3-Octenoic acid, methyl ester, (Z)-

Base Information

• Chemical Name: 3-Octenoic acid, methyl ester, (Z)-
• CAS No.: 69668-85-5
• Molecular Formula: C9H16 O2
• Molecular Weight: 156.225
• Nikkaji Number: J126.461C
• Mol file: 69668-85-5.mol

Synonyms:3-Octenoic acid, methyl ester, (Z)-;Methyl (3Z)-3-octenoate;METHYL (CIS)-3-OCTENOATE;69668-85-5;Methyl (Z)-3-octenoate;HAGXFSMJELVHFJ-SREVYHEPSA-N;(Z)-3-Octenoic acid methyl ester

Chemical Property of 3-Octenoic acid, methyl ester, (Z)-

Chemical Property:

• Vapor Pressure: 0.512mmHg at 25°C
• Boiling Point: 191.5°C at 760 mmHg
• Flash Point: 70.4°C
• PSA: 26.30000
• Density: 0.896g/cm³
• LogP: 2.29590
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 156.115029749
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Octenoic acid, methyl ester, (Z)-

There total 2 articles about 3-Octenoic acid, methyl ester, (Z)- 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: 86.0%

((1R,2S)-1-Methoxy-2-pentyl-cyclopropoxy)-trimethyl-silane → methyl (E)-oct-2-enoate (7367-81-9) + (E)-methyl oct-3-enoate (35234-16-3) + 2,3-dichloro-5,6-dicyanohydroquinone (4640-41-9) + methyl (Z)-oct-3-enoate (69668-85-5)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; at 60 ℃; for 20h; Yields of byproduct given;

DOI:10.1016/S0040-4039(00)73235-7

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 1-dimethylamino-nona-2,4-dienonitrile (121221-75-8,121221-76-9,121221-77-0,121221-78-1) → (E)-methyl oct-3-enoate (35234-16-3) + methyl (Z)-oct-3-enoate (69668-85-5)

Guidance literature:

With sulfuric acid; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) THf, 4 h, 65 degC; 2.) MeOH, Et₂O;

upstream raw materials:

diazomethane

1-dimethylamino-nona-2,4-dienonitrile

Refernces

• 1、 Theil, F.,Costisella, B.,Hauser, A.,Schick, H.,Schwarz, S.. "Prostaglandins and Prostaglandin Intermediates. 22 - Synthesis of a Stable Prostacyclin Analogue". . p. 766 - 774. Retrieved 2007/10/02.