Methyl 9-decenoate

Base Information

• Chemical Name: Methyl 9-decenoate
• CAS No.: 25601-41-6
• Molecular Formula: C11H20O2
• Molecular Weight: 184.279
• European Community (EC) Number: 662-772-0
• UNII: 4K2M7ZTD5T
• DSSTox Substance ID: DTXSID30365139
• Nikkaji Number: J498.751I
• Wikidata: Q21045261
• ChEMBL ID: CHEMBL1364550
• Mol file: 25601-41-6.mol

Synonyms:methyl 9-decenoate;9-Decenoic acid, methyl ester;methyl dec-9-enoate;25601-41-6;9-Decenoic acid Methyl ester;methyl-9-decenoate;4K2M7ZTD5T;EC 662-772-0;methyl 9-decen-1-oate;9-Decenoicacid,methylester;9-DAME;UNII-4K2M7ZTD5T;MLS001048893;SCHEMBL346766;CHEMBL1364550;DTXSID30365139;HMS2267P17;BBL028932;MFCD00778388;STK801845;AKOS005622575;AS-59656;SMR000387090;CS-0197689;FT-0767169;A935032;Q21045261

Chemical Property of Methyl 9-decenoate

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 13.37Pa at 25℃
• Boiling Point: 123 °C(Press: 21 Torr)
• PSA: 26.30000
• Density: 0.883±0.06 g/cm3(Predicted)
• LogP: 3.07610
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 184.146329876
• Heavy Atom Count: 13
• Complexity: 141

Purity/Quality:

99.9% ^*data from raw suppliers

9-DECENOIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCCCCCC=C

Technology Process of Methyl 9-decenoate

There total 113 articles about Methyl 9-decenoate 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:

Methyl oleate (112-62-9) + acrylonitrile (107-13-1,25014-41-9) → trans-9-octadecene (7206-25-9) + octadeca-9Z-ene (1779-13-1) + (Z)-undec-2-enenitrile (85520-63-4,22629-48-7) + (E)-undec-2-enenitrile (110556-25-7,22629-48-7) + dimethyl (Z)-octadec-9-ene-1,18-dioate (13481-97-5,24753-49-9,40393-46-2) + Dimethyl (E)-octadec-9-enedioate (24753-49-9) + 1-Decene (872-05-9,17438-89-0,25189-70-2) + methyl 9-decenoate (25601-41-6) + methyl (Z)-10-cyano-9-decenoate (173602-45-4) + methyl (E)-10-cyano-9-decenoate (173602-43-2)

Guidance literature:

With 1,3-bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene)dichloro(5-nitro-2-isopropoxyphenylmethylene)ruthenium; In toluene; for 3.5h; Inert atmosphere;

Reference yield:

Methyl oleate (112-62-9) + allyl-trimethyl-silane (762-72-1) → trans-9-octadecene (7206-25-9) + Dimethyl (E)-octadec-9-enedioate (24753-49-9) + 1-Decene (872-05-9,17438-89-0,25189-70-2) + methyl 9-decenoate (25601-41-6) + methyl 11-(trimethylsilyl)undec-9-enoate + trimethyl(undec-2-en-1-yl)silane

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 50 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c6ra24200f

Reference yield:

Methyl oleate (112-62-9) + ethene (74-85-1) → trans-9-octadecene (7206-25-9) + Dimethyl (E)-octadec-9-enedioate (24753-49-9) + 1-Decene (872-05-9,17438-89-0,25189-70-2) + methyl 9-decenoate (25601-41-6)

Guidance literature:

aluminum oxide; tetramethylstannane; rhenium(VII) oxide; In chlorobenzene; at 19.9 ℃; for 20h; under 1500.1 Torr; Product distribution; var. of catalyst, ratio substrate : catalyst, solvent, temp., pressure;

DOI:10.1039/c39810001132

upstream raw materials:

methanol

dec-9-enoic acid

Methyl 10-undecenoate

1-butylene

Downstream raw materials:

azelaic acid

formic acid

dimethyl 9-octadecen-1,18-dioate

(E)-(12S,13S)-13-Benzyloxycarbonylamino-12-hydroxy-9-oxo-tetradec-10-enoic acid methyl ester

Refernces

• 1、 Kashinath,Dhara, Santu,Reddy, D. Srinivasa. "Breaking and Making of Olefins Simultaneously Using Ozonolysis: Application to the Synthesis of Useful Building Blocks and Macrocyclic Core of Solomonamides". . p. 2090 - 2093. Retrieved 2015.
• 2、 -. "ACYCLIC CARBENE LIGAND FOR RUTHENIUM COMPLEX FORMATION, RUTHENIUM COMPLEX CATALYST, AND USE THEREOF". Paragraph 0124-0130. . Retrieved 2021/05/14.
• 3、 Pye, Scott J.,Chalker, Justin M.,Raston, Colin L.. "Vortex Fluidic Ethenolysis, Integrating a Rapid Quench of Ruthenium Olefin Metathesis Catalysts". . p. 1138 - 1143. Retrieved 2020/08/27.