2157-47-3

Basic information

• Product Name: (2Z)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one oxime
• Synonyms: 1,3,3-trimethylbicyclo[2.2.1]heptan-2-one oxime
• CAS NO: 2157-47-3
• Molecular Formula: C₁₀H₁₇NO
• Molecular Weight: 167.2481
• Mol File: 2157-47-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 243°C at 760 mmHg
• Flash Point: 136.5°C
• Density: 1.14g/cm³
• Vapor Pressure: 0.0109mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: (2Z)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one oxime(CAS DataBase Reference)
• NIST Chemistry Reference: (2Z)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one oxime(2157-47-3)
• EPA Substance Registry System: (2Z)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one oxime(2157-47-3)

Safety Data

• Hazardous Substances Data: 2157-47-3(Hazardous Substances Data)

Usage

Description

(2Z)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one oxime, also known as carvone oxime, is a colorless to pale yellow liquid with a minty or camphor-like odor. It is a chemical compound with the molecular formula C10H17NO and is derived from carvone, a natural compound found in spearmint and caraway seeds.

Uses

Used in Perfume and Flavor Industries:
(2Z)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one oxime is used as a fragrance and flavoring agent in the perfume and flavor industries due to its minty or camphor-like odor.
Used in Pharmaceutical Industry:
(2Z)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one oxime is used as a pharmaceutical agent for its antimicrobial and insecticidal properties.
Used in Drug Synthesis:
(2Z)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one oxime is used as a chiral building block in organic chemistry for the synthesis of new drugs.

Upstream product

• 1195-79-5 1,3,3-trimethyl-2-norbornanone 
• 875-06-9 1,3,3-trimethyl-bicyclo[2.2.1]heptane-2-thione 
• 7803-49-8 hydroxylamine 
• 4695-62-9 fenchone 
• 64-17-5 ethanol 
• 56022-41-4 nitro-(1,3,3-trimethyl-[2]norbornyliden)-amine 
• 18492-37-0 (+/-)-fenchone 
• 7787-20-4 (-)-1,3,3-trimethyl-2-norbornanone 

Downstream Products

• 2157-47-3 fenchone oxime 
• 13180-66-0 1,3,3-Trimethyl-bicyclo[2.2.1]heptan-2-one O-(5-chloro-2,4-dinitro-phenyl)-oxime 
• 192702-77-5 (1,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl)-amide 
• 1195-79-5 1,3,3-trimethyl-2-norbornanone 

Relevant articles and documents

Multinuclear Magnetic Resonance Study of 1,3,3-Trimethylbicycloheptan-2-one (Fenchone) Oxime, Its Five Monochloro Derivatives and a Dehydrochlorination Product

Fenchone oxime, 5-exo-chlorofenchone oxime, 6-exo-chlorofenchone oxime, 7-anti-chlorofenchone oxime, 8-chlorofenchone oxime, 9-chlorofenchone oxime and a dehydrochlorination product of 10-chlorofenchone oxime were synthesized from fenchone and the corresponding chlorofenchones.The 1H, 13C and 17O NMR spectra of the oximes and the dehydrochlorination product were recorded.The NMR data were compared with the corresponding parameters obtained earlier for fenchone and monochlorofenchones in order to determine the differences between the carbonyl and oxime substituents from the NMR spectroscopic point of view, and to assign the stereochemistry of the oxime group.The stereochemistry could not, however, be assigned solely by NMR spectroscopy.

N-tert-Butyl-N-chlorocyanamide: A new reagent for the efficient preparation of gem-chloronitroso compounds

A new reagent for the efficient preparation of gem-chloronitroso compounds has been developed. The reaction of ketoximes with N-tert-butyl-N- chlorocyanamide takes place instantaneously in carbon tetrachloride at room temperature with excellent yields under mild conditions.

A Convenient Conversion of Sterically Hindered Ketones into Imines

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