2-Nonenal

Base Information

• Chemical Name: 2-Nonenal
• CAS No.: 18829-56-6
• Molecular Formula: C9H16O
• Molecular Weight: 140.225
• Hs Code.: 29121900
• 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: 18829-56-6.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 colourless to pale yellow liquid
• 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
• Storage Temp.: Refrigerator (+4°C)
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in Alcohol , and oils. Insoluble in water.
• 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:

99% ^*data from raw suppliers

trans-2-Nonenal ^*data from reagent 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

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aldehydes
• Canonical SMILES: CCCCCCC=CC=O
• Isomeric SMILES: CCCCCC/C=C/C=O
• Uses: trans-2-Nonenal is an unsaturated aldehyde that is a product of fatty acid peroxidation (and also has a grassy, cucumber smell). trans-2-Nonenal is naturally found in mushrooms, coffee and is also a constituent of carrot root. It also exhibits insecticidal effects.

Technology Process of 2-Nonenal

There total 90 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:

3-(N-Methylanilino)-2-propenal

n-hexylmagnesium bromide

formaldehyd

(2Z)-non-2-enal

Downstream raw materials:

1,1-diethoxy-non-2-ene

2-deca-1,3t-dien-t-yl-1,3-diphenyl-imidazolidine

(R)-4-hexyl-2-phenylcyclopent-2-enone

2-pentylfuran

Refernces

• 1、 Treilhou,Fauve,Pougny,Prome,Veschambre. "Use of biological catalysts for the preparation of chiral molecules. 8. Preparation of propargylic alcohols. Application in the total synthesis of leukotriene B4". . p. 3203 - 3208. Retrieved 1992.
• 2、 Yamaguchi, Susumu,Fujiwara, Hidenori,Tashima, Ikukazu,Iwanaga, Daigo,Ushio, Hideki. "Effect of oxidized arachidonic acid and hexanal on the mouse taste perception of bitterness and umami". . p. 1884 - 1890. Retrieved 2010.
• 3、 Saha, Goutam,Basu, Manas K.,Kim, Seongjin,Jung, Young-Ju,Adiyaman, Yurdanur,Adiyaman, Mustafa,Powell, William S.,FitzGerald, Garret A.,Rokach, Joshua. "A convenient strategy for the synthesis of β,γ-unsaturated aldehydes and acids. A construction of skipped dienes". . p. 7179 - 7183. Retrieved 1999.
• 4、 Royals,Covington. "-". . p. 3155. Retrieved 1955.
• 5、 -. "Method for preparing olefine aldehyde through catalytic oxidation of enol ether". Paragraph 0082-0087. . Retrieved 2021/06/23.
• 6、 -. "Method for reducing carboxylic acid compound into aldehyde". Paragraph 0021-0031. . Retrieved 2020/02/27.