Z,Z-10,12-Hexadecadien-1-ol acetate

Base Information

• Chemical Name: Z,Z-10,12-Hexadecadien-1-ol acetate
• CAS No.: 73829-33-1
• Molecular Formula: C₁₈H₃₂O₂
• Molecular Weight: 280.451
• DSSTox Substance ID: DTXSID201016040
• Mol file: 73829-33-1.mol

Synonyms:Z,Z-10,12-Hexadecadien-1-ol acetate;CMCBHGAXGCXMIP-ISTTXYCBSA-N;DTXSID201016040;(10Z,12Z)-10,12-Hexadecadienyl acetate #;73829-33-1

Chemical Property of Z,Z-10,12-Hexadecadien-1-ol acetate

Chemical Property:

• XLogP3: 6.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 14
• Exact Mass: 280.240230259
• Heavy Atom Count: 20
• Complexity: 267

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCC=CC=CCCCCCCCCCOC(=O)C
• Isomeric SMILES: CCC/C=C\C=C/CCCCCCCCCOC(=O)C

Technology Process of Z,Z-10,12-Hexadecadien-1-ol acetate

There total 10 articles about Z,Z-10,12-Hexadecadien-1-ol acetate 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: 71.0%

Acetic acid (Z)-10-(toluene-4-sulfonyloxy)-hexadec-12-enyl ester → 1-Acetoxy-hexadecadien-(10c,12c) (63025-06-9,73829-32-0,73829-33-1,73829-34-2,95283-99-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 70 ℃;

DOI:10.1246/cl.1994.897

Reference yield:

10-acetoxydecanal (53463-69-7) → 1-Acetoxy-hexadecadien-(10c,12c) (63025-06-9,73829-32-0,73829-33-1,73829-34-2,95283-99-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) BuSnCl₃ / 1.) CHCl₃, 0 deg C, 2 min, 2.) CHCl₃, 0 deg C, 30 min

2: DMAP / CH₂Cl₂

3: 71 percent / DBU / dimethylformamide / 70 °C

With dmap; Trichlorbutylstannan; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1246/cl.1994.897

Reference yield:

hex-2-enyl-tributylstannane (74940-39-9) → 1-Acetoxy-hexadecadien-(10c,12c) (63025-06-9,73829-32-0,73829-33-1,73829-34-2,95283-99-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) BuSnCl₃ / 1.) CHCl₃, 0 deg C, 2 min, 2.) CHCl₃, 0 deg C, 30 min

2: DMAP / CH₂Cl₂

3: 71 percent / DBU / dimethylformamide / 70 °C

With dmap; Trichlorbutylstannan; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1246/cl.1994.897

upstream raw materials:

(10E,12Z)-hexadeca-10,12-dien-1-ol

acetic anhydride

10-acetoxydecanal

hex-2c-enyl-triphenyl-phosphonium; bromide