2-Hydroxytetradecanoic acid

Base Information

• Chemical Name: 2-Hydroxytetradecanoic acid
• CAS No.: 2507-55-3
• Molecular Formula: C14H28 O3
• Molecular Weight: 244.375
• Hs Code.: 2918199090
• European Community (EC) Number: 219-714-0
• NSC Number: 18938
• DSSTox Substance ID: DTXSID10862974
• Nikkaji Number: J111.043H
• Wikidata: Q27126580
• Metabolomics Workbench ID: 77458
• ChEMBL ID: CHEMBL2004471
• Mol file: 2507-55-3.mol

Synonyms:2-hydroxymyristate;2-hydroxymyristic acid;alpha-hydroxymyristic acid

Chemical Property of 2-Hydroxytetradecanoic acid

Chemical Property:

• Appearance/Colour: Off-White Solid
• Vapor Pressure: 3.03E-07mmHg at 25°C
• Melting Point: 70-72°C
• Refractive Index: 1.467
• Boiling Point: 377.5 °C at 760 mmHg
• PKA: 3.86±0.21(Predicted)
• Flash Point: 196.3 °C
• PSA: 57.53000
• Density: 0.969 g/cm³
• LogP: 3.74290
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 12
• Exact Mass: 244.20384475
• Heavy Atom Count: 17
• Complexity: 180

Purity/Quality:

99% ^*data from raw suppliers

D,L-a-Hydroxymyristic Acid ^*data from reagent suppliers

Safty Information:

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCC(C(=O)O)O
• Uses: As a biological fatty Acid, 2-HydroxyMyristic Acid can be used in cosmetics, skin treatments, and hair preparations. A biological fatty Acid, used in cosmetics, skin treatments, and hair preparations.

Technology Process of 2-Hydroxytetradecanoic acid

There total 16 articles about 2-Hydroxytetradecanoic 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: 85.0%

n-tetradecanoic acid (544-63-8) → 2-hydroxytetradecanoic acid (2507-55-3)

Guidance literature:

With P_450CLA; dihydrogen peroxide; In aq. phosphate buffer; ethanol; at 20 ℃; for 12.5h; pH=7.25; regioselective reaction; Enzymatic reaction;

DOI:10.1002/adsc.201801377

Reference yield: 46.0%

n-tetradecanoic acid (544-63-8) → (R)-α-hydroxymyristic acid (2507-55-3,37639-48-8,67253-09-2,26632-17-7) + tridecanal (10486-19-8)

Guidance literature:

With α-oxidase of peas (Pisum sativum); Tris buffer; oxygen; In water; at 4 ℃; for 71h; under 3000.2 Torr;

DOI:10.1021/ja981252r

Reference yield:

n-tetradecanoic acid (544-63-8) → lauric acid (143-07-7) + 2-hydroxytetradecanoic acid (2507-55-3) + 3-hydroxytetradecanoic acid (1961-72-4,3422-31-9) + tridecanoic acid (638-53-9)

Guidance literature:

With cytochrome P₄₅₀ peroxygenase CYP₁₅₂B₁; In aq. phosphate buffer; at 37 ℃; for 0.0166667h; pH=7; Enzymatic reaction;

DOI:10.1039/c7cy02263h

upstream raw materials:

2-propyl-tetradecanoic acid

2-bromotetradecanoic acid chloride

2-acetoxy-tetradecanoic acid ethyl ester

n-tetradecanoic acid

Downstream raw materials:

tridecanal

tridecanoic acid

(R)-methyl 2-hydroxytetradecanoate

2-trifluoromethanesulfonyloxy-tetradecanoic acid benzyl ester

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、 Onoda, Hiroki,Shoji, Osami,Suzuki, Kazuto,Sugimoto, Hiroshi,Shiro, Yoshitsugu,Watanabe, Yoshihito. "α-Oxidative decarboxylation of fatty acids catalysed by cytochrome P450 peroxygenases yielding shorter-alkyl-chain fatty acids". . p. 434 - 442. Retrieved 2018/02/07.