(Z)-11-Hexadecenal

Base Information

• Chemical Name: (Z)-11-Hexadecenal
• CAS No.: 53939-28-9
• Deprecated CAS: 131582-69-9
• Molecular Formula: C16H30 O
• Molecular Weight: 238.414
• Hs Code.: 2912190090
• European Community (EC) Number: 258-876-7
• UNII: 733PD1I6EI
• DSSTox Substance ID: DTXSID1032303
• Nikkaji Number: J706D
• Wikidata: Q27266129
• Metabolomics Workbench ID: 3605
• ChEMBL ID: CHEMBL3185124
• Mol file: 53939-28-9.mol

Synonyms:(Z,Z)-11,13-hexadecadienal;11-hexadecenal;11-hexadecenal, (E)-isomer;11-hexadecynal

Chemical Property of (Z)-11-Hexadecenal

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.000253mmHg at 25°C
• Refractive Index: n20/D 1.455(lit.)
• Boiling Point: 324 °C at 760 mmHg
• Flash Point: 142 °F
• PSA: 17.07000
• Density: 0.963 g/mL at 20 °C(lit.)
• LogP: 5.44260
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• 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)-11-Hexadecenal ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N
• Statements: 36/37/38-50
• Safety Statements: 26-36-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCC=CCCCCCCCCCC=O
• Isomeric SMILES: CCCC/C=C\CCCCCCCCCC=O
• Uses: Female of the Heliothine species use (Z)-11-Hexadecenal as the major component of their sex pheromones. cis-11-Hexadecenal has been used in the preparation of fatty aldehyde semicarbazone derivatives during their analysis by liquid chromatography-electrospray ionization-tandem mass spectrometery.

Technology Process of (Z)-11-Hexadecenal

There total 33 articles about (Z)-11-Hexadecenal 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: 95.0%

(Z)-11-hexadecen-1-ol (56683-54-6) → (Z)-11-hexadecenal (53939-28-9)

Guidance literature:

(Z)-11-hexadecen-1-ol; With oxalyl dichloride; In dichloromethane; dimethyl sulfoxide; at -78 ℃; for 0.333333h; Inert atmosphere;

With triethylamine; In dichloromethane; dimethyl sulfoxide; at -78 - 20 ℃; chemoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201206079

Reference yield: 86.0%

(Z)-2-(10-pentadecenyl)-1,3-dioxolane (126382-07-8) → (Z)-11-hexadecenal (53939-28-9)

Guidance literature:

With hydrogenchloride; In diethyl ether; for 2.5h; Ambient temperature;

Reference yield: 83.0%

1,1-dimethoxyhexadec-11Z-ene (71393-89-0) → (Z)-11-hexadecenal (53939-28-9)

Guidance literature:

With pyridinium p-toluenesulfonate; In water; acetone; for 2.5h; Heating;

DOI:10.1007/BF00600843

upstream raw materials:

(Z)-11-hexadecen-1-ol

(Z)-2-(10-pentadecenyl)-1,3-dioxolane

1,1-dimethoxyhexadec-11Z-ene

(Z)-11-hexadecen-1-yl acetate

Downstream raw materials:

(Z)-11-hexadecen-1-ol

(Z)-11-hexadecen-1-yl acetate

(2E,13Z)-2,13-octadecadienal

(2E,13Z)-octadeca-2,13-dienyl acetate

Refernces

• 1、 Chien, Wei-Jynn,Gupta, Sachin,Liu, Bin,Lou, Da Wei,Shen, Yu-Jhe,Syu, Kun-Jie,Tseng, Jui-Chang,Zhang, Yuan-Xin. "Practical Synthesis and Field Application of the Synthetic Sex Pheromone of Rice Stem Borer, Chilo suppressalis (Lepidoptera: Pyralidae)". . . Retrieved 2020/03/11.
• 2、 -. "Process for oxidation of fatty alkenols to alkenal pheromone products". Page/Page column 13; 14; 15. . Retrieved 2018/06/08.