Ethyl 3-hydroxytetradecanoate

Base Information

• Chemical Name: Ethyl 3-hydroxytetradecanoate
• CAS No.: 151763-75-6
• Molecular Formula: C16H32 O3
• Molecular Weight: 272.428
• DSSTox Substance ID: DTXSID30573035
• Nikkaji Number: J1.343.310K
• Mol file: 151763-75-6.mol

Synonyms:ethyl 3-hydroxytetradecanoate;SCHEMBL2310664;DTXSID30573035;3-hydroxy-tetradecanoic acid ethyl ester;ETHYL(R)-3-HYDROXY-TETRADECANOATE

Chemical Property of Ethyl 3-hydroxytetradecanoate

Chemical Property:

• Boiling Point: 374.2±15.0 °C(Predicted)
• PKA: 14.41±0.20(Predicted)
• PSA: 46.53000
• Density: 0.926±0.06 g/cm3(Predicted)
• LogP: 4.22140
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 272.23514488
• Heavy Atom Count: 19
• Complexity: 204

Purity/Quality:

98%min ^*data from raw suppliers

ETHYL-(R)-3-HYDROXY-TETRADECANOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCC(CC(=O)OCC)O

Technology Process of Ethyl 3-hydroxytetradecanoate

There total 9 articles about Ethyl 3-hydroxytetradecanoate 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: 99.0%

ethyl 3-oxotetradecanoate (74124-22-4) → (R)-3-hydroxytetradecanoic acid ethyl ester (151763-75-6)

Guidance literature:

With hydrogen; Ru(II)-R-BINAP; In methanol; at 100 ℃; for 12h; under 5171.62 Torr;

Reference yield:

C16H32O4 → (R)-3-hydroxytetradecanoic acid ethyl ester (151763-75-6)

Guidance literature:

C₁₆H₃₂O₄; With sodium tetrahydroborate; In N,N-dimethyl acetamide; at 20 ℃; for 0.5h;

With sulfuric acid; In diethyl ether; water; at 20 ℃; for 12h;

Reference yield:

ethyl 3-oxotetradecanoate (74124-22-4) → (R)-3-hydroxytetradecanoic acid ethyl ester (151763-75-6) + (S)-ethyl 3-hydroxytetradecanoate (477587-43-2)

Guidance literature:

With chiral diphenylphosphine-based reagent; hydrogen; In ethanol; at 50 ℃; under 37503.8 Torr; Title compound not separated from byproducts.;

DOI:10.1080/00397910701196538

upstream raw materials:

n-decyl magnesium bromide

ethyl (-)-(2S)-oxirane-2-acetate

ethyl 3-oxotetradecanoate

1-bromo dodecane

Downstream raw materials:

(R)-3-benzyloxytetradecanoic acid

phrnacyl (R)-3-(benzyloxy)tetradecanoate

(3R)-3-dodecanoyloxytetradecanoic acid

(R)-3-Dodecanoyloxy-tetradecanoic acid 2-oxo-2-phenyl-ethyl ester