4-Octadecenal

Base Information

• Chemical Name: 4-Octadecenal
• CAS No.: 56554-98-4
• Molecular Formula: C₁₈H₃₄O
• Molecular Weight: 266.467
• DSSTox Substance ID: DTXSID601016123
• Nikkaji Number: J110.975H
• Mol file: 56554-98-4.mol

Synonyms:4-OCTADECENAL;56554-98-4;(4E)-4-Octadecenal;(4E)-4-Octadecenal #;OMYNAOGTVRPSDI-CCEZHUSRSA-N;DTXSID601016123

Chemical Property of 4-Octadecenal

Chemical Property:

• Vapor Pressure: 2.58E-05mmHg at 25°C
• Boiling Point: 358.3°C at 760 mmHg
• Flash Point: 180.8°C
• PSA: 17.07000
• Density: 0.841g/cm³
• LogP: 6.22280
• XLogP3: 7.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 15
• Exact Mass: 266.260965704
• Heavy Atom Count: 19
• Complexity: 196

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC=CCCC=O
• Isomeric SMILES: CCCCCCCCCCCCC/C=C/CCC=O

Technology Process of 4-Octadecenal

There total 6 articles about 4-Octadecenal 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:

1,1-dimethoxy-4Z-octadecene (82861-02-7) → (Z)-Octadec-4-enal (82861-03-8,56554-98-4)

Guidance literature:

With hydrogenchloride; In acetone; at 25 ℃; for 4h;

DOI:10.1016/S0040-4039(00)87108-7

Reference yield:

1,5-cis,cis-cyclooctadiene (1552-12-1,111-78-4) → (Z)-Octadec-4-enal (82861-03-8,56554-98-4)

Guidance literature:

Multi-step reaction with 6 steps

1: O₃

2: TsOH / 10 h / Ambient temperature

3: 98 percent / (i-Bu)2AlH / toluene; tetrahydrofuran / -10 °C

4: pyridine / 15 h / -10 °C

5: 75 percent / Li₂CuCl₄ / diethyl ether; tetrahydrofuran / 2 h / -78 °C

6: aq.HCl / acetone / 4 h / 25 °C

With hydrogenchloride; dilithium tetrachlorocuprate; diisobutylaluminium hydride; ozone; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; diethyl ether; acetone; toluene;

DOI:10.1016/S0040-4039(00)87108-7

Reference yield:

7-Formyl-4Z-heptenoic acid (80685-82-1,55348-85-1) → (Z)-Octadec-4-enal (82861-03-8,56554-98-4)

Guidance literature:

Multi-step reaction with 5 steps

1: TsOH / 10 h / Ambient temperature

2: 98 percent / (i-Bu)2AlH / toluene; tetrahydrofuran / -10 °C

3: pyridine / 15 h / -10 °C

4: 75 percent / Li₂CuCl₄ / diethyl ether; tetrahydrofuran / 2 h / -78 °C

5: aq.HCl / acetone / 4 h / 25 °C

With hydrogenchloride; dilithium tetrachlorocuprate; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; diethyl ether; acetone; toluene;

DOI:10.1016/S0040-4039(00)87108-7

upstream raw materials:

1,1-dimethoxy-4Z-octadecene

1,5-cis,cis-cyclooctadiene

7-Formyl-4Z-heptenoic acid

1,1-dimethoxy-8-hydroxy-4Z-octene

Refernces