alpha-Hexylcinnamaldehyde

Base Information

• Chemical Name: alpha-Hexylcinnamaldehyde
• CAS No.: 165184-98-5
• Molecular Formula: C15H20O
• Molecular Weight: 216.323
• European Community (EC) Number: 639-566-4,202-983-3
• NSC Number: 406799,46150
• UNII: E9947QRR9O
• DSSTox Substance ID: DTXSID401020801
• Nikkaji Number: J33.985G
• Wikipedia: Hexyl_cinnamaldehyde
• Wikidata: Q412025
• RXCUI: 1311811
• Metabolomics Workbench ID: 45069
• ChEMBL ID: CHEMBL1449245
• Mol file: 165184-98-5.mol

Synonyms:2-hexyl-3-phenyl-2-propenal;hexyl cinnamal;hexyl cinnamic aldehyde;hexyl cinnamylaldehyde

Chemical Property of alpha-Hexylcinnamaldehyde

Chemical Property:

• Boiling Point: 308.1±0.0 °C(Predicted)
• PSA: 17.07000
• Density: 0.954±0.06 g/cm3(Predicted)
• LogP: 4.23930
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 216.151415257
• Heavy Atom Count: 16
• Complexity: 212

Purity/Quality:

99.9% ^*data from raw suppliers

2-(phenylmethylidene)octanal 95.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCC(=CC1=CC=CC=C1)C=O
• Isomeric SMILES: CCCCCC/C(=C\C1=CC=CC=C1)/C=O

Technology Process of alpha-Hexylcinnamaldehyde

There total 8 articles about alpha-Hexylcinnamaldehyde 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: 76.0%

Octanal (124-13-0) + benzaldehyde (100-52-7) → (E)-α-hexylcinnamaldehyde (165184-98-5)

Guidance literature:

With diphenylboronium perchlorate; In various solvent(s); at 20 ℃;

DOI:10.1016/S0040-4039(02)02768-5

Reference yield: 65.0%

1-phenyl-1-octyne (16967-02-5) + butyraldehyde (123-72-8) → (E)-α-hexylcinnamaldehyde (165184-98-5)

Guidance literature:

With methoxy(cyclooctadiene)rhodium(I) dimer; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; 4-nitro-benzoic acid; In tetrahydrofuran; at 80 ℃; for 24h; stereoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201902553

Reference yield: 43.0%

n-dioctylamine (1120-48-5) + benzaldehyde (100-52-7) → (E)-α-hexylcinnamaldehyde (165184-98-5)

Guidance literature:

With 3,5-dinitrobenzoic acid; In m-xylene; for 26h; diastereoselective reaction; Reflux;

DOI:10.1021/acs.orglett.5b01744

upstream raw materials:

Octanal

benzaldehyde

n-dioctylamine

1-phenyl-1-octyne

Downstream raw materials:

tert-Butyl-[2-[1-phenyl-meth-(E)-ylidene]-oct-(E)-ylidene]-amine

2-(3-Hexyl-2-hydroxy-4-phenyl-3-buten-1-yl)-3-methylpyrazine

(E)-(4R,5R)-2-(1-Hexyl-2-phenyl-1-ethenyl)-4,5-dicarboethoxy-1,3-dioxolane

(E)-(2-(2,2-dichlorovinyl)oct-1enyl)benzene