Hexadec-9-enal

Base Information

• Chemical Name: Hexadec-9-enal
• CAS No.: 56219-04-6
• Molecular Formula: C16H30 O
• Molecular Weight: 238.414
• DSSTox Substance ID: DTXSID70860698
• Wikidata: Q105219712
• Mol file: 56219-04-6.mol

Synonyms:hexadec-9-enal;9-Hexadecenal, (9Z)-;DTXSID70860698;FT-0669161

Chemical Property of Hexadec-9-enal

Chemical Property:

• Vapor Pressure: 0.000161mmHg at 25°C
• Refractive Index: 1.4600 (25℃)
• Boiling Point: 330.9°Cat760mmHg
• Flash Point: 161.5°C
• PSA: 17.07000
• Density: 0.84g/cm³
• LogP: 5.44260
• Storage Temp.: −20°C
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 13
• Exact Mass: 238.229665576
• Heavy Atom Count: 17
• Complexity: 172

Purity/Quality:

95% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Low toxicity by ingestion.
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC=CCCCCCCCC=O
• Uses: A component of the sex pheromone of the cotton bollworm Heliothis armigera. (Z)-9-Hexadecenal is a component of the sex pheromone of the cotton bollworm Heliothis armigera.

Technology Process of Hexadec-9-enal

There total 38 articles about Hexadec-9-enal 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: 98.0%

palmitoleyl alcohol (10378-01-5) → (Z)-9-hexadecenal (56219-04-6)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1007/BF00598768

Reference yield:

(Z)-9-hexadecenoic acid methyl ester (1120-25-8,3913-63-1) → (Z)-9-hexadecenal (56219-04-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / lithium aluminum hydride / tetrahydrofuran / 2 h / 0 °C

2: 66.64 percent / pyridinium chlorochromate / CH₂Cl₂ / 3 h / 20 °C

With lithium aluminium tetrahydride; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

Reference yield:

10,11-dibromo-undecanoic acid (6308-96-9) → (Z)-9-hexadecenal (56219-04-6)

Guidance literature:

Multi-step reaction with 7 steps

1: KOH, PEG 400 / 0.5 h / 150 - 200 °C

2: p-TSA / 12 h / Ambient temperature

3: 96 percent / H₂, quinoline / 5percent Pd/BaSO₄ / hexane / Ambient temperature

4: 84 percent / O₃ / CH₂Cl₂ / -78 °C

5: 1.) NaNH₂ / 1.) THF, RT, 1 h, 2.) THF, from -10 deg C to RT

6: 96 percent / LAH / tetrahydrofuran / 5 h / -10 - 20 °C

7: 84 percent / pyridinium chlorochromate / CH₂Cl₂ / 1 h / Ambient temperature

With quinoline; potassium hydroxide; lithium aluminium tetrahydride; hydrogen; toluene-4-sulfonic acid; ozone; sodium amide; pyridinium chlorochromate; PEG 400; Pd-BaSO₄; In tetrahydrofuran; hexane; dichloromethane;

upstream raw materials:

palmitoleyl alcohol

(Z)-undec-4-en-1-ol

(Z)-4-undecenal

(Z)-4-undecenyl bromide

Downstream raw materials:

cis-9-hexadecenoic acid

( Z )-hexadec-9-enoyl chloride

Refernces

• 1、 Bruns, Hilke,Ziesche, Lisa,Taniwal, Nargis Khakin,Wolter, Laura,Brinkhoff, Thorsten,Herrmann, Jennifer,Müller, Rolf,Schulz, Stefan. "N-Acylated amino acid methyl esters from marine Roseobacter group bacteria". supporting information. p. 2964 - 2973. Retrieved 2018/12/13.
• 2、 -. "SYNTHETIC SALT COMPLEXES FOR IMPROVEMENT OF PLANT GROWTH AND YIELD". Page/Page column 68; 69. . Retrieved 2015/10/05.