Nepetalactone trans-cis-form

Base Information

• Chemical Name: Nepetalactone trans-cis-form
• CAS No.: 17257-15-7
• Molecular Formula: C10H14 O2
• Molecular Weight: 166.22
• Hs Code.: 2932209090
• UNII: VZ45G6PT5C
• DSSTox Substance ID: DTXSID00169348
• Nikkaji Number: J238.025K
• Wikidata: Q27107520
• Metabolomics Workbench ID: 28066
• Mol file: 17257-15-7.mol

Synonyms:Epinepetalactone;Isonepetalactone;trans,cis-Nepetalactone;E,Z-Nepetalactone;Nepetalactone trans-cis-form;(+)-trans,cis-Nepetalactone;(4As,7S,7aS)-Nepetalactone;17257-15-7;Nepetalactone, (+)-(4aS,7S,7aS)-;UNII-VZ45G6PT5C;VZ45G6PT5C;4a.alpha.,7.alpha.,7a.beta.-Nepetalactone;4aalpha,7alpha,7abeta-Nepetalactone;(+)-(4aS,7S,7aS)-nepetalactone;(4aS,7S,7aS)-4,7-dimethyl-5,6,7,7a-tetrahydro-4aH-cyclopenta[c]pyran-1-one;Cyclopenta(c)pyran-1(4aH)-one, 5,6,7,7a-tetrahydro-4,7-dimethyl-, (4aS,7S,7aS)-;Nepetalactone, 4aa,7a,7ab;CHEBI:7519;SCHEMBL13039924;DTXSID00169348;LMPR0102070014;C09792;Q27107520;(4aalpha,7alpha,7abeta)-5,6,7,7a-tetrahydro-4,7-dimethylcyclopenta[c]pyran-1(4aH)-one;(4aS,7S,7aS)-4,7-dimethyl-5,6,7,7a-tetrahydrocyclopenta[c]pyran-1(4aH)-one

Chemical Property of Nepetalactone trans-cis-form

Chemical Property:

• Vapor Pressure: 0.00677mmHg at 25°C
• Melting Point: 39 - 41°C
• Boiling Point: 270.6°C at 760 mmHg
• Flash Point: 107.7°C
• PSA: 26.30000
• Density: 1.042g/cm³
• LogP: 2.10930
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform, Ethyl Acetate (Slightly)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 166.099379685
• Heavy Atom Count: 12
• Complexity: 242

Purity/Quality:

99%, ^*data from raw suppliers

trans,cis-Nepetalactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2C1C(=O)OC=C2C
• Isomeric SMILES: C[C@H]1CC[C@H]2[C@H]1C(=O)OC=C2C
• Uses: trans,cis-Nepetalactone is an isomer of cis-trans Nepetalactone (N390085), an organic compound, isolated from the plant catnip,which acts as a cat attractant. Nepetalactone can also be effective on some insects.

Technology Process of Nepetalactone trans-cis-form

There total 1 articles about Nepetalactone trans-cis-form 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:

nepetalactone (490-10-8) → 4aβ,7α,7aβ-Nepetalactone (21651-53-6) + nepetalactone (21651-62-7) + (4aS,7S,7aS)-nepetalactone (17257-15-7)

Guidance literature:

Resolution of racemate;

Reference yield: 93.0%

(4aS,7S,7aS)-nepetalactone (17257-15-7) → nepetalactone (21651-62-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In xylene; for 2h; Heating;

DOI:10.1021/np049647d

Reference yield: 87.0%

(4aS,7S,7aS)-nepetalactone (17257-15-7) → 3-(4-chlorophenyl)-5a,6,7,8,8a,8b-hexahydro-6,8b-dimethylcyclopenta[4,5]pyrano[2,3-d][1,2]oxazol-5(3aH)-one (1293289-54-9)

Guidance literature:

With sodium hypochlorite; 4-chlorobenzaldoxime; In chloroform; water; at 0 - 20 ℃; for 52h;

DOI:10.1002/hlca.201000246

upstream raw materials:

nepetalactone

Downstream raw materials:

1S,2S,5R,8S-iridodial

nepetalactone

3-(4-chlorophenyl)-5a,6,7,8,8a,8b-hexahydro-6,8b-dimethylcyclopenta[4,5]pyrano[2,3-d][1,2]oxazol-5(3aH)-one

4S,4aS,7S,7aS-trans-iridomyrmecin

Refernces