Myrtenol

Base Information

• Chemical Name: Myrtenol
• CAS No.: 515-00-4
• Deprecated CAS: 111957-74-5,19250-18-1
• Molecular Formula: C10H16O
• Molecular Weight: 152.236
• Hs Code.: 2906199090
• European Community (EC) Number: 208-193-5
• NSC Number: 408846
• DSSTox Substance ID: DTXSID00862089
• Nikkaji Number: J2.625E
• Wikipedia: Myrtenol
• Wikidata: Q15425810
• Metabolomics Workbench ID: 75129
• ChEMBL ID: CHEMBL443408
• Mol file: 515-00-4.mol

Synonyms:2-pinen-10-ol;6,6-dimethyl-2-oxymethylbicyclo(1.1.3)hept-2-ene;6,6-dimethylbicyclo(3.1.1)hept-2-ene-2-methanol;myrtenol;pin-2-ene-10-ol

Chemical Property of Myrtenol

Chemical Property:

• Vapor Pressure: 0.0179mmHg at 25°C
• Refractive Index: n20/D 1.496(lit.)
• Boiling Point: 224.8 °C at 760 mmHg
• PKA: 14.77±0.10(Predicted)
• Flash Point: 89.4 °C
• PSA: 20.23000
• Density: 0.991 g/cm³
• LogP: 1.97110
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

Myrtenol ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(C2CC=C(C1C2)CO)C
• Uses: Myrtenol (cas# 515-00-4) is used in mosquito attractant compositions.

Technology Process of Myrtenol

There total 56 articles about Myrtenol 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: 58.0%

Beta-pinene (177698-19-0,25719-60-2) → 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) + myrtenol (515-00-4)

Guidance literature:

With oxygen; at 100 ℃; for 4h; under 3040.2 Torr; Green chemistry;

DOI:10.1002/adfm.201505405

Reference yield: 40.0%

β-pinene oxide (6931-54-0) → 7-hydroxy-α-terpineol (5502-74-9) + perillol (536-59-4) + myrtenol (515-00-4)

Guidance literature:

With C₁₇H₂₀N₈*4HNO₃; In dimethyl sulfoxide; at 40 ℃; for 1.33333h; Reagent/catalyst; Solvent; Temperature; Time; Catalytic behavior;

DOI:10.1002/open.202000318

Reference yield: 23.0%

β-pinene oxide (6931-54-0) → 6,6-dimethylbicyclo<3.3.1>heptane-2-carboxaldehyde (4764-14-1) + perillol (536-59-4) + myrtenol (515-00-4)

Guidance literature:

With Ga-containing zeolite beta; In acetone; at 80 ℃; for 2h;

DOI:10.1016/j.apcata.2010.03.056

upstream raw materials:

rac-α-pinene

(1R/S,5R/S)-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptane

(+/-)-(1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde

Beta-pinene

Downstream raw materials:

(+/-)-O-(2-Carboxy-benzoyl)-myrtenol

trans-myrtanol

((1S*,2R*,5S*)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl)methanol

(+/-)-(1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde

Refernces

Synthesis and Photolysis of S-Methyl S-Alkenyl Dithiocarbonates in the Monoterpene Series

10.1021/jo00201a024

The research focuses on the synthesis and photolysis of dithiocarbonates derived from monoterpenes, specifically myrtenol, trans-pinocarveol, and perillyl alcohol. The purpose of the study was to explore the transformations of these dithiocarbonates under photolytic conditions, aiming to understand the regioselective formation of thioethers and disulfides. The researchers synthesized the dithiocarbonates by xanthation of the parent alcohols using potassium hydroxide and carbon disulfide, followed by thermolysis or silica gel chromatography to achieve the desired dithiocarbonates. Upon photolysis at different wavelengths (254 nm and >313 nm), the primary dithiocarbonates mainly yielded disulfides, while the secondary ones primarily produced thioethers.