Lineatin

Base Information

• Chemical Name: Lineatin
• CAS No.: 65035-34-9
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.236
• Hs Code.: 2932999099
• UNII: 28ENL65Z06,AS3ZP68UEF
• DSSTox Substance ID: DTXSID301028488
• Nikkaji Number: J18.961H
• Wikidata: Q6553551
• Wikipedia: Lineatin
• Mol file: 65035-34-9.mol

Synonyms:lineatin;lineatin, (+-)-isomer;lineatin, (1S-(1alpha,2beta,5alpha,7beta))-isomer

Chemical Property of Lineatin

Chemical Property:

• Vapor Pressure: 0.423mmHg at 25°C
• Refractive Index: 1.492
• Boiling Point: 202.1 °C at 760 mmHg
• Flash Point: 72.219 °C
• PSA: 18.46000
• Density: 1.071 g/cm³
• LogP: 1.93640
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 236

Purity/Quality:

99.0% ^*data from raw suppliers

LINEATIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2C3CC2(CC(O3)O1)C)C
• Isomeric SMILES: C[C@]12C[C@@H]3[C@H]1C(O[C@H](C2)O3)(C)C
• Uses: Insect sex attractant.

Technology Process of Lineatin

There total 3 articles about Lineatin 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:

(+/-)-1,5,5-trimethyl-4-oxabicyclo<4.2.0>octane-3,7-dione (73671-78-0) + 2,2,6-trimethyl-3-oxa-cis-bicyclo<4.2.0>octan-4,7-dione (82268-30-2) → rac-Isolineatin (71899-15-5) + (+/-)-lineatin (65035-34-9,71899-16-6,73649-91-9,78087-36-2)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; hexane; at -60 ℃; for 1h; Yield given;

DOI:10.1139/v82-131

Reference yield:

mevalonolactone (674-26-0,503-48-0) → (+/-)-lineatin (65035-34-9,71899-16-6,73649-91-9,78087-36-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) KHSO₄ / 2.) RhCl₃*3H₂O / 1.) 1 h, heating; 2.) ethanol, 24 h, reflux

With potassium hydrogensulfate; rhodium(III) chloride;

DOI:10.1139/v82-131

Reference yield:

4-methyl-5,6-dihydro-2H-pyran-2-one (2381-87-5) + 1,2-propanediene (463-49-0) + methyllithium (917-54-4) → rac-Isolineatin (71899-15-5) + (+/-)-lineatin (65035-34-9,71899-16-6,73649-91-9,78087-36-2)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1139/v82-131

upstream raw materials:

4-methyl-5,6-dihydro-2H-pyran-2-one

1,2-propanediene

methyllithium

(+/-)-1,5,5-trimethyl-4-oxabicyclo<4.2.0>octane-3,7-dione