TRANS,TRANS-2,4-HEPTADIENAL

Base Information

• Chemical Name: TRANS,TRANS-2,4-HEPTADIENAL
• CAS No.: 5910-85-0
• Molecular Formula: C7H10 O
• Molecular Weight: 110.156
• European Community (EC) Number: 224-328-0,227-627-4
• UNII: VY79R3SU8X
• DSSTox Substance ID: DTXSID9064057,DTXSID60872846
• Nikkaji Number: J435.354D,J638.311D,J200C,J223.879I
• Wikidata: Q27292092
• Metabolomics Workbench ID: 3422
• ChEMBL ID: CHEMBL2269080
• Mol file: 5910-85-0.mol

Synonyms:2,4-Heptadiene-1-al

Chemical Property of TRANS,TRANS-2,4-HEPTADIENAL

Chemical Property:

• Vapor Pressure: 2.7E-10mmHg at 25°C
• Refractive Index: n20/D 1.534(lit.)
• Boiling Point: 177.4°Cat760mmHg
• Flash Point: 72.6°C
• PSA: 17.07000
• Density: 0.856g/cm³
• LogP: 1.70770
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 110.073164938
• Heavy Atom Count: 8
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Hazard Codes: T
• Statements: 22-24-38
• Safety Statements: 36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CC=CC=O
• Isomeric SMILES: CC/C=C/C=C/C=O

Technology Process of TRANS,TRANS-2,4-HEPTADIENAL

There total 8 articles about TRANS,TRANS-2,4-HEPTADIENAL 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: 75.0%

1,1,3,5-tetraethoxyheptane → hepta-2,4-dienal (5910-85-0)

Guidance literature:

With hydrogenchloride; In water; for 5h;

Reference yield: 73.0%

2,4-Heptadienal-dimethylhydrazon (102651-80-9) → hepta-2,4-dienal (5910-85-0)

Guidance literature:

With methyl iodide; for 3h; Heating;

Reference yield:

7-methoxy-hept-6-en-4-yn-3-ol (89171-62-0) → hepta-2,4-dienal (5910-85-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

upstream raw materials:

7-methoxy-hept-6-en-4-yn-3-ol

1,1-diethoxy-pent-2-ene

ethyl vinyl ether

2,4-Heptadienal-dimethylhydrazon

Downstream raw materials:

2,4-heptadienoic acid

2,4,6-nonatrienal

1,1-diethoxy-hepta-2,4-diene

C₂₈H₂₉NO₅

Refernces

Oxazolone cycloadducts as heterocyclic scaffolds for alkaloid construction: Synthesis of (±)-2-epi-pumiliotoxin C

10.1021/jo902172r

The research focuses on the synthesis of (+-)-2-epi-pumiliotoxin C using oxazolone cycloadducts as heterocyclic scaffolds. The study employs an intramolecular Diels-Alder cycloaddition of N-substituted oxazolone triene to directly access the functionalized octahydroquinoline framework. Key chemicals involved in the research include divinyl carbinol, heptadienal, oxazolidine-2,4-dione, and diethylzinc. The synthesis process involves several steps, such as Saucy-type rearrangement, Grignard reaction, Mitsunobu reaction, cyclopropanation, and hydrogenolysis, ultimately leading to the final product (+-)-2-epi-pumiliotoxin C. The research demonstrates the utility of oxazolone IMDA cycloadducts as valuable scaffolds for alkaloid construction and provides a direct incorporation approach to synthesizing complex natural products.