2-Pinanol

Base Information

• Chemical Name: 2-Pinanol
• CAS No.: 473-54-1
• Deprecated CAS: 112574-21-7
• Molecular Formula: C10H18O
• Molecular Weight: 154.252
• European Community (EC) Number: 207-466-6
• DSSTox Substance ID: DTXSID5029180
• Nikkaji Number: J40.558B
• Wikipedia: 2-Pinanol
• Mol file: 473-54-1.mol

Synonyms:pinanol

Chemical Property of 2-Pinanol

Chemical Property:

• Vapor Pressure: 0.0684mmHg at 25°C
• Refractive Index: 1.488
• Boiling Point: 203.1 °C at 760 mmHg
• Flash Point: 80.8 °C
• PSA: 20.23000
• Density: 0.969 g/cm³
• LogP: 2.19350
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Diethyl Ether (Slightly), Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

99%, ^*data from raw suppliers

TRANS-2-PINANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CC1(C2CCC(C1C2)(C)O)C
• Uses: trans-2-Pinanol is an essential oil component found in a variety of plants.

Technology Process of 2-Pinanol

There total 24 articles about 2-Pinanol 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: 84.6%

pinan-2-yl hydroperoxide (5405-84-5) → trans-2,6,6-trimethylbicyclo(3.1.1)-heptan-2-ol (473-54-1)

Guidance literature:

With triethyl phosphite; In various solvent(s); at 20 ℃; for 1h;

Reference yield:

nitrosyl acetate (5813-49-0) + 2αH-pinan-3α-ylamine (13293-47-5,17371-27-6,35117-55-6,35117-58-9,35117-61-4,35117-66-9,69460-11-3,69460-12-4,74281-72-4) → terpineol (98-55-5,2438-12-2) + 1,3,3-trimethylbicyclo<2.2.1>heptan-2-endo-yl acetate (4057-31-2,13851-11-1,56282-46-3,69651-95-2,76109-40-5,99341-77-2,111821-74-0) + terpinyl acetate (80-26-2) + 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) + isobornyl acetate (76-49-3,125-12-2,5655-61-8,6626-35-3,17283-45-3,20347-65-3,28974-17-6,36386-52-4,71424-71-0,92618-89-8) + limonene. (138-86-3,555-08-8,8022-90-0,9003-73-0,95327-98-3)

Guidance literature:

In acetic acid; at 25 ℃;

Reference yield:

cyclohexyl hydroperoxide (766-07-4) + 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) → terpineol (98-55-5,2438-12-2) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 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) + cyclohexanol (108-93-0)

Guidance literature:

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

upstream raw materials:

nopinone

methyllithium

pinan-2-yl hydroperoxide

methyl magnesium iodide

Downstream raw materials:

1,8-dichloro-trans-p-menthane

cis-4-hydroxy-α,α,4-trimethyl-cyclohexanemethanol, monohydrate

Terpinolene

terpineol

Refernces

• 1、 -. "POLYMERIC MATERIALS". Paragraph 0134; 0135. . Retrieved 2016/04/09.
• 2、 Brose, Thomas,Pritzkow, Wilhelm,Thomas, Gerda. "Studies on the Oxidation of cis- and trans-Pinane with Molecular Oxygen". . p. 403 - 409. Retrieved 2007/10/02.