9Z-Pentacosene

Base Information

• Chemical Name: 9Z-Pentacosene
• CAS No.: 51865-00-0
• Molecular Formula: C25H50
• Molecular Weight: 350.66500
• UNII: IF7R5C51EW
• Metabolomics Workbench ID: 4815
• Nikkaji Number: J1.630.181G
• Wikidata: Q27280700
• Mol file: 51865-00-0.mol

Synonyms:9Z-Pentacosene;(Z)-pentacos-9-ene;51865-00-0;cis-9-Pentacosene;(z)-9-pentacosene;9-Pentacosene, (9Z)-;IF7R5C51EW;UNII-IF7R5C51EW;9(Z)-Pentacosene;(9Z)-9-pentacosene;69188-47-2;LMFA11000114;AKOS040756081;PD088478;Q27280700

Chemical Property of 9Z-Pentacosene

Chemical Property:

• PSA: 0.00000
• LogP: 9.77450
• XLogP3: 12.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 21
• Exact Mass: 350.391251595
• Heavy Atom Count: 25
• Complexity: 240

Purity/Quality:

99% ^*data from raw suppliers

9(Z)-Pentacosene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC=CCCCCCCCC
• Isomeric SMILES: CCCCCCCCCCCCCCC/C=C\CCCCCCCC
• Description: 9(Z)-Pentacosene is a cuticular hydrocarbon and insect sex hormone. It is found in the cuticle of female F. canicularis flies and is an attractant to males in a trap assay. 9(Z)-Pentacosene is a contact sex hormone in scarab beetles and locust borers that is more abundant in females than males. It elicits arrestment, alignment, and mounting by males of both species in mating assays but only elicits copulation by the locust borer. 9(Z)-Pentacosene is also produced by the orchid O. exaltata and by C. cunicularius, a pollinator of O. exaltata.

Technology Process of 9Z-Pentacosene

There total 5 articles about 9Z-Pentacosene 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: 73.0%

9-pentacosyne → (Z)-9-pentacosene (51865-00-0,69188-47-2)

Guidance literature:

With quinoline; hydrogen; palladium on barium sulfate; In hexane; at 20 ℃; for 2h; under 760 Torr;

DOI:10.1271/bbb.66.1032

Reference yield:

1-decyne (764-93-2) → (Z)-9-pentacosene (51865-00-0,69188-47-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / -20 °C

1.2: 71 percent / tetrahydrofuran / 12 h / 20 °C

2.1: 73 percent / H₂; quinoline / Pd-BaSO₄ / hexane / 2 h / 20 °C / 760 Torr

With quinoline; n-butyllithium; hydrogen; palladium on barium sulfate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane;

DOI:10.1271/bbb.66.1032

Reference yield:

pentadecyl bromide (629-72-1) → (Z)-9-pentacosene (51865-00-0,69188-47-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / -20 °C

1.2: 71 percent / tetrahydrofuran / 12 h / 20 °C

2.1: 73 percent / H₂; quinoline / Pd-BaSO₄ / hexane / 2 h / 20 °C / 760 Torr

With quinoline; n-butyllithium; hydrogen; palladium on barium sulfate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane;

DOI:10.1271/bbb.66.1032

upstream raw materials:

nonan-1-al

(1-hexadecyl)triphenylphosphonium bromide

1-decyne

pentadecyl bromide