1-(1-glycero)Dodeca-1,3,5,7,9-pentaene

Base Information

• Chemical Name: 1-(1-glycero)Dodeca-1,3,5,7,9-pentaene
• CAS No.: 84000-59-9
• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.338
• Nikkaji Number: J460.223D
• ChEMBL ID: CHEMBL486102
• Mol file: 84000-59-9.mol

Synonyms:1-(1-glycero)dodeca-1,3,5,7,9-pentaene;fecapentaene-12;GDPE

Chemical Property of 1-(1-glycero)Dodeca-1,3,5,7,9-pentaene

Chemical Property:

• Vapor Pressure: 1.09E-09mmHg at 25°C
• Boiling Point: 442.5°C at 760 mmHg
• Flash Point: 221.4°C
• PSA: 49.69000
• Density: 1.017g/cm³
• LogP: 2.50470
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 250.15689456
• Heavy Atom Count: 18
• Complexity: 312

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CC=CC=CC=CC=COCC(CO)O
• Isomeric SMILES: CC/C=C/C=C/C=C/C=C/C=C/OCC(CO)O

Technology Process of 1-(1-glycero)Dodeca-1,3,5,7,9-pentaene

There total 14 articles about 1-(1-glycero)Dodeca-1,3,5,7,9-pentaene 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:

(1E,3E,5E,7E,9E)-1-[2,3-Bis-(tert-butyl-dimethyl-silanyloxy)-propoxy]-dodeca-1,3,5,7,9-pentaene (89229-61-8,89300-17-4) → Fecapentaene-12 (84000-59-9,89300-15-2,89300-16-3,91423-46-0,91605-35-5,113775-79-4,116299-52-6,116299-53-7,132074-19-2,132074-20-5,83248-46-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 1h; Yield given;

DOI:10.1016/S0040-4020(01)87909-6

Reference yield:

(1E,3E,5E,7E,9E)-1-[2,3-Bis-(tert-butyl-dimethyl-silanyloxy)-propoxy]-dodeca-1,3,5,7,9-pentaene (89229-61-8,89300-17-4) → 3-<(1E,3E,7E,9E)-1,3,5,7,9-dodecapentaenyloxy>-1,2-propanediol (84000-59-9,89300-15-2,89300-16-3,91423-46-0,91605-35-5,113775-79-4,116299-52-6,116299-53-7,132074-19-2,132074-20-5,83248-46-8)

Guidance literature:

With tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; at 30 ℃; for 1h;

DOI:10.1016/S0040-4039(00)94111-X

Reference yield:

(2E,4E)-hepta-2,4-dienal (4313-03-5) → 3-<(1E,3E,7E,9E)-1,3,5,7,9-dodecapentaenyloxy>-1,2-propanediol (84000-59-9,89300-15-2,89300-16-3,91423-46-0,91605-35-5,113775-79-4,116299-52-6,116299-53-7,132074-19-2,132074-20-5,83248-46-8)

Guidance literature:

Multi-step reaction with 5 steps

1: reduction

3: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

4: 1.) MnO₂ / 1.) hexane, ether, 80 deg C, 3 h 2.) THF, 30 deg C, 30 min.

5: (n-Bu)4N⁽¹⁺⁾*F^(1-), Et₃N / tetrahydrofuran / 1 h / 30 °C

With manganese(IV) oxide; n-butyllithium; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)94111-X

upstream raw materials:

(1E,3E,5E,7E,9E)-1-[2,3-Bis-(tert-butyl-dimethyl-silanyloxy)-propoxy]-dodeca-1,3,5,7,9-pentaene

(2E,4E)-hepta-2,4-dienal

E,E,E,E-2,4,6,8-Undecatetraenal

(1E,3E,5E,7E,9E)-1-[2,3-Bis-(tert-butyl-dimethyl-silanyloxy)-propoxy]-dodeca-1,3,5,7,9-pentaene