2,4-Nonadienal

Base Information

• Chemical Name: 2,4-Nonadienal
• CAS No.: 5910-87-2
• Deprecated CAS: 157960-14-0
• Molecular Formula: C9H14O
• Molecular Weight: 138.21
• Hs Code.: 29121900
• European Community (EC) Number: 250-233-9,227-629-5,229-810-4
• UNII: Y411G77SH7
• DSSTox Substance ID: DTXSID30884198
• Nikkaji Number: J60.729K,J224K
• Wikidata: Q27294239
• NCI Thesaurus Code: C83685
• ChEMBL ID: CHEMBL4074177
• Mol file: 5910-87-2.mol

Synonyms:2,4-nonadienal;2E,7Z-nonadienal

Chemical Property of 2,4-Nonadienal

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Refractive Index: n20/D 1.5207(lit.)
• Boiling Point: 222.4 °C at 760 mmHg
• Flash Point: 85.6 °C
• PSA: 17.07000
• Density: 0.855 g/cm³
• LogP: 2.48790
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility.: INSOLUBLE
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 138.104465066
• Heavy Atom Count: 10
• Complexity: 123

Purity/Quality:

89% ^*data from raw suppliers

trans,trans-2,4-Nonadienal ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aldehydes
• Canonical SMILES: CCCCC=CC=CC=O
• Isomeric SMILES: CCCC/C=C/C=C/C=O
• Uses: trans,trans-2,4-Nonadienal is an unsaturated aldehyde that is responsible for the bean odour of soymilk. trans,trans-2,4-Nonadienal has also been identified as a potentially mutagenic substance by inducing oxidative DNA damage. Food additive.

Technology Process of 2,4-Nonadienal

There total 20 articles about 2,4-Nonadienal 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: 100.0%

trans,trans-2,4-nonadienol (64576-90-5) → (E,E)-2,4-nonadienal (5910-87-2)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 20 ℃; for 12h;

DOI:10.1016/j.tet.2020.131860

Reference yield: 93.0%

(1Z,3Z)-1-methoxy-5-hydroxy-5-butyl-1,3-pentadiene (1221745-79-4) → (E,E)-2,4-nonadienal (5910-87-2)

Guidance literature:

With sulfuric acid; silica gel; In dichloromethane; water; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.01.066

Reference yield: 90.0%

(E)-1-iodohexene (16644-98-7) + acrolein (107-02-8,25068-14-8) → (E,E)-2,4-nonadienal (5910-87-2)

Guidance literature:

With tetrabutyl-ammonium chloride; potassium carbonate; palladium diacetate; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

DOI:10.1016/S0040-4039(00)98131-0

upstream raw materials:

pentanal

(E)-2-Heptenal

1-methoxy-buten-3-yne

trans,trans-2,4-nonadienol

Downstream raw materials:

octadeca-9c,11t,13t-trienoic acid ethyl ester

trans-(6-carbethoxy-5-(1-hexenyl)-2-cyclohexen-1-one)

cis-(6-carbethoxy-5-(1-hexenyl)-2-cyclohexen-1-one)

trans,trans-2,4-nonadienol

Refernces

• 1、 Davies, Stephen G.,Fletcher, Ai M.,Roberts, Paul M.,Taylor, Cameron E.,Thomson, James E.. "Microconine [N-methyl-2-methyl-3-methoxy-6-(deca-l’,3′,5′-trienyl)piperidine, an alkaloid from Microcos paniculata]: Synthesis, stereochemistry and spectroscopic data". . . Retrieved 2020/12/29.
• 2、 -. "1H-pyrrole-2,4-dicarbonyl-derivatives and their use as flavoring agents". . . Retrieved 2015/03/03.