Pinol

Base Information

• Chemical Name: Pinol
• CAS No.: 2437-97-0
• Deprecated CAS: 497-31-4,60761-04-8
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.236
• European Community (EC) Number: 219-446-4
• NSC Number: 407159
• DSSTox Substance ID: DTXSID90871443
• Nikkaji Number: J7.895F
• Wikidata: Q82855162
• Metabolomics Workbench ID: 48127
• Mol file: 2437-97-0.mol

Synonyms:Pinol;2437-97-0;4,7,7-trimethyl-6-oxabicyclo[3.2.1]oct-3-ene;xi-Pinol;p-Menth-1-ene, 6,8-epoxy-;EINECS 219-446-4;NSC 407159;AI3-22990;4,7,7-Trimethyl-6-oxabicyclo(3.2.1)oct-3-ene;6-Oxabicyclo(3.2.1)oct-3-ene, 4,7,7-trimethyl-;6-Oxabicyclo[3.2.1]oct-3-ene, 4,7,7-trimethyl-;dl-4,7,7-Trimethyl-6-oxabicyclo(3.2.1)oct-3-ene;p-Menth-1-ene,8-epoxy-;SCHEMBL221186;6,8-Epoxymenth-1-ene (Pinol);DTXSID90871443;CHEBI:171932;NSC407159;NSC-407159;LS-98804;6-Oxabicyclo[3.2.1]oct-3-ene,7,7-trimethyl-;4,7,7-trimethyl-6-oxabicyclo[3,2,1)oct-3-ene;6-Oxabicyclo[3.2.1]oct-3-ene, 4,7,7-trimethyl-, (.+.)-

Chemical Property of Pinol

Chemical Property:

• Vapor Pressure: 1.05mmHg at 25°C
• Refractive Index: 1.473
• Boiling Point: 191.4°Cat760mmHg
• Flash Point: 63.2°C
• PSA: 9.23000
• Density: 0.93g/cm³
• LogP: 2.52010
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 203

Purity/Quality:

98%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC2CC1OC2(C)C

Technology Process of Pinol

There total 51 articles about Pinol 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: 34.0%

→ pinol (2437-97-0,89576-52-3)

Guidance literature:

With sulfuric acid; at 60 ℃; for 1h;

Reference yield: 25.0%

(1RS,4SR,6RS)-6-chloro-1,3,3-trimethyl-2-oxabicyclo<2.2.2>octane (88444-50-2,88494-85-3) → (1R,4R,5R)-4-Chloro-4,7,7-trimethyl-6-oxa-bicyclo[3.2.1]octane + pinol (2437-97-0,89576-52-3)

Guidance literature:

at 280 ℃; for 1h;

Reference yield:

α-pinene epoxide (1686-14-2,25488-94-2) → campholenyc aldehyde (4501-58-0,23727-15-3,91200-86-1,91819-58-8) + pinol (2437-97-0,89576-52-3)

Guidance literature:

With cesium 12-tungstophosphate; In acetone; at 25 ℃; for 3h; Catalytic behavior;

DOI:10.1016/j.cattod.2018.12.023

upstream raw materials:

trans-sobrerol

1,2-dibromo-p-menthan-8-ol

rac-α-pinene

(1RS,4SR,6RS)-6-chloro-1,3,3-trimethyl-2-oxabicyclo<2.2.2>octane

Downstream raw materials:

trans-sobrerol

(+/-)-1-hydroxy-trans-2-tosyloxy-cis-dihydropinol

terpenylic acid

terebic acid

Refernces

• 1、 Davies, Thomas E.,Kondrat, Simon A.,Nowicka, Ewa,Kean, Joseline L.,Harris, Christopher M.,Socci, Joseph M.,Apperley, David C.,Taylor, Stuart H.,Graham, Andrew E.. "Nanoporous alumino- and borosilicate-mediated Meinwald rearrangement of epoxides". . p. 17 - 24. Retrieved 2015/09/28.
• 2、 Uzarewicz,Dresler. "Reaction of cyclic allylic acetates with aliphatic alcohols in the presence of cerium(III) chloride". . p. 1921 - 1930. Retrieved 2007/10/03.