Methyl 3-hydroxydodecanoate

Base Information

• Chemical Name: Methyl 3-hydroxydodecanoate
• CAS No.: 72864-23-4
• Molecular Formula: C13H26O3
• Molecular Weight: 230.348
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID50993650
• Nikkaji Number: J262.074J
• Mol file: 72864-23-4.mol

Synonyms:methyl-3-hydroxydodec-5-enoate;methyl-3-hydroxydodec-5-enoic acid

Chemical Property of Methyl 3-hydroxydodecanoate

Chemical Property:

• Vapor Pressure: 1.49E-05mmHg at 25°C
• Melting Point: 27 °C
• Refractive Index: 1.448
• Boiling Point: 327.7 °C at 760 mmHg
• PKA: 13.92±0.20(Predicted)
• Flash Point: 126.7 °C
• PSA: 46.53000
• Density: 0.942 g/cm³
• LogP: 3.05110
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 11
• Exact Mass: 230.18819469
• Heavy Atom Count: 16
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

3-Hydroxydodecanoic Acid Methyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCC(CC(=O)OC)O
• Description: 3-hydroxy Lauric acid methyl ester is a hydroxylated fatty acid methyl ester that has been found in methyl-branched poly(3-hydroxyalkanoate) (PHA) polymers produced by P. putida and D. tsuruhatensis. [Matreya, LLC. Catalog No. 1732]
• Uses: 3-Hydroxydodecanoic Acid Methyl Ester is a 3-hydroxyl fatty acid Me ester as methionine regulator.

Technology Process of Methyl 3-hydroxydodecanoate

There total 25 articles about Methyl 3-hydroxydodecanoate 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: 94.0%

caprinaldehyde (112-31-2) + bromoacetic acid methyl ester (96-32-2) → β-hydroxydodecanoic acid methyl ester (72864-23-4,85464-97-7)

Guidance literature:

With zinc; In tetrahydrofuran; at 66 ℃; for 0.0166667h;

DOI:10.1055/s-0034-1379479

Reference yield: 90.0%

methanol (67-56-1) + 3-hydroxydodecanoic acid (1883-13-2,53941-38-1) → β-hydroxydodecanoic acid methyl ester (72864-23-4,85464-97-7)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.3390/md11072382

Reference yield:

methanol (67-56-1) + lipopolysaccharide from Sinorhizobium fredii HH103, rkpA → 27-hydroxy-octacosanoic acid methyl ester (775341-88-3) + 3-hydroxy-octadecanoic acid methyl ester (2420-36-2) + β-hydroxyhexadecanoic acid methyl ester (51883-36-4) + methyl 3-hydroxytridecanoate (150024-70-7) + Methyl-3-hydroxypentadecanoat (112538-88-2) + β-hydroxydodecanoic acid methyl ester (72864-23-4,85464-97-7) + (+/-)-3-hydroxytetradecanoic acid methyl ester (55682-83-2) + Methyl 29-hydroxytriacontanoate + C18H36O3 (112538-92-8) + C20H40O3

Guidance literature:

With hydrogenchloride; In water; at 80 ℃; for 16h;

DOI:10.1074/jbc.ra120.013393

upstream raw materials:

methyl 3-oxododecanoate

caprinaldehyde

bromoacetic acid methyl ester

3-oxo-dodecanoic acid

Downstream raw materials:

3-hydroxydodecanoic acid

Refernces

• 1、 Jovanovic, Milos,Radivojevic, Jelena,O'Connor, Kevin,Blagojevic, Stevan,Begovic, Biljana,Lukic, Vera,Nikodinovic-Runic, Jasmina,Savic, Vladimir. "Rhamnolipid inspired lipopeptides effective in preventing adhesion and biofilm formation of Candida albicans". supporting information. p. 209 - 217. Retrieved 2019/03/23.
• 2、 -. "ANTIMICROBIAL AGENT". Paragraph 0038. . Retrieved 2015/02/05.