7402-61-1

Basic information

• Product Name: ETHYL 2-CYANO-2-CYCLOHEPTYLIDENACETATE
• Synonyms: Cycloheptylidenecyanoacetic acid ethyl ester;Einecs 231-006-3;ETHYL 2-CYANO-2-CYCLOHEPTYLIDENACETATE;ethyl cyanocycloheptylideneacetate;Cyano(cycloheptylidene)acetic acid ethyl ester
• CAS NO: 7402-61-1
• Molecular Formula: C₁₂H₁₇NO₂
• Molecular Weight: 207.27
• EINECS: 231-006-3
• Mol File: 7402-61-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 327.6°Cat760mmHg
• Flash Point: 154.2°C
• Appearance: /
• Density: 1.057g/cm³
• Vapor Pressure: 0.0002mmHg at 25°C
• Refractive Index: 1.49
• CAS DataBase Reference: ETHYL 2-CYANO-2-CYCLOHEPTYLIDENACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-CYANO-2-CYCLOHEPTYLIDENACETATE(7402-61-1)
• EPA Substance Registry System: ETHYL 2-CYANO-2-CYCLOHEPTYLIDENACETATE(7402-61-1)

Safety Data

• Hazardous Substances Data: 7402-61-1(Hazardous Substances Data)

Usage

Description

ETHYL 2-CYANO-2-CYCLOHEPTYLIDENACETATE is a chemical compound characterized by its molecular formula C12H15NO2. It is a yellowish liquid with a distinctive fruity odor. ETHYL 2-CYANO-2-CYCLOHEPTYLIDENACETATE is primarily recognized for its applications in the synthesis of pharmaceuticals and agrochemicals, and it also serves as an intermediate in the production of other organic compounds. Despite its low toxicity, it is essential to handle ETHYL 2-CYANO-2-CYCLOHEPTYLIDENACETATE with care and to adhere to proper safety measures during its use.

Uses

Used in Pharmaceutical Industry:
ETHYL 2-CYANO-2-CYCLOHEPTYLIDENACETATE is used as a synthetic intermediate for the development of various pharmaceuticals. Its unique chemical structure allows it to be a key component in the creation of new drugs, contributing to the advancement of medical treatments.
Used in Agrochemical Industry:
In the agrochemical sector, ETHYL 2-CYANO-2-CYCLOHEPTYLIDENACETATE is utilized as a building block for the synthesis of different agrochemicals. Its role in this industry is crucial for the production of effective and innovative products that support agriculture and pest control.
Used as an Intermediate in Organic Compounds Production:
ETHYL 2-CYANO-2-CYCLOHEPTYLIDENACETATE is also employed as an intermediate in the synthesis of other organic compounds. Its versatility in chemical reactions makes it a valuable asset in the development of a wide range of organic substances for various applications.

InChI:InChI=1/C12H17NO2/c1-2-15-12(14)11(9-13)10-7-5-3-4-6-8-10/h2-8H2,1H3

Upstream product

• 105-56-6 ethyl 2-cyanoacetate 
• 502-42-1 cycloheptanone 
• 505-48-6 octane-1,8-dioic acid 

Downstream Products

• 7501-71-5 cyano(cycloheptyl)acetic acid ethyl ester 
• 4401-21-2 2-oxa-spiro[4.6]undecane-1,3-dione 
• 4448-73-1 cycloheptyl-malonic acid 

Relevant articles and documents

Distal γ-C(sp3)?H Olefination of Ketone Derivatives and Free Carboxylic Acids

Reported herein is the distal γ-C(sp3)?H olefination of ketone derivatives and free carboxylic acids. Fine tuning of a previously reported imino-acid directing group and using the ligand combination of a mono-N-protected amino acid (MPAA) and an electron-deficient 2-pyridone were critical for the γ-C(sp3)?H olefination of ketone substrates. In addition, MPAAs enabled the γ-C(sp3)?H olefination of free carboxylic acids to form diverse six-membered lactones. Besides alkyl carboxylic acids, benzylic C(sp3)?H bonds also could be functionalized to form 3,4-dihydroisocoumarin structures in a single step from 2-methyl benzoic acid derivatives. The utility of these protocols was demonstrated in large scale reactions and diversification of the γ-C(sp3)?H olefinated products.

Improved synthesis of γ-lactones from cyclopropyl cyanoesters

Cyclopropyl cyanoesters 2 were reliably converted to c-lactones 4 on treatment with aqueous sulfuric acid. The cyanoesters could be easily prepared from ketones or aldehydes in two steps, making this process particularly attractive from an efficiency standpoint. Copyright

Carboxylate bioisosteres of gabapentin

A series of carboxylate bioisosteres of structures related to gabapentin 1 have been prepared. When the carboxylate was replaced by a tetrazole, this group was recognized by the α2-δ protein. Further characterization of α2-δ binding compounds 14a and 14b revealed a similar pattern of functional in vitro and in vivo activity to gabapentin 1.