6,6-Dimethyl-2-methylidenebicyclo[3.1.1]heptane-3-peroxol

Base Information

• Chemical Name: 6,6-Dimethyl-2-methylidenebicyclo[3.1.1]heptane-3-peroxol
• CAS No.: 22321-84-2
• Molecular Formula: C10H16O2
• Molecular Weight: 168.236
• DSSTox Substance ID: DTXSID10550485
• Nikkaji Number: J195.387G
• Wikidata: Q82429871
• Mol file: 22321-84-2.mol

Synonyms:22321-84-2;DTXSID10550485;6,6-Dimethyl-2-methylidenebicyclo[3.1.1]heptane-3-peroxol

Chemical Property of 6,6-Dimethyl-2-methylidenebicyclo[3.1.1]heptane-3-peroxol

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 220

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(C2CC1C(=C)C(C2)OO)C

Technology Process of 6,6-Dimethyl-2-methylidenebicyclo[3.1.1]heptane-3-peroxol

There total 12 articles about 6,6-Dimethyl-2-methylidenebicyclo[3.1.1]heptane-3-peroxol 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: 90.0%

Pinene (80-56-8,177698-18-9,25766-18-1) → trans-pinocarveyl hydroperoxide (22321-84-2,51131-99-8,51547-39-8,75992-91-5,129263-38-3)

Guidance literature:

With oxygen; porphyrin-loaded polystyrene beads; Irradiation;

DOI:10.1039/b204017d

Reference yield: 29.0%

Pinene (80-56-8,177698-18-9,25766-18-1) → verbenone (80-57-9) + Verbenol (1820-09-3,1845-30-3,5416-53-5,13040-03-4,18881-04-4,19890-02-9,22339-08-8,80795-83-1,473-67-6) + pinocarveyl hydroperoxide (22321-84-2) + verbenyl-hydroperoxide (94268-68-5) + α-pinene epoxide (1686-14-2,25488-94-2)

Guidance literature:

With oxygen; at 89.84 ℃; under 750.075 Torr;

DOI:10.1002/cssc.200900228

Reference yield: 18.0%

Pinene (80-56-8,177698-18-9,25766-18-1) → epidioxy-2,6 bornane + (1S,2R,5S)-2,6,6-Trimethyl-bicyclo[3.1.1]hept-3-en-2-yl-hydroperoxide (98513-99-6,98514-00-2) + cis hydroperoxy-3 pinene-2 (22321-84-2,51131-99-8,51547-39-8,75992-91-5,129263-38-3) + trans-pinocarveyl hydroperoxide (22321-84-2,51131-99-8,51547-39-8,75992-91-5,129263-38-3)

Guidance literature:

With oxygen; methylene blue; In water; acetonitrile; for 3.5h; Yield given. Further byproducts given. Yields of byproduct given; Irradiation;

DOI:10.1016/S0040-4039(00)93164-2

upstream raw materials:

Pinene

rac-α-pinene

Downstream raw materials:

pinocarvone

pinocarveol

myrtenyl hydroperoxide

myrtenol

Refernces

• 1、 Lipke, Agnieszka,Trytek, Mariusz,Fiedurek, Jan,Majdan, Marek,Janik, Ewa. "Spectroscopic and biocatalytic properties of a chlorophyll-containing extract in silica gel". . p. 158 - 164. Retrieved 2013/10/08.
• 2、 Bartoschek, Anna,El-Idreesy, Tamer T.,Griesbeck, Axel G.,Hoeinck, Lars-Oliver,Lex, Johann,Miara, Claus,Neudoerfl, Joerg M.. "A family of new 1,2,4-trioxanes by photooxygenation of allylic alcohols in sensitizer-doped polymers and secondary reactions". . p. 2433 - 2444. Retrieved 2007/10/03.