Azelaic Acid Monoethyl Ester

Base Information

• Chemical Name: Azelaic Acid Monoethyl Ester
• CAS No.: 1593-55-1
• Molecular Formula: C11H20O4
• Molecular Weight: 216.277
• Mol file: 1593-55-1.mol

Synonyms:Nonanedioic acid,monoethyl ester;ethyl hydrogen azelate;9-ethoxy-9-oxononanoic acid;azelic acid monoethyl ester;Ethyl hydrogen azelaate;azelaic acid monoethyl ester;

Chemical Property of Azelaic Acid Monoethyl Ester

Chemical Property:

• Melting Point: 26 °C
• Boiling Point: 180-200 °C(Press: 15 Torr)
• PKA: 4.77±0.10(Predicted)
• PSA: 66.43000
• Density: 1.038±0.06 g/cm3(Predicted)
• LogP: 1.03010
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%Min ^*data from raw suppliers

Azelaic Acid Monoethyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: A novel C-11 epoxy fatty acid, from timothy chokes, stromata of E. typhina, has antifungal activity

Technology Process of Azelaic Acid Monoethyl Ester

There total 13 articles about Azelaic Acid Monoethyl Ester 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: 76.0%

succinic acid anhydride (108-30-5) + 6-bromo-hexanoic acid ethyl ester (25542-62-5) → azelaic acid monoethyl ester (1593-55-1)

Guidance literature:

With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; zinc; In N,N-dimethyl acetamide; at 80 ℃; for 12h;

Reference yield: 62.3%

oleic acid ethyl ester (111-62-6) → nonanoic acid (112-05-0) + azelaic acid monoethyl ester (1593-55-1)

Guidance literature:

With phosphotungstic acid; dihydrogen peroxide; cetylpyridinium bromide; In water; at 85 ℃; for 5h; Green chemistry;

DOI:10.1007/s11746-012-2134-7

Reference yield: 62.0%

azelaic acid (123-99-9,26776-28-3) + ethanol (64-17-5) + diethyl azelate (624-17-9) → azelaic acid monoethyl ester (1593-55-1)

Guidance literature:

With sulfuric acid; Heating;

DOI:10.1007/BF00957966

upstream raw materials:

azelaic acid

ethanol

diethyl azelate

oleic acid ethyl ester

Downstream raw materials:

diethyl 1,11-undecanedicarboxylate

heptadecanedioic acid

Heptadecanedioyl-Lys(Z)-OEt

8-bromooctanoic acid

Refernces

• 1、 Zakharkin, L. I.,Guseva, V. V.,Churilova, I. M.. "SYNTHESIS OF TRAUMATOIC (2E-DODECENEDIOIC) ACID FROM DODECANEDIOIC ACID". . p. 419 - 421. Retrieved 1983.
• 2、 Godard, Anais,De Caro, Pascale,Thiebaud-Roux, Sophie,Vedrenne, Emeline,Mouloungui, Zephirin. "New environmentally friendly oxidative scission of oleic acid into azelaic acid and pelargonic acid". . p. 133 - 140. Retrieved 2013/03/13.