Alpha-Longipinene

Base Information

• Chemical Name: Alpha-Longipinene
• CAS No.: 5989-08-2
• Molecular Formula: C15H24
• Molecular Weight: 204.356
• UNII: 104AN9V5Q1
• DSSTox Substance ID: DTXSID30975297
• Metabolomics Workbench ID: 111455
• Wikidata: Q27132143
• Mol file: 5989-08-2.mol

Synonyms:longipinene

Chemical Property of Alpha-Longipinene

Chemical Property:

• Vapor Pressure: 0.0322mmHg at 25°C
• Refractive Index: n20/D 1.493
• Boiling Point: 244-246 °C(lit.)
• Flash Point: 102.4°C
• PSA: 0.00000
• Density: 0.915 g/mL at 20 °C(lit.)
• LogP: 4.41500
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Dichloromethane (Slightly), Methanol (Slightly)
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 204.187800766
• Heavy Atom Count: 15
• Complexity: 323

Purity/Quality:

98%,99%, ^*data from raw suppliers

Longipinene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC2C3C1C2(CCCC3(C)C)C
• Isomeric SMILES: CC1=CC[C@@H]2[C@@H]3[C@H]1[C@]2(CCCC3(C)C)C
• Uses: (+)-α-Longipinene can be used as a starting material for the synthesis of new terpenoids, (+)-(5S)-5,12-dihydroxy-α-longipinene, (-)-(5R)-5,12-dihydroxy-α-longipinene, and (+)-12-hydroxy-α-longipinen-5-one by oxidation reaction using Aspergillus niger as a biocatalyst. It can be oxidized using lead tetraacetate into tertiary alcohol, longi-cis-verbenol, longi-trans-verbenol, longi-cis-β-crysanthenol, longiverbenone, longi-trans- β -crysanthenol, 2 β,3 β -dihydroxylongipinane, 4 α,8-dihydroxy- α -Iongipinene, and 4 β,8-dihydroxy- α -longipinene.

Technology Process of Alpha-Longipinene

There total 1 articles about Alpha-Longipinene 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:

→ α -longipinene (5989-08-2,69684-71-5,39703-24-7)

Guidance literature:

trans-Longipinanol (VI), Phosphoroxychlorid / Pyridin;

DOI:10.1039/c39720001173

Reference yield:

(+)-α-Longipinene (5989-08-2) → β-himachalene (1461-03-6) + longifolene (475-20-7) + (-)-isolongifolene (1135-66-6)

Guidance literature:

With sulfuric acid; In acetic acid; at 50 - 51 ℃; for 1h;

DOI:10.1016/S0040-4020(01)81583-0

Reference yield:

(+)-α-Longipinene (5989-08-2) → β-himachalene (1461-03-6) + α-himachalene (3853-83-6) + longifolene (475-20-7) + (-)-isolongifolene (1135-66-6)

Guidance literature:

With boron trifluoride diethyl etherate; In diethyl ether; at 18 - 29 ℃; for 7h;

DOI:10.1016/S0040-4020(01)81583-0

Downstream raw materials:

vulgarone B

β-himachalene

α-himachalene

longifolene