4786-24-7

Basic information

• Product Name: 3-METHYLCROTONONITRILE
• Synonyms: 3-METHYLCROTONONITRILE;METHYLCROTONITRILE;3-methyl-2-butenenitrile;2-Butenenitrile, 3-methyl-;EINECS 225-336-7;3-METHYLCROTONONITRILE 96+%;3-methylbut-2-enenitrile
• CAS NO: 4786-24-7
• Molecular Formula: C₅H₇N
• Molecular Weight: 81.12
• EINECS: 225-336-7
• Mol File: 4786-24-7.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 123.6 °C at 760 mmHg
• Flash Point: 27.6 °C
• Appearance: /
• Density: 0.828 g/cm³
• Vapor Pressure: 13.2mmHg at 25°C
• Refractive Index: 1.425
• CAS DataBase Reference: 3-METHYLCROTONONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYLCROTONONITRILE(4786-24-7)
• EPA Substance Registry System: 3-METHYLCROTONONITRILE(4786-24-7)

Safety Data

• Hazardous Substances Data: 4786-24-7(Hazardous Substances Data)

Usage

General Description

3-Methylcrotononitrile is a chemical compound with the molecular formula C5H7N. It is a colorless to pale yellow liquid with a pungent odor, and it is primarily used as an intermediate in the production of pharmaceuticals and agrochemicals. 3-METHYLCROTONONITRILE is also known as 3-methyl-2-butenenitrile and can be produced through various synthetic methods, including the reaction of acrylonitrile with isobutylene in the presence of a catalyst. 3-Methylcrotononitrile is considered to be a hazardous chemical and should be handled with care due to its potential for skin and eye irritation, as well as its flammability. Additionally, it is important to follow proper safety precautions when working with this compound in order to minimize potential health and environmental risks.

InChI:InChI=1/C5H7N/c1-5(2)3-4-6/h3H,1-2H3

Upstream product

• 100-85-6 N-benzyl-trimethylammonium hydroxide 
• 4786-19-0 3-methyl-3-butene nitrile 
• 75-65-0 tert-butyl alcohol 
• 372-09-8 cyanoacetic acid 
• 67-64-1 acetone 
• 17174-96-8 2,2-dimethyl-4-oxo-azetidine-1-sulfonyl chloride 
• 544-92-3 copper(I) cyanide 
• 563-47-3 3-Chloro-2-methylpropene 
• 460-19-5 ethanedinitrile 
• 115-11-7 isobutene 
• 2537-48-6 diethyl 1-cyanomethylphosphonate 
• 124870-74-2 4-cyano-3,3-dimethyl-1-(p-methoxyphenyl)azetidin-2-one 
• 13635-04-6 3-hydroxy-3-methylbutyronitrile 
• 513-37-1 2-methylprop-1-enyl chloride 

Downstream Products

• 26157-48-2 2-ethyl-3-methyl-crotononitrile 
• 63967-54-4 2-ethyl-3-methyl-hex-2-enenitrile 
• 107-85-7 1-amino-3-methylbutane 
• 625-28-5 Isovaleronitrile 
• 4479-75-8 3-methyl-2-butenamide 
• 858215-16-4 2-benzyl-2-cyano-3-phenyl-propionic acid benzyl ester 
• 63089-66-7 1-Cyano-1-isopropenylcyclohexan 
• 539-70-8 2-Methyl-6-methylene-2,7-octadien-4-one 
• 134812-55-8 3,3-Dimethyl-4-(phenylthio)-5-hexenenitrile 
• 124816-38-2 β-atlantone 
• 78450-20-1 3-amino-4-cyano-1,5,5-trimethyl-1,3-cyclohexadiene 
• 33185-16-9 4-cyano-1,5,5-trimethyl-1-cyclohexene-3-one 
• 143661-07-8 2,2-dimethyl-2H-1-benzopyran-3-carbonitrile 
• 78267-06-8 benzoyl-4 dimethyl-3,3 butyronitrile 

Relevant articles and documents

5, 7-SUBSTITUTED-IMIDAZO [1, 2-C] PYRIMIDINES AS INHIBITORS OF JAK KINASES

Compounds of Formula I: (Formula should be inserted here) and stereoisomers and pharmaceutically acceptable salts and solvates thereof in which R1, R2, R3, R4, R5, R6, R7, X1 and X2 have the meanings given in the specification, are inhibitors of one or more JAK kinases and are useful in the treatment of autoimmune diseases, inflammatory diseases, rejection of transplanted organs, tissues and cells, as well as hematologic disorders and malignancies and their co-morbidities.

Elimination kinetics of β-hydroxynitriles in the gas phase

The gas-phase elimination kinetics of primary, secondary and tertiary β-hydroxynitriles were examined in static seasoned vessels over the temperature range 360-450 °C and pressure range 47-167 Torr (1 Torr = 133.3 Pa). These reactions are homogeneous, unimolecular and follow a first-order rate law. The rate coefficients are given by the Arrhenius equation: for 3-hydroxypropionitrile log k1 = (14.29 ± 0.47) - (234.9 ± 6.3) kJ mol-1 (2.303 RT)-1; for 3-hydroxybutyronitrile log k1 = (13.76 ± 0.10) - (222.6 ± 0.7) kJ mol-1 (2.303RT)-1; and for 3-hydroxy-3-methylbutyronitrile log k1 (s-1) = (13.68 ± 0.68) - (212.5 ± 8.7) kJ mol-1 (2.303RT)-1. The decomposition rates of the β-hydroxynitriles increase from primary to tertiary carbon containing the OH group. The rates for the β-hydroxynitriles are found to be slower than those for the corresponding β-hydroxyacetylene analogs. The value of log A from 13.7 to 14.4 and the small positive ΔS≠ indicate a mechanism different from a six-centered cyclic transition state. These data appear to indicate that a four-membered cyclic transition state or a quasi-heterolytic mechanism is conceivable. Copyright

The Introduction of Nitrile-Groups into Heterocycles and Concversion of Carboxylic Groups into their Corresponding Nitriles with Clorosulfonylisocyanate and Triethylamine

Addition of chlorosulfonylisocyanate (CSI) to heterocycles such as thiophene (4) or indole (15) and unsaturated systems such as dihydropyran (7) gives N-chlorosulfonylamides RCONHSO2Cl, which can be converted by equivalent amounts of triethylamine to their corresponding nitriles.Since carboxylic acids react with CSI to N-chlorosulfonylamides, subsequent treatment with triethylamine affords the corresponding nitriles, but no isocyanates as claimed by other authors.The mechanisms of the conversion of the intermediate N-chlorosulfonylamides into the corresponding nitriles are discussed.