1-Acetoxyoctadiene

Base Information

• Chemical Name: 1-Acetoxyoctadiene
• CAS No.: 3491-27-8
• Molecular Formula: C10H16O2
• Molecular Weight: 168.236
• Nikkaji Number: J129.410E,J65.641K
• Wikidata: Q76305146
• Metabolomics Workbench ID: 3832
• Mol file: 3491-27-8.mol

Synonyms:1-Acetoxyoctadiene;2,7-Octadienyl acetate;2E,7-Octadienyl acetate;2,7-OCTADIEN-1-OL, ACETATE;Acetic acid, 1-octa-2,7-dienyl ester;2,7-Octadien-1-ol, acetate, (E)-;3491-27-8;[(2E)-octa-2,7-dienyl] acetate;(e)-2,7-octadienyl acetate;SCHEMBL991224;(2E)-2,7-Octadienyl acetate;RDOHPVPONNHSPH-BQYQJAHWSA-;Acetic acid 2,7-octadienyl ester;RDOHPVPONNHSPH-BQYQJAHWSA-N;(E)-2,7-Octadien-1-ol acetate;(E)-2,7-Octadien-1-yl acetate;LMFA07010187;LS-97795;30460-73-2;InChI=1/C10H16O2/c1-3-4-5-6-7-8-9-12-10(2)11/h3,7-8H,1,4-6,9H2,2H3/b8-7+

Chemical Property of 1-Acetoxyoctadiene

Chemical Property:

• Vapor Pressure: 0.0885mmHg at 25°C
• Boiling Point: 225°Cat760mmHg
• Flash Point: 87.7°C
• Density: 0.905g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC=CCCCC=C
• Isomeric SMILES: CC(=O)OC/C=C/CCCC=C

Technology Process of 1-Acetoxyoctadiene

There total 5 articles about 1-Acetoxyoctadiene 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: 95.0%

acetic acid (64-19-7,77671-22-8) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → octa-1,7-dien-3-yl acetate (3491-26-7) + 1-acetoxy-2,7-octadiene (3491-27-8)

Guidance literature:

tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; at 25 ℃; for 0.166667h;

acetic acid; buta-1,3-diene; In toluene; at -60 - 60 ℃; for 8h; Conversion of starting material;

Reference yield:

acetic acid (64-19-7,77671-22-8) + 1,7-Octadiene (3710-30-3) → acetic acid 4-acetoxy-1-vinyl-hex-5-enyl ester + 2,6-octadiene-1,8-diol diacetate (100521-27-5) + octa-1,7-dien-3-yl acetate (3491-26-7) + 1-acetoxy-2,7-octadiene (3491-27-8)

Guidance literature:

With 4 A molecular sieve; oxygen; sodium acetate; palladium dichloride; In N,N-dimethyl acetamide; at 80 ℃; for 40h; under 4560 Torr;

DOI:10.1002/anie.200502886

Reference yield:

acetic acid (64-19-7,77671-22-8) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → 1-acetoxy-2,7-octadiene (3491-27-8)

Guidance literature:

palladium diacetate;

DOI:10.1016/S0040-4039(01)94679-9

upstream raw materials:

acetic acid

buta-1,3-diene

1,7-Octadiene

Downstream raw materials:

4-Methyl-N-((E)-octa-2,7-dienyl)-N-phenyl-benzenesulfonamide

N-Allyl-4-methyl-N-((E)-octa-2,7-dienyl)-benzenesulfonamide

N-Methyl-N-((E)-octa-2,7-dienyl)-C-phenyl-methanesulfonamide

4-Methyl-N-((E)-octa-2,7-dienyl)-N-pentyl-benzenesulfonamide

Refernces

• 1、 -. "Process for the telomerization of conjugated dienes". Page/Page column 4. . Retrieved 2008/06/13.
• 2、 -. "Process for producing 1-octene from butadiene". Page/Page column 5. . Retrieved 2010/02/10.