(Z)-3-Nonenal

Base Information

• Chemical Name: (Z)-3-Nonenal
• CAS No.: 31823-43-5
• Molecular Formula: C9H16 O
• Molecular Weight: 140.225
• Hs Code.: 2912190090
• Nikkaji Number: J670.142F
• Wikidata: Q76325045
• Metabolomics Workbench ID: 3511
• Mol file: 31823-43-5.mol

Synonyms:3-nonenal;8-nonenal;nonenal, (3Z)

Chemical Property of (Z)-3-Nonenal

Chemical Property:

• Vapor Pressure: 0.396mmHg at 25°C
• Melting Point: -28°C (estimate)
• Refractive Index: 1.4407 (estimate)
• Boiling Point: 196.5°Cat760mmHg
• Flash Point: 66.8°C
• PSA: 17.07000
• Density: 0.834g/cm³
• LogP: 2.71190
• Storage Temp.: Amber Vial, -86°C Freezer, Under inert atmosphere
• Solubility.: Chloroform, Methanol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 140.120115130
• Heavy Atom Count: 10
• Complexity: 94.9

Purity/Quality:

99% ^*data from raw suppliers

(Z)-3-Nonenal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CCC=O
• Isomeric SMILES: CCCCC/C=C\CC=O
• Uses: (Z)-3-Nonenal is a volatile aldehyde formed during autoxidation of Linoleic Acid (L467495) in numerous foods.

Technology Process of (Z)-3-Nonenal

There total 27 articles about (Z)-3-Nonenal 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: 99.0%

(Z)-3-nonenal diisopropyl acetal (120018-49-7) → (Z)-3-nonenal (31823-43-5)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; for 0.333333h; Heating;

DOI:10.1055/s-1988-27589

Reference yield: 98.0%

(Z)-non-3-en-1-ol (10340-23-5) → (Z)-3-nonenal (31823-43-5)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h;

Reference yield: 98.0%

(2RS,4Z)-4-decen-1,2-diol (89616-41-1) → (Z)-3-nonenal (31823-43-5)

Guidance literature:

With lead(IV) acetate; sodium carbonate; In dichloromethane; at -40 - -30 ℃; for 0.333333h;

DOI:10.1016/S0040-4039(99)01498-7

upstream raw materials:

1,1-dimethoxy-non-3c-ene

(Z)-non-3-en-1-ol

(3Z)-3-nonenal diethyl acetal

(Z)-3-nonenal diisopropyl acetal

Downstream raw materials:

ethyl (9Z,12Z)-9,12-octadecadienoate

((3Z,6Z)-Dodeca-3,6-dienylidene)-triphenyl-λ⁵-phosphane

C₂₀H₃₁⁽²⁾HO₃

C₂₀H₃₁⁽²⁾HO₄

Refernces

• 1、 Tsuboi, Sadao,Masuda, Toshihide,Takeda, Akira. "A NEW APPROACH TO (+/-)-LEUKOTRIENE A4 METHYL ESTER". . p. 1829 - 1832. Retrieved 1983.
• 2、 Croisier, Emmanuel,Rempt, Martin,Pohnert, Georg. "Survey of volatile oxylipins and their biosynthetic precursors in bryophytes". . p. 574 - 580. Retrieved 2010.
• 3、 Chemin, Denis,Linstrumelle, Gerard. "A short stereocontrolled synthesis of leukotriene B4". . p. 1943 - 1952. Retrieved 1992.
• 4、 Kemp et al.. "". . p. 717. Retrieved 1974.
• 5、 Lorber, Katja,Zeh, Gina,Regler, Johanna,Buettner, Andrea. "Structure-Odor Relationships of (Z)-3-Alken-1-ols, (Z)-3-Alkenals, and (Z)-3-Alkenoic Acids". . p. 2334 - 2343. Retrieved 2018/03/21.
• 6、 Fiasella, Annalisa,Nuzzi, Andrea,Summa, Maria,Armirotti, Andrea,Tarozzo, Glauco,Tarzia, Giorgio,Mor, Marco,Bertozzi, Fabio,Bandiera, Tiziano,Piomelli, Daniele. "3-Aminoazetidin-2-one derivatives as N-acylethanolamine acid amidase (NAAA) inhibitors suitable for systemic administration". supporting information. p. 1602 - 1614. Retrieved 2014/07/21.