Pinocarvone, trans-(-)-

Base Information

• Chemical Name: Pinocarvone, trans-(-)-
• CAS No.: 19890-00-7
• Molecular Formula: C10H14O
• Molecular Weight: 150.221
• UNII: WFD943577N
• DSSTox Substance ID: DTXSID00487438
• Nikkaji Number: J365.276I
• Wikidata: Q82329456
• Mol file: 19890-00-7.mol

Synonyms:L-Pinocarvone;(-)-Pinocarvone;(1S)-(-)-Pinocarvone;Pinocarvone, trans-(-)-;19890-00-7;WFD943577N;2(10)-Pinen-3-one, (1S,5S)-(-)-;(1S,5S)-6,6-Dimethyl-2-methylidenebicyclo(3.1.1)heptan-3-one;Bicyclo[3.1.1]heptan-3-one, 6,6-dimethyl-2-methylene-, (1S,5S)-;(1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptan-3-one;Bicyclo(3.1.1)heptan-3-one, 6,6-dimethyl-2-methylene-, (1S,5S)-;UNII-WFD943577N;DTXSID00487438;(1S*,5S*)-6,6-Dimethyl-2-methylene-bicyclo[3.1.1]heptan-3-one

Chemical Property of Pinocarvone, trans-(-)-

Chemical Property:

• Melting Point: -0.9°C
• Refractive Index: 1.4950
• Boiling Point: 60 - 62 °C (3 - 5 mmHg)
• PSA: 17.07000
• Density: 0.9875
• LogP: 2.17770
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 237

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CC1C(=C)C(=O)C2)C
• Isomeric SMILES: CC1([C@H]2C[C@@H]1C(=C)C(=O)C2)C

Technology Process of Pinocarvone, trans-(-)-

There total 6 articles about Pinocarvone, trans-(-)- 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:

sulfuric acid (7664-93-9) + (1S)-pin-2(10)-en-3-one semicarbazone + oxalic acid (144-62-7,97993-78-7) → carvacrol (499-75-2) + (S)-p-mentha-6,8-dien-2-one (2244-16-8,6485-40-1) + (1S)-pinocarvone (19890-00-7)

Guidance literature:

Reference yield:

(+)-3-chloro-2(10)-pinene (65861-96-3,71564-06-2) → myrtenal (23727-16-4) + (1S)-pinocarvone (19890-00-7) + (-)-trans-pinocarveol (1674-08-4)

Guidance literature:

(+)-3-chloro-2⁽¹⁰⁾-pinene; With sodium tetrahydroborate; diphenyl ditelluride; In ethanol; at 50 ℃; for 1h;

With oxygen; for 1h;

Reference yield:

(1S,5R)-2-(chloromethyl)-6,6-dimethyl-bicyclo[3.3.1]hept-2-ene (1010824-89-1) → myrtenal (23727-16-4) + (1S)-pinocarvone (19890-00-7) + (-)-trans-pinocarveol (1674-08-4)

Guidance literature:

(1S,5R)-2-(chloromethyl)-6,6-dimethyl-bicyclo[3.3.1]hept-2-ene; With sodium tetrahydroborate; diphenyl ditelluride; In ethanol; at 50 ℃; for 1h;

With oxygen; for 1h;

upstream raw materials:

2,3-epoxy-cis-pinane

sulfuric acid

oxalic acid

(+)-3-chloro-2⁽¹⁰⁾-pinene

Downstream raw materials:

(+)-(Z)-pinocarveol

(-)-trans-pinocarveol

(1R,2R,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one

(+)-5-(2',6'-dimethoxyphenyl)-8,10,10-trimethyl-6-aza-tricyclo[7.1.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene