2-Pinen-10-hydroxyperoxide

Base Information

• Chemical Name: 2-Pinen-10-hydroxyperoxide
• CAS No.: 58434-29-0
• Molecular Formula: C10H16O2
• Molecular Weight: 168.236
• DSSTox Substance ID: DTXSID10424011
• Nikkaji Number: J1.254.611D
• Mol file: 58434-29-0.mol

Synonyms:2-Pinen-10-hydroxyperoxide;58434-29-0;DTXSID10424011;WTHZUPXTUUVVBK-UHFFFAOYSA-N;Pinane-2-ene-10-yl hydroperoxide

Chemical Property of 2-Pinen-10-hydroxyperoxide

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CC=C(C1C2)COO)C

Technology Process of 2-Pinen-10-hydroxyperoxide

There total 2 articles about 2-Pinen-10-hydroxyperoxide 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:

trans-pinocarveyl hydroperoxide (22321-84-2,51131-99-8,51547-39-8,75992-91-5,129263-38-3) → pinocarvone (16812-40-1) + 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) + myrtenyl hydroperoxide (58434-29-0) + myrtenol (515-00-4) + 6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde (564-94-3)

Guidance literature:

With copper acetylacetonate; Product distribution; Ambient temperature; other metal compounds; other hydroperoxide;

DOI:10.1039/c39920000381

Reference yield:

Beta-pinene (177698-19-0,25719-60-2) → myrtenyl hydroperoxide (58434-29-0) + 7,7-Dimethyl-3-oxatricyclo<4.1.1.02,4>octane-2-methanol (105815-51-8) + myrtenol (515-00-4) + 6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde (564-94-3)

Guidance literature:

With oxygen; 5,15,10,20-tetraphenylporphyrin; Ti(O-t-Bu); In chloroform-d1; at 0 ℃; for 28h; Product distribution; Irradiation; other catalysts;

DOI:10.1021/ja00183a032

Reference yield:

myrtenyl hydroperoxide (58434-29-0) → 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)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium borohydride / methanol

2: sodium sulphite / methanol / 70 °C

With sodium tetrahydroborate; sodium sulfite; In methanol;

DOI:10.1039/P29840000621

upstream raw materials:

Beta-pinene

trans-pinocarveyl hydroperoxide

Downstream raw materials:

pinocarvone

pinocarveol

myrtenol

6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde

Refernces

• 1、 Adam,Braun,Griesbeck,Lucchini,Staab,Will. "Photooxygenation of olefins in the presence of titanium(IV) catalyst: A convenient 'one-pot' synthesis of epoxy alcohols". . p. 203 - 212. Retrieved 2007/10/02.