Methyl 10-oxodecanoate

Base Information

• Chemical Name: Methyl 10-oxodecanoate
• CAS No.: 14811-73-5
• Molecular Formula: C11H20O3
• Molecular Weight: 200.278
• DSSTox Substance ID: DTXSID10333871
• Nikkaji Number: J462.896I
• Wikidata: Q82099430
• Mol file: 14811-73-5.mol

Synonyms:Methyl 9-Formylnonanoate;Methyl 10-oxodecanoate;14811-73-5;10-Oxodecanoic acid, methyl ester;Decanoic acid, 10-oxo-, methyl ester;9-Formylnonanoic Acid Methyl Ester;Methyl9-Formylnonanoate;Methyl 10-oxodecanoate #;SCHEMBL7201423;DTXSID10333871;MFCD06252531;AKOS024391031;AS-48176;FT-0745324;M2263;F19637

Chemical Property of Methyl 10-oxodecanoate

Chemical Property:

• Refractive Index: 1.4400 to 1.4440
• Boiling Point: 121°C/3mmHg(lit.)
• PSA: 43.37000
• LogP: 2.47910
• Storage Temp.: Refrigerator
• Solubility.: Dichloromethane; Ethyl Acetate; Acetonitrile
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 10
• Exact Mass: 200.14124450
• Heavy Atom Count: 14
• Complexity: 155

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 9-Formylnonanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCCCCCCC=O

Technology Process of Methyl 10-oxodecanoate

There total 30 articles about Methyl 10-oxodecanoate 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: 100.0%

Methyl 10-undecenoate (111-81-9) → 10-oxo-decanoic acid methyl ester (14811-73-5)

Guidance literature:

With 3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine; oxygen; In acetonitrile; for 12h; Ambient temperature; Irradiation;

DOI:10.1016/S0040-4039(00)79345-2

Reference yield: 90.0%

methyl 10,11-dihydroxyundecanoate (24724-06-9) → 10-oxo-decanoic acid methyl ester (14811-73-5)

Guidance literature:

With lead(IV) acetate; In benzene; at 25 ℃; for 12h;

DOI:10.1016/S0040-4039(01)81267-3

Reference yield: 89.0%

ω-oxydecanocarboxylic acid (5578-80-3) + trimethyl orthoformate (149-73-5) → 10-oxo-decanoic acid methyl ester (14811-73-5)

Guidance literature:

With methanesulfonic acid; In methanol; at 50 ℃; for 0.25h; Microwave irradiation;

DOI:10.1080/14786410903194498

upstream raw materials:

Methyl 10-undecenoate

methyl 10,11-dihydroxyundecanoate

methyl 10-chloro-10-oxodecanoate

methanol

Downstream raw materials:

(E/Z)-10-hexadecen-1-ol

(E/Z)-10-hexadecenal

dimethyl undecanedioate

nonanoic acid methyl ester

Refernces

• 1、 Okuma, Kentaro,Hirabayashi, Syun-ichi,Ono, Masaaki,Shioji, Kosei,Matsuyama, Haruo,Bestmann, Hans J.. "An efficient synthesis of (R)-(+)-recifeiolide and related macrolides by using enantiomerically pure (R)-(-)-5-methyl-2,2,2-triphenyl-l,2λ5- oxaphospholane". . p. 4243 - 4250. Retrieved 1998.
• 2、 Cravotto, Giancarlo,Calcio Gaudino, Emanuela,Barge, Alessandro,Binello, Arianna,Albertino, Andrea,Aghemo, Costanza. "Synthesis of 1-octacosanol and GC-C-IRMS discrimination of samples from different origin". . p. 428 - 439. Retrieved 2010.
• 3、 Adlof et al.. "". . p. 414. Retrieved 1977.
• 4、 Bestmann,H.J. et al.. "-". . p. 121 - 124. Retrieved 1977.
• 5、 Navarro, Isabel,Mas, Esther,Fabrias, Gemma,Camps, Francisco. "Identification and biosynthesis of (E,E) -10,12-Tetradecadienyl acetate in spodoptera littoralis female sex pheromone gland". . p. 1267 - 1274. Retrieved 1997.
• 6、 -. "NEMATODE DETERRENT COMPOSITIONS". Paragraph 0019; 0136. . Retrieved 2020/01/08.
• 7、 Fujihara, Tetsuaki,Cong, Cong,Terao, Jun,Tsuji, Yasushi. "Palladium-catalyzed reduction of carboxylic acids to aldehydes with hydrosilanes in the presence of pivalic anhydride". supporting information. p. 3420 - 3424. Retrieved 2013/12/04.