15373-31-6

Basic information

• Product Name: 2-(2,2,3-Trimethyl-1-cyclopent-3-enyl)acetonitrile
• Synonyms: 2,2,3-trimethylcyclopent-3-enylacetonitrile;Cantryl;2,2,3-Trimethyl-3-cyclopentene-1-acetonitrile;3-Cyclopentene-1-acetonitrile, 2,2,3-trimethyl-;2,2,3-Trimethylcyclopent-3-enylacetonitril;2-(2,2,3-Trimethyl-1-cyclopent-3-enyl)acetonitrile
• CAS NO: 15373-31-6
• Molecular Formula: C₁₀H₁₅N
• Molecular Weight: 149.23
• EINECS: 239-405-4
• Mol File: 15373-31-6.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 230.1 °C at 760 mmHg
• Flash Point: 99 °C
• Appearance: /
• Density: 0.881 g/cm³
• Vapor Pressure: 0.067mmHg at 25°C
• Refractive Index: 1.454
• Water Solubility: 336mg/L at 20℃
• CAS DataBase Reference: 2-(2,2,3-Trimethyl-1-cyclopent-3-enyl)acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2,2,3-Trimethyl-1-cyclopent-3-enyl)acetonitrile(15373-31-6)
• EPA Substance Registry System: 2-(2,2,3-Trimethyl-1-cyclopent-3-enyl)acetonitrile(15373-31-6)

Safety Data

• Hazardous Substances Data: 15373-31-6(Hazardous Substances Data)

Usage

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C10H15N/c1-8-4-5-9(6-7-11)10(8,2)3/h4,9H,5-6H2,1-3H3

Upstream product

• 110-86-1 pyridine 
• 2792-42-9 (R,R)-camphor oxime 
• 98-09-9 benzenesulfonyl chloride 
• 13559-66-5 (+/-)-camphor oxime 
• 18674-50-5 camphor oxime 
• 76-22-2 Camphor 
• 7647-01-0 hydrogenchloride 
• 2513-91-9 (1R)-bornan-2-one-phenylhydrazone 
• 4501-58-0 campholenyc aldehyde 
• 80-56-8 Pinene 
• 106202-11-3 7β-Formylnorlongifolane oxime 
• 25491-00-3 7β-Formylnorlongifolane 
• 3292-05-5 (+-)-5,5,6exo-trimethyl-norbornan-2-one 
• 37939-80-3 1,7,7-trimethyl-bicyclo[2.2.1]heptane-2-one-oxime 

Downstream Products

• 74957-38-3 α-Campholenyl-N-(2,3-dichlorphenyl)urethan 
• 74957-37-2 α-Campholenyl-N-(p-chlorphenyl)urethan 
• 74169-28-1 N-(α-Campholenyl)-p-nitrobenzylidenimin 
• 74957-35-0 Phenyl-N-(α-campholen)-carbamat 
• 74957-29-2 N-(α-Campholenyl)-phenylessigsaeureamid 
• 74957-40-7 N-(α-Campholenyl)-p-brombenzylenimin 
• 74957-41-8 N-(α-Campholenyl)-p-methylbenzylidenimin 
• 74169-39-4 N-(α-Campholenyl)-benzylidenimin 
• 1901-38-8 (RS)-(+/-)-2-(2,2,3-trimethyl-cyclopent-3-en-1-yl)ethanol 
• 6709-22-4 2,2,3-trimethyl-3-cyclopentene-1-carboxylic acid 
• 25435-53-4 (2,2,3-Trimethyl-cyclopent-3-enyl)-acetic acid 
• 39692-51-8 phenyl 2-(2,3,3-trimethylcyclopenten-4-yl)methyl ketone 
• 25570-84-7 (2,2,3-trimethylcyclopent-3-enyl)ethanamimde 
• 1727-76-0 β-campholenonitrile 

Relevant articles and documents

Fluorinative Beckmann fragmentation: Fluorinative α-cleavage of cyclic ketoximes by diethylaminosulfur trifluoride

Diethylaminosulfur trifluoride reacted with cyclic ketoximes bearing substituent(s) that can stabilize a carbocation to cause fluorinative fragmentation, affording fluorinated carbonitrile. Ketoximes lacking such substituents afforded complex mixtures. However, the introduction of a sulfur functionality, which can stabilize a carbocation and can be easily removed from the reaction products, into the ketoxime was effective for producing the fluorinative fragmentation.

Synthesis of 2,3,4,5-tetrasubstituted pyrroles from aromatic ketoximes using the TiCl4/Et3N reagent system

Aryl alkyl ketoximes react with the TiCl4/Et3N reagent to give 2,3,4,5-tetrasubstituted pyrroles in moderate to good yields (55-81%).

Improved procedures for the Beckmann rearrangement: The reaction of ketoxime carbonates with boron trifluoride etherate

A variety of ketoxime ethyl carbonates-easily prepared from the oximes and ethyl chloroformate-undergo the Beckmann rearrangement upon treatment with 1 equivalent of boron trifluoride etherate, in dichloromethane solution at room temperature in excellent yields (generally 75-99%). (C) 2000 Elsevier Science Ltd.