PINOLENE

Base Information

• Chemical Name: PINOLENE
• CAS No.: 34363-01-4
• Molecular Formula: C₁₀H₁₈
• Molecular Weight: 138.253
• Mol file: 34363-01-4.mol

Synonyms:Cyclohexene,1-methyl-4-(1-methylethyl)-,dimer;Pinolene;Wilt Pruf S 600;p-Menth-1-ene, dimer;Spodnam DC;Vapor Gard;Miller-Gard;Nu-Film 17;Miller-Aide;All-Safe;Piney resin emulsion;

Chemical Property of PINOLENE

Chemical Property:

• PSA: 0.00000
• LogP: 6.77760

Purity/Quality:

99%, ^*data from raw suppliers

PINOLENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of PINOLENE

There total 138 articles about PINOLENE 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:

1-methylcyclohexane hydroperoxide (4952-03-8) + 2,6,6-trimethylbicyclo[3.1.1]heptane (473-55-2,4755-33-3,4795-86-2,4863-59-6,6876-13-7,10281-53-5,33626-25-4,112456-46-9,112456-47-0) → p-menth-1-ene (61585-35-1,5502-88-5,34363-01-4) + n-pentyl methyl ketone (110-43-0) + 1-Methylcyclohexanol (590-67-0) + terpineol (98-55-5,2438-12-2) + pinan-2α-ol (473-54-1,4948-28-1,4948-29-2,18492-55-2,23516-36-1,25926-77-6,35408-04-9,35519-42-7,112574-21-7) + cis-pinane-2-ol (473-54-1,4948-28-1,4948-29-2,18492-55-2,23516-36-1,25926-77-6,35408-04-9,35519-42-7,112574-21-7)

Guidance literature:

at 125 ℃; for 80h; Product distribution; Mechanism; reaction with different catalysts, different reaction times;

Reference yield:

Cumene hydroperoxide (80-15-9) + 2,6,6-trimethylbicyclo[3.1.1]heptane (473-55-2,4755-33-3,4795-86-2,4863-59-6,6876-13-7,10281-53-5,33626-25-4,112456-46-9,112456-47-0) → p-menth-1-ene (61585-35-1,5502-88-5,34363-01-4) + 1-methyl-1-phenylethyl alcohol (617-94-7) + terpineol (98-55-5,2438-12-2) + pinan-2α-ol (473-54-1,4948-28-1,4948-29-2,18492-55-2,23516-36-1,25926-77-6,35408-04-9,35519-42-7,112574-21-7) + cis-pinane-2-ol (473-54-1,4948-28-1,4948-29-2,18492-55-2,23516-36-1,25926-77-6,35408-04-9,35519-42-7,112574-21-7) + acetophenone (98-86-2)

Guidance literature:

at 125 ℃; for 80h; Product distribution; Mechanism; reaction with different catalysts, different reaction times;

Reference yield:

neryl chloride (20536-36-1) → p-menth-1-ene (61585-35-1,5502-88-5,34363-01-4) + dihydromyrcene (2436-90-0) + 2,6-dimethylocta-2(Z),6-diene (2492-22-0) + (E)-3,7-dimethyl-2,6-octadien (2609-23-6)

Guidance literature:

With tri-n-butyl-tin hydride; at 25 ℃; for 24h; under 9750780 Torr; Yield given. Yields of byproduct given;

DOI:10.1016/0022-328X(89)85216-7

upstream raw materials:

(+/-)-menthol

1-p-menthanyl chloride

1-methyl-4-(1-methylethyl)cyclohexanol

D-limonene

Downstream raw materials:

2-<2-Hydroxy-propyl-(2)>-carvomenthen

(5-Isopropyl-2-methylene-cyclohexyl)-methanol

(5-Isopropyl-2-methyl-cyclohex-1-enyl)-methanol

((1R,5R)-5-Isopropyl-2,2-dimethyl-cyclohexyl)-methanol

Refernces

• 1、 Wender,Bi,Brodney,Gosselin. "Asymmetric synthesis of the tricyclic core of NGF-inducing cyathane diterpenes via a transition-metal-catalyzed [5 + 2] cycloaddition.". . p. 2105 - 2108. Retrieved 2001.
• 2、 Tanaka et al.. "". . p. 3641. Retrieved 1978.
• 3、 Golets,Ajaikumar,Mohln,Waerna,Rakesh,Mikkola. "Continuous production of the renewable ρ-cymene from α-pinene". . p. 305 - 315. Retrieved 2013.
• 4、 López-Viveros, Melissa,Favier, Isabelle,Gómez, Montserrat,Lahitte, Jean-Fran?ois,Remigy, Jean-Christophe. "Remarkable catalytic activity of polymeric membranes containing gel-trapped palladium nanoparticles for hydrogenation reactions". . p. 263 - 269. Retrieved 2020/05/13.
• 5、 Sha, Yunfei,Liu, Jiandong,Wang, Liang,Liang, Demin,Wu, Da,Gong, Hegui. "Nickel-catalyzed reductive 1,3-diene formation from the cross-coupling of vinyl bromides". supporting information. p. 4887 - 4890. Retrieved 2021/06/16.