(+)-pinocamphone

Base Information

• Chemical Name: (+)-pinocamphone
• CAS No.: 18492-59-6
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.236
• Mol file: 18492-59-6.mol

Synonyms:(+)-pinocamphone

Chemical Property of (+)-pinocamphone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (+)-pinocamphone

There total 19 articles about (+)-pinocamphone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.3%

(-)-isopinocampheol (1196-00-5) → (+)-pinocamphone (18492-59-6) + (1R,2R,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one (473-62-1)

Guidance literature:

lithium hydroxide; Cu-Al oxide; at 240 - 270 ℃;

Reference yield: 68.0%

α-pinene epoxide (1686-14-2,25488-94-2) → campholenyc aldehyde (4501-58-0,23727-15-3,91200-86-1,91819-58-8) + (+)-pinocamphone (18492-59-6) + (-)-trans-carveol (18383-51-2,22567-18-6,20307-86-2) + (-)-trans-pinocarveol (1674-08-4)

Guidance literature:

With {(η⁵-indenyl)Mo(CO)₂(μ-Cl)}₂; In 1,2-dichloro-ethane; at 55 ℃; for 0.0166667h; Solvent; Time; Temperature;

DOI:10.1039/c4nj00371c

Reference yield: 50.0%

α-pinene epoxide (1686-14-2,25488-94-2) → campholenyc aldehyde (4501-58-0,23727-15-3,91200-86-1,91819-58-8) + pinocarveol (547-61-5,1674-08-4,2158-49-8,3917-59-7,5947-36-4,6712-79-4,19889-99-7,19894-98-5) + iso-pinocamphone (473-62-1,547-60-4,14575-93-0,15358-88-0,18358-53-7,18492-59-6,22339-21-5,30469-22-8,30517-87-4)

Guidance literature:

With Zr(Ti)-2,6-naphthalendicarboxylate catalyst; In 1,2-dichloro-ethane; at 70 ℃; for 24h; Reagent/catalyst;

DOI:10.1039/c6ra23143h

upstream raw materials:

(-)-isopinocampheol

2,3-epoxy-cis-pinane

benzene

carbon disulfide

Downstream raw materials:

4-Benzyliden-3-hydroxy-2βH-pinan

4-Benzyl-3-hydroxy-2βH-pinan

4-Benzyliden-2βH-pinanon-3

(-)-(2R,3R,5R)-2-hydroxy-3-pinanone

Refernces

• 1、 Bruno, Sofia M.,Gomes, Ana C.,Abrantes, Marta,Valente, Anabela A.,Pillinger, Martyn,Gon?alves, Isabel S.. "Ring-opening of epoxides promoted by organomolybdenum complexes of the type [(η5-C5H4R)Mo(CO)2(η3-C3H5)] and [(η5-C5H5)Mo(CO)3(CH2R)]". . p. 179 - 183. Retrieved 2015/10/19.
• 2、 Lopez, Luigi,Mele, Giuseppe,Fiandanese, Vito,Cardellicchio, Cosimo,Nacci, Angelo. "Aminium Salts Catalyzed Rearrangement of α-Pinene and β-Ionone Oxides". . p. 9097 - 9106. Retrieved 2007/10/02.