15358-88-0

Basic information

• Product Name: (1alpha,2beta,5alpha)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one
• Synonyms: (1alpha,2beta,5alpha)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one
• CAS NO: 15358-88-0
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23344
• EINECS: 239-394-6
• Mol File: 15358-88-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 11 °C
• Boiling Point: 212°Cat760mmHg
• Flash Point: 72.8°C
• Appearance: /
• Density: 0.95g/cm³
• Vapor Pressure: 0.177mmHg at 25°C
• Refractive Index: 1.467
• CAS DataBase Reference: (1alpha,2beta,5alpha)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1alpha,2beta,5alpha)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one(15358-88-0)
• EPA Substance Registry System: (1alpha,2beta,5alpha)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one(15358-88-0)

Safety Data

• Hazardous Substances Data: 15358-88-0(Hazardous Substances Data)

Usage

General Description

The chemical (1alpha,2beta,5alpha)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one, also known as Camphedione, is a bicyclic ketone compound. It is a white crystalline solid with a camphor-like odor, and it is commonly used in the production of fragrances and flavorings. Camphedione has been found to possess antimicrobial and anti-inflammatory properties, making it a valuable ingredient in various medicinal and cosmetic products. Additionally, it is used as a precursor in the synthesis of other organic compounds. Overall, camphedione is a versatile chemical with a wide range of applications in different industries.

InChI:InChI=1/C10H16O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h6-8H,4-5H2,1-3H3/t6-,7+,8-/m1/s1

Upstream product

• 1686-14-2 α-pinene epoxide 
• 217320-94-0 2-Pinene oxide 
• 80-56-8 Pinene 
• 51152-11-5 (1R*,2R*,3R*,5S*)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ol 
• 473-61-0 (1RS:2SR:3RS)-Pinanol-⁽³⁾ 
• 64-19-7 acetic acid 
• 1686-14-2 2α,3α-epoxypinane 
• 80-56-8 rac-α-pinene 
• 473-61-0 (1S*,2R*,3R*)-2,6,6-Trimethylbicyclo<3.1.1>heptan-3-ol 
• 473-55-2 2,6,6-trimethylbicyclo[3.1.1]heptane 

Downstream Products

• 1845-25-6 (-)-(2R,3R,5R)-2-hydroxy-3-pinanone 
• 141243-74-5 (+)-(1R,2R)-2,7,7-Trimethyl-3-oxabicyclo<4.1.1>octan-4-one 

Relevant articles and documents

Synthesis of bimetallic Zr(Ti)-naphthalendicarboxylate MOFs and their properties as Lewis acid catalysis

Bimetallic Zr(Ti)-NDC based metal-organic frameworks (MOFs) have been prepared by incorporation of titanium(iv) into zirconium(iv)-NDC-MOFs (UiO family). The resulting materials maintain thermal (up to 500 °C), chemical and structural stability with respect to parent Zr-MOFs as can be deduced from XRD, N2 adsorption, FTIR and thermal analysis. The materials have been studied in Lewis acid catalyzed reactions, such as, domino Meerwein-Ponndorf-Verley (MPV) reduction-etherification of p-methoxybenzaldehyde with butanol, isomerization of α-pinene oxide and cyclization of citronellal.

Aminium Salts Catalyzed Rearrangement of α-Pinene and β-Ionone Oxides

β-ionone and α-pinene oxides 1,3 isomerize rapidly and selectively to 1-(1,2,2-trimethylcyclopent-1-yl)-pent-2-en-1,4-dione 2 and the industrially important 2,2,3-trimethyl-3-cyclopentene acetaldehyde 4, under the influence of catalytic amounts of aminium salts A, B.In order to find insights into the mechanism of our procedure, protic and Lewis acids-catalyzed rearrangements have also been reconsidered.

ORGANOBORANES FOR SYNTHESIS. 3. OXIDATION OF ORGANOBORANES WITH AQUEOUS CHROMIC ACID. A CONVENIENT SYNTHESIS OF KETONES FROM ALKENES VIA HYDROBORATION

Organoboranes react with alkaline hydrogen peroxide to provide a wide variety of alcohols.These alcohols can be taken up in ether solvent and converted without isolation into the corresponding ketones by treatment with chromic acid.Organoboranes can also be oxidized directly with chromic acid to the corresponding ketones.The chromic acid oxidation of organoboranes provides a new, convenient procedure for the synthesis of α-substituted cycloalkanones via hydroboration.The conversion of organoboranes into ketones proceeds through the intermediate alcohol.Representative cycloalkanones and α-methylcycloalkanones have been prepared from the corresponding alkenes via hydroboration, followed by chromic acid oxidation.