2-HYDROXYHEXADECANOIC ACID

Base Information

• Chemical Name: 2-HYDROXYHEXADECANOIC ACID
• CAS No.: 764-67-0
• Molecular Formula: C16H32O3
• Molecular Weight: 272.428
• Hs Code.: 2918199090
• European Community (EC) Number: 212-129-1
• NSC Number: 2097
• UNII: B5R9PI06KD
• Nikkaji Number: J193.129F
• Wikidata: Q27133653
• Metabolomics Workbench ID: 1322
• Mol file: 764-67-0.mol

Synonyms:5S-Hydroxy-hexadecanoic acid;14S-Hydroxy-hexadecanoic acid;

Chemical Property of 2-HYDROXYHEXADECANOIC ACID

Chemical Property:

• Appearance/Colour: White powder
• Melting Point: 86 °C
• Boiling Point: 405.5 °C at 760 mmHg
• PKA: 3.86±0.21(Predicted)
• Flash Point: 213.2 °C
• PSA: 57.53000
• Density: 0.955 g/cm³
• LogP: 4.52310
• Storage Temp.: 2-8°C
• Solubility.: very faint turbidity in Methanol
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 272.23514488
• Heavy Atom Count: 19
• Complexity: 204

Purity/Quality:

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

2-Hydroxyhexadecanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-HYDROXYHEXADECANOIC ACID

There total 15 articles about 2-HYDROXYHEXADECANOIC 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-hexadecanoic acid ethyl ester (260055-66-1) → 2-hydroxypalmitic acid (764-67-0,10067-06-8)

Guidance literature:

With potassium carbonate; In methanol;

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

Reference yield:

hexadecanoic acid ethyl ester (628-97-7) → 2-hydroxypalmitic acid (764-67-0,10067-06-8)

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-hexadec-1-enyloxy)-trimethyl-silane → 2-hydroxypalmitic acid (764-67-0,10067-06-8)

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:

2-bromopalmitic acid

α-bromopalmitoyl chloride

n-tetradecanoic acid

ethanol

Downstream raw materials:

n-pentadecanal

palmitic acid

(R)-(-)-2-hydroxyhexadecanoic acid

(S)-(+)-2-acetoxyhexadecanoic acid

Refernces

• 1、 Dennig, Alexander,Blaschke, Fabio,Gandomkar, Somayyeh,Tassano, Erika,Nidetzky, Bernd. "Preparative Asymmetric Synthesis of Canonical and Non-canonical α-amino Acids Through Formal Enantioselective Biocatalytic Amination of Carboxylic Acids". supporting information. . Retrieved 2019/02/09.
• 2、 -. "Personal care compositions comprising solid particles enterapped in a gel network". . . Retrieved 2008/06/13.