2-Nonenal

Base Information

• Chemical Name: 2-Nonenal
• CAS No.: 2463-53-8
• Molecular Formula: C₉H₁₆O
• Molecular Weight: 140.225
• European Community (EC) Number: 219-562-5,242-609-6
• UNII: 8VEO649985
• DSSTox Substance ID: DTXSID0047086
• Nikkaji Number: J59.356G,J110.528K
• Wikipedia: 2-Nonenal
• Wikidata: Q4596912
• ChEMBL ID: CHEMBL450072
• Mol file: 2463-53-8.mol

Synonyms:2(E)-nonenal;2-nonenal;2-nonenal, (cis)-isomer;2-nonenal, (trans)-isomer;cis-2-nonenal;trans-2-nonenal

Chemical Property of 2-Nonenal

Chemical Property:

• Appearance/Colour: Clear, colorless liquid
• Vapor Pressure: 0.256mmHg at 25°C
• Melting Point: -28°C (estimate)
• Refractive Index: n20/D 1.453(lit.)
• Boiling Point: 205 °C at 760 mmHg
• Flash Point: 84.4 °C
• PSA: 17.07000
• Density: 0.834 g/cm³
• LogP: 2.71190
• XLogP3: 3.1
• 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:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aldehydes
• Canonical SMILES: CCCCCCC=CC=O
• Isomeric SMILES: CCCCCC/C=C/C=O
• Description: 2-Nonenal has a very powerful, penetrating fatty odor in concentrated form. It is orris-like, waxy, and quite pleasant on dilution. The odor is reminiscent of dried orange peels. Prepared by oxidation of 9,10,12-trihydroxy stearic acid (Criegee reaction).

Technology Process of 2-Nonenal

There total 42 articles about 2-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: 91.0%

2-nonenoic acid (3760-11-0) → non-2-enal (2463-53-8,18829-56-6,60784-31-8)

Guidance literature:

With 1,2-bis(2,4,8,10-tetra-tert-butyl-5,7-dioxa-6-phosphadibenzo[a,c]cyclohepten-6-yloxy)ethane; methylphenylsilane; 2,2-dimethylpropanoic anhydride; copper dichloride; In toluene; at 45 ℃; for 10h; Reagent/catalyst; Schlenk technique; Inert atmosphere;

Reference yield: 76.0%

cyclic carbonate of 3-nonene-1,2-diol → non-2-enal (2463-53-8,18829-56-6,60784-31-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In acetic acid; at 80 ℃; for 2h; Yields of byproduct given;

DOI:10.1016/S0040-4039(00)78560-1

Reference yield: 75.0%

4-methyl carbonate of 2-nonene-1,4-diol → non-2-enal (2463-53-8,18829-56-6,60784-31-8) + 1-hydroxy-2,4-nonadiene (62488-56-6) + 3-(Z)-nonenal (109351-28-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 70 ℃; for 1h; Yields of byproduct given;

DOI:10.1016/S0040-4039(00)78560-1

upstream raw materials:

5-hexyl-dihydro-furan-2,3-dione

3-bromo-1,1-dichloro-nonane

1,1,3-tribromononane

2-nonenyl alcohol

Downstream raw materials:

(Z)-non-2-enoic acid

oenanthic acid

(E)-2-nonenoic acid

1,1-diethoxy-non-2-ene

Refernces

• 1、 -. "Method for reducing carboxylic acid compound into aldehyde". Paragraph 0021-0031. . Retrieved 2020/02/27.
• 2、 Barats, Delina,Neumann, Ronny. "Aerobic oxidation of primary aliphatic alcohols to aldehydes catalyzed by a palladium(II) polyoxometalate catalyst". scheme or table. p. 293 - 298. Retrieved 2010/04/28.