8-Nonenal

Base Information

• Chemical Name: 8-Nonenal
• CAS No.: 39770-04-2
• Molecular Formula: C9H16O
• Molecular Weight: 140.225
• European Community (EC) Number: 254-622-4
• DSSTox Substance ID: DTXSID2052071
• Nikkaji Number: J26.131I
• Wikidata: Q81984918
• Mol file: 39770-04-2.mol

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

Chemical Property of 8-Nonenal

Chemical Property:

• Vapor Pressure: 0.34mmHg at 25°C
• Melting Point: -28°C (estimate)
• Refractive Index: 1.4387 (estimate)
• Boiling Point: 199.5°Cat760mmHg
• Flash Point: 68.9°C
• PSA: 17.07000
• Density: 0.827g/cm³
• LogP: 2.71190
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 140.120115130
• Heavy Atom Count: 10
• Complexity: 86.7

Purity/Quality:

99% ^*data from raw suppliers

Non-8-enal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCCCCCCC=O
• Uses: 8-Nonenal is used as a reactant in the preparation of macrocyclic Z-enoates and (E,Z)- or (Z,E)-dienoates through catalytic stereoselective ring-closing metathesis.

Technology Process of 8-Nonenal

There total 13 articles about 8-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: 89.0%

non-8-en-1-ol (13038-21-6) → 8-nonen-1-al (39770-04-2)

Guidance literature:

With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/jm9706980

Reference yield: 78.0%

2-(oct-7-en-1-yl)oxirane (85721-25-1) → 8-nonen-1-al (39770-04-2)

Guidance literature:

With sodium periodate; In water; acetonitrile; at 25 ℃;

DOI:10.1016/j.tetlet.2008.02.142

Reference yield: 70.0%

1,10-decadiene (1647-16-1) → 8-nonen-1-al (39770-04-2)

Guidance literature:

With sodium periodate; triacetonitrile 4′-(4-chlorophenyl)-2,2′:6′,2″-terpyridine ruthenium(II) nitrate; tetra-(n-butyl)ammonium iodide; In water; at 20 ℃; for 10h; Inert atmosphere;

DOI:10.1021/acs.joc.9b00487

upstream raw materials:

non-8-en-1-ol

(1R,2R)-2-Trimethylsilanylmethyl-cyclooctanol

carbon monoxide

1,7-Octadiene

Downstream raw materials:

non-8-en-1-yl acetate

non-8-enenitrile

Refernces

• 1、 Chung, Won-Jin,Carlson, Joseph S.,Bedke, D. Karl,Vanderwal, Christopher D.. "A synthesis of the chlorosulfolipid mytilipina a via a longest linear sequence of seven steps". . p. 10052 - 10055. Retrieved 2013.
• 2、 Hirosawa, Keishi,Mashima, Kazushi,Satoh, Tetsuya,Shinohara, Koichi,Shirase, Satoru,Tamaki, Sota,Tsurugi, Hayato. "Cerium(IV) Carboxylate Photocatalyst for Catalytic Radical Formation from Carboxylic Acids: Decarboxylative Oxygenation of Aliphatic Carboxylic Acids and Lactonization of Aromatic Carboxylic Acids". supporting information. . Retrieved 2020/03/25.
• 3、 Joarder, Dripta De,Gayen, Subrata,Sarkar, Rajarshi,Bhattacharya, Rajarshi,Roy, Sima,Maiti, Dilip K.. "(Ar-tpy)RuII(ACN)3: A Water-Soluble Catalyst for Aldehyde Amidation, Olefin Oxo-Scissoring, and Alkyne Oxygenation". . p. 8468 - 8480. Retrieved 2019/07/03.