18674-50-5

Basic information

• Product Name: ()-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one oxime
• Synonyms: (1)-1,7,7-Trimethylbicyclo(2.2.1)heptan-2-one oxime; AI3-19975; Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, oxime, (+/-)-; N-hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-imine
• CAS NO: 18674-50-5
• Molecular Formula: C₁₀H₁₇NO
• Molecular Weight: 167.2481
• EINECS: 242-491-6
• Mol File: 18674-50-5.mol
• Article Data: 7

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: ()-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one oxime(CAS DataBase Reference)
• NIST Chemistry Reference: ()-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one oxime(18674-50-5)
• EPA Substance Registry System: ()-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one oxime(18674-50-5)

Safety Data

• Hazardous Substances Data: 18674-50-5(Hazardous Substances Data)

Usage

General Description

The chemical ()-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one oxime, also known as carvone oxime, is a compound derived from carvone, a natural terpenoid found in essential oils of plants such as spearmint and caraway. It is commonly used in the pharmaceutical and food industries for its potential medicinal and flavoring properties. Carvone oxime has been studied for its antimicrobial, antioxidant, and anti-inflammatory activities, with potential applications in the development of new drugs and food additives. It is also a key intermediate in the synthesis of various organic compounds, making it an important chemical in the field of organic chemistry.

Upstream product

• 76-22-2 Camphor 
• 7519-74-6 (+/-)-thiocampher 

Downstream Products

• 32511-34-5 (R)-Bornylamine 
• 2223-67-8 1,7,7-trimethylbicyclo[2.2.1]heptan-exo-2-amine 
• 6627-72-1 rac-endo-borneol 
• 15340-92-8 Iso-α-campholenonitrile 
• 15373-31-6 α-campholenonitrile 
• 1152-98-3 C₁₇H₂₁NO₂ 
• 31180-79-7 camphor nitrimine 
• 76-22-2 Camphor 
• 28154-30-5 (1S,4S)-2-Chloro-1,7,7-trimethyl-2-nitro-bicyclo[2.2.1]heptane 
• 2437-76-5 2-bromo-p-cymene 
• 31180-79-7 (±)-camphor nitrimine 

Relevant articles and documents

Photoinduced, Copper-Catalyzed Three-Component Annulation of gem-Dialkylthio Enynes

Photoinduced, copper-catalyzed three-component radical annulation of gem-dialkylthio enynes, cyclobutanone oxime esters, and boronic acids was achieved, forming highly functionalized aryl thienyl sulfides with both good chemo- and diastereoselectivities. The reaction proceeds through a domino sequence involving cyanoalkyl radical-mediated intramolecular annulation of gem-dialkylthio enyne, alkenyl radical-promoted C(sp3)-S bond cleavage, and sulfur-centered radical-trapped Cu(II)-facilitated C-S cross-coupling. The protocol features simultaneous establishment of cyanoalkyl, cyclopentanone, and thiophene moieties and a thioether C-S bond in one pot with broad substrate scopes and versatile functional group tolerance under mild conditions.

AMINATION AND HYDROXYLATION OF ARYLMETAL COMPOUNDS

In one aspect, the present disclosure provides methods of preparing a primary or secondary amine and hydroxylated aromatic compounds. In some embodiments, the aromatic compound may be unsubstituted, substituted, or contain one or more heteroatoms within the rings of the aromatic compound. The methods described herein may be carried out without the need for transition metal catalysts or harsh reaction conditions.

Silicon-catalyzed conversion of nitro compounds into ketones and poly(1,3-diketones)

The reaction of various secondary nitro compounds with 1.1 equivalents of potassium hydride in 1,4-dioxane and then with 0.10 equivalent of chlorotrimethylsilane gave the corresponding ketones in 62-90% yields. By a similar strategy, poly(1,3-diketones) were synthesized directly from nitroalkenes with sodium ethoxide, potassium hydride, and chlorotrimethylsilane in 1,4-dioxane. The use of chlorotrimethylsilane in a catalytic amount was the key to the success of this transformation; the use of an excess of chlorotrimethylsilane led to poor yields for the same reactions. Georg Thieme Verlag Stuttgart.