2-Hydroxydocosanoic acid

Base Information

• Chemical Name: 2-Hydroxydocosanoic acid
• CAS No.: 13980-14-8
• Molecular Formula: C₂₂H₄₄O₃
• Molecular Weight: 356.59
• Hs Code.: 2918199090
• UNII: 18KZ2SK78L
• DSSTox Substance ID: DTXSID90930600
• Nikkaji Number: J297.176C
• Wikidata: Q27146492
• Metabolomics Workbench ID: 1335
• Mol file: 13980-14-8.mol

Synonyms:2-hydroxydocosanoic acid

Chemical Property of 2-Hydroxydocosanoic acid

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 2.07E-11mmHg at 25°C
• Melting Point: 96-97oC
• Refractive Index: 1.469
• Boiling Point: 484.2 °C at 760 mmHg
• Flash Point: 260.8 °C
• PSA: 57.53000
• Density: 0.928 g/cm³
• LogP: 6.86370
• Storage Temp.: 2-8°C
• XLogP3: 9.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 20
• Exact Mass: 356.32904526
• Heavy Atom Count: 25
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

2-hydroxy Docosanoic Acid ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCCCCC(C(=O)O)O

Technology Process of 2-Hydroxydocosanoic acid

There total 7 articles about 2-Hydroxydocosanoic acid 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:

2-acetoxy-docosanoic acid ethyl ester (260055-71-8) → α-hydroxybehenic acid (13980-14-8)

Guidance literature:

With potassium carbonate; In methanol;

DOI:10.1016/S0960-894X(99)00580-6

Reference yield:

ethyl docosanoate (5908-87-2) → α-hydroxybehenic acid (13980-14-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: LDA / tetrahydrofuran; toluene

2.1: CH₂Cl₂

2.2: HF; pyridine

3.1: aq. K₂CO₃ / methanol

With potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; toluene; 1.1: Metallation / 1.2: Silylation / 2.1: Oxidation / 2.2: Desilylation / 3.1: Hydrolysis;

DOI:10.1016/S0960-894X(99)00580-6

Reference yield:

((Z)-1-Ethoxy-docos-1-enyloxy)-trimethyl-silane → α-hydroxybehenic acid (13980-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: CH₂Cl₂

1.2: HF; pyridine

2.1: aq. K₂CO₃ / methanol

With potassium carbonate; In methanol; dichloromethane; 1.1: Oxidation / 1.2: Desilylation / 2.1: Hydrolysis;

DOI:10.1016/S0960-894X(99)00580-6

upstream raw materials:

α-bromobehenic acid

ethanol

2-acetoxy-docosanoic acid ethyl ester

ethyl docosanoate

Downstream raw materials:

2-hydroxy-docosanoic acid benzyl ester

2-Trifluoromethanesulfonyloxy-docosanoic acid benzyl ester

Refernces

• 1、 Mukarram, Mohammad,Ahmad, Ishtiaque,Ahmad, Mashood. "Synthesis of Long Chain Substituted cis- and trans-2-Trichloromethyldioxolanones.". . p. 1949 - 1962. Retrieved 2007/10/02.