompatible with other oxidizing agents such as peroxides and epoxides. The combination of bases and nitriles can produce hydrogen cyanide. Nitriles are hydrolyzed in both aqueous acid and base to give carboxylic acids (or salts of carboxylic acids). These reactions generate heat. Peroxides convert nitriles to amides. Nitriles can react vigorously with reducing agents. Acetonitrile and propionitrile are soluble in water, but nitriles higher than propionitrile have low aqueous solubility. They are also insoluble in aqueous acids.

Fire Hazard

Flash point data for 3-hydroxy-2-methylpropiononitrile are not available. 3-hydroxy-2-methylpropiononitrile is probably combustible.

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

Upstream product

• 598-18-5 2-bromopropanol 
• 143-33-9 sodium cyanide 
• 7677-24-9 trimethylsilyl cyanide 
• 75-56-9 methyloxirane 
• 151-50-8 potassium cyanide 
• 28539-02-8 1-Hydroxymethyl-1H-benzotriazole 
• 107-12-0 propiononitrile 

Relevant articles and documents

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(Chemical Equation Presented) A very simple, safe and powerful method for the in situ generation of formaldehyde at low temperature in anhydrous conditions is described. This new tool avoids the use of gaseous formaldehyde and is suitable for basic carbon nucleophiles which cannot be generated in aqueous reaction media. Various substrates, including organolithium reagents and enolates, underwent smooth hydroxymethylation showing the versatility of this process. A Wittig reaction was also carried out in high yield.

Highly Regioselective and Stereospecific Functionalization of 1,2-Proanediol with Trimethyl(X)silanes Employing the 1,3,2λ5-Dioxaphospholane Methodology

The regioselective ring opening of (S)-4-methyl-2,2,2-triphenyl-1,3,2λ5-dioxaphospholanes (2) was initiated with several trimethylsilyl reagents (Me3SiX: X = PhS, I, Br; Cl, CN, and N3) to afford the regioisomeric (silyloxy)phosphonium salts.A stereospecific extrusion of triphenylphosphine oxide from these oxyphosphonium salts gave predominatly the thermodynamically less stable C-2-X-substituted derivatives with nearly complete inversion of stereochemistry at the C-2 stereogenic center (i.e., X = PhS).