625-28-5

Basic information

• Product Name: 3-Methylbutanenitrile
• Synonyms: 2-Methylbutane secondary mononitrile;2-methylbutanesecondarymononitrile;3-methyl-butanenitril;3-methyl-butyronitril;3-Methylbutyronitrile;3-methyl-butyronitrile;Butanenitrile,3-methyl-;Butyronitrile, 2-methyl-
• CAS NO: 625-28-5
• Molecular Formula: C₅H₉N
• Molecular Weight: 83.13
• EINECS: 210-884-1
• Product Categories: C1 to C5;Cyanides/Nitriles;Nitrogen Compounds;Building Blocks;C1 to C5;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 625-28-5.mol
• Article Data: 31

Chemical Properties

• Melting Point: -100.8°C
• Boiling Point: 128-130 °C730 mm Hg(lit.)
• Flash Point: 83 °F
• Appearance: Clear colorless/Liquid
• Density: 0.795 g/mL at 25 °C(lit.)
• Vapor Pressure: 11.2mmHg at 25°C
• Refractive Index: n20/D 1.393(lit.)
• CAS DataBase Reference: 3-Methylbutanenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methylbutanenitrile(625-28-5)
• EPA Substance Registry System: 3-Methylbutanenitrile(625-28-5)

Safety Data

• Hazard Codes: Xn
• Statements: 10-22-36/37/38
• Safety Statements: 26-36
• RIDADR: UN 1992 3/PG 3
• WGK Germany: 3
• RTECS: NY1750000
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 625-28-5(Hazardous Substances Data)

Usage

Description

3-Methylbutanenitrile, also known as isovaleronitrile, is an organic compound with the chemical formula C5H9N. It is a colorless liquid with a characteristic odor and is soluble in water. It is an important intermediate in the synthesis of various chemicals and pharmaceuticals.

Uses

Used in Pharmaceutical Industry:
3-Methylbutanenitrile is used as a key intermediate in the synthesis of various pharmaceuticals, including antibiotics, anti-inflammatory drugs, and antidepressants. Its unique chemical structure allows for the formation of diverse chemical compounds with potential therapeutic applications.
Used in Chemical Synthesis:
3-Methylbutanenitrile is used as a versatile building block in the synthesis of a wide range of organic compounds, such as amines, amides, and nitriles. Its reactivity and functional group make it a valuable component in the production of various specialty chemicals and fine chemicals.
Used in Enzyme Production:
3-Methylbutanenitrile has been used in the synthesis of a new type of nitrilase, arylacetonitrilase, by Alcaligenes faecalis JM3 cells. This enzyme has potential applications in the biotransformation of nitriles into valuable amides and acids, which can be used in various industries, including pharmaceuticals, agrochemicals, and food processing.

InChI:InChI=1/C5H9N/c1-5(2)3-4-6/h5H,3H2,1-2H3

Upstream product

• 503-74-2 3-methylbutyric acid 
• 333-20-0 potassium thioacyanate 
• 107-85-7 1-amino-3-methylbutane 
• 123-51-3 i-Amyl alcohol 
• 544-00-3 3-methyl-N-(3-methylbutyl)-1-butanamine 
• 626-90-4 isovaleraldoxime 
• 645-41-0 triisoamylamine 
• 61-90-5 L-leucine 
• 78-77-3 Isobutyl bromide 
• 151-50-8 potassium cyanide 
• 513-38-2 Isobutyl iodide 
• 4786-24-7 3,3-dimethylacrylonitrile 
• 10285-87-7 N-isopentyl-formamide 
• 541-46-8 isobutylamide 

Downstream Products

• 108-10-1 4-methyl-2-pentanone 
• 26103-97-9 phloroisovalerophenone 
• 26104-01-8 3-methyl-1-(2,4,6-trihydroxy-3-isopentylphenyl)butan-1-one 
• 49583-27-9 1-[2,4,6-trihydroxy-3-methylphenyl]isopentan-1-one 
• 1888-57-9 2,5-dimethylhexan-3-one 
• 107-85-7 1-amino-3-methylbutane 
• 544-00-3 3-methyl-N-(3-methylbutyl)-1-butanamine 
• 436093-27-5 1-isobutyl-1H-tetrazol-5-ylamine 
• 541-46-8 isobutylamide 
• 590-86-3 isovaleraldehyde 
• 15116-14-0 2,4-dihydroxyphenyl isobutyl ketone 
• 3213-49-8 ethyl 2-isopropylcyanoacetate 
• 35027-11-3 N-(2-Cyano-3-methyl-1,1-diphenyl-butyl)-benzamide 
• 16536-95-1 3-methylbutanethioamide 

Relevant articles and documents

Facile dehydration of primary amides to nitriles catalyzed by lead salts: The anionic ligand matters

The synthesis of nitrile under mild conditions was achieved via dehydration of primary amide using lead salts as catalyst. The reaction processes were intensified by not only adding surfactant but also continuously removing the only by-product, water from the system. Both aliphatic and aromatic nitriles can be prepared in this manner with moderate to excellent yields. The reaction mechanisms were obtained with high-level quantum chemical calculations, and the crucial role the anionic ligand plays in the transformations were revealed.

Method for Selective Oxidation of Amines Using Two Dimensional Heterogeneous Nano-catalysts with Ruthenium Dispersed on Exfoliated Sheets of Molybdenum Disulfide

Disclosed is a method for selectively oxidizing an amine-based compound to convert the same into compounds such as nitrile using a two-dimensional heterogeneous nanocatalyst containing ruthenium supported, at high dispersion rate, on an exfoliated layer of molybdenum disulfide which is a layered transition metal dichalcogenide (LTMD).COPYRIGHT KIPO 2019

Direct synthesis of nitriles from aldehydes and hydroxylamine hydrochloride catalyzed by a HAP@AEPH2-SO3H Nanocatalyst

We describe an efficient method for the direct preparation of nitriles from aldehydes and hydroxylamine hydrochloride catalyzed by sulfonated nanohydroxyapatite functionalized by 2-aminoethyl dihydrogen phosphate (HAP@AEPH2-SO3H) as an eco-friendly and recyclable solid acid nanocatalyst. In this protocol the use of a solid acid nanocatalyst provides a green, useful, and rapid method for the preparation of nitriles in excellent yields. In addition, the notable feature of this methodolgy is that the synthesized nanocatalyst can be recovered and reused five times without any noticeable loss of efficiency.