propyl (2S)-2-hydroxypropanoate

Base Information

• Chemical Name: propyl (2S)-2-hydroxypropanoate
• CAS No.: 53651-69-7
• Molecular Formula: C6H12O3
• Molecular Weight: 132.159
• Hs Code.: 29181100
• European Community (EC) Number: 611-025-7
• UNII: 71C4733FP5
• DSSTox Substance ID: DTXSID3042344
• Nikkaji Number: J1.354.033K
• Wikidata: Q27265954
• Mol file: 53651-69-7.mol

Synonyms:53651-69-7;(S)-Propyl 2-hydroxypropanoate;Propyl L-lactate;propyl (2S)-2-hydroxypropanoate;n-Propyl L-lactate;Propyl lactate, L-;Propanoic acid, 2-hydroxy-, propyl ester, (2S)-;UNII-71C4733FP5;71C4733FP5;(2S)-2-hydroxypropanoic acid propyl ester;EC 611-025-7;Propyl (S)-(-)-lactate;(-)-propyl lactate;n-Propyl-L-lactate;Propyl (s)-lactate;(s)-n-propyl lactate;L-Lactic acid propyl ester;(-)-N-PROPYL LACTATE;n-Propyl-L-2-hydroxypropionate;SCHEMBL6210768;DTXSID3042344;PROPYL LACTATE, (-)-;propyl (2S)-2-oxidanylpropanoate;2-hydroxy-propanoic acid propyl ester;LS-184116;CS-0238611;EN300-198251;A829705;Q27265954

Chemical Property of propyl (2S)-2-hydroxypropanoate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.38mmHg at 25°C
• Melting Point: -14 °C
• Refractive Index: 1.427
• Boiling Point: 174.2 °C at 760 mmHg
• Flash Point: 62.7 °C
• PSA: 46.53000
• Density: 1.024 g/cm³
• LogP: 0.32040
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 132.078644241
• Heavy Atom Count: 9
• Complexity: 90.3

Purity/Quality:

99% ^*data from raw suppliers

PROPYL (S)-(-)-LACTATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 66-41-37
• Safety Statements: 39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCOC(=O)C(C)O
• Isomeric SMILES: CCCOC(=O)[C@H](C)O

Technology Process of propyl (2S)-2-hydroxypropanoate

There total 13 articles about propyl (2S)-2-hydroxypropanoate 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: 74.0%

propan-1-ol (71-23-8) + D-lactide (13076-17-0,26680-10-4,26969-66-4,615-95-2) → (2R)-2-hydroxypropanoic acid, 2-propyloxy-(1R)-1-methyl-2-oxoethylester + propyl (2R)-2-hydroxypropanoate (616-09-1,53651-69-7,129171-92-2,53651-70-0)

Guidance literature:

With Novozyme 435; In toluene; at 80 ℃; for 24h; Inert atmosphere; Enzymatic reaction;

DOI:10.1016/j.molcatb.2012.01.011

Reference yield:

n-propyl pyruvate (20279-43-0) → n-propyl (S)-2-hydroxypropionate (53651-69-7) + propyl (2R)-2-hydroxypropanoate (616-09-1,53651-69-7,129171-92-2,53651-70-0)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (S,S-DIOP)-boron analog; diphenylsilane; In benzene; at 0 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(00)80072-5

Reference yield:

n-propyl pyruvate (20279-43-0) → n-propyl (S)-2-hydroxypropionate (53651-69-7) + propyl (2R)-2-hydroxypropanoate (616-09-1,53651-69-7,129171-92-2,53651-70-0)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (S,S-DIOP)-boron analog; diphenylsilane; In benzene; at 0 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(00)80072-5

upstream raw materials:

n-propyl pyruvate

propan-1-ol

L-Lactic acid

1-iodo-propane

Downstream raw materials:

L-Lactic acid

(S)-propyl 2-bromopropanoate

(-)-propyl-(2S)-2-(isobutyryloxy)propanoate

Refernces

• 1、 Santos, Marta,Gangoiti, Joana,Llama, Maria J.,Serra, Juan L.,Keul, Helmut,Moeller, Martin. "Poly(3-hydroxyoctanoate) depolymerase from Pseudomonas fluorescens GK13: Catalysis of ester-forming reactions in non-aqueous media". experimental part. p. 81 - 86. Retrieved 2012/06/29.
• 2、 Kumar,Gross,Jendrossek. "Poly(3-hydroxybutyrate)-depolymerase from Pseudomonas lemoignei: Catalysis of esterifications in organic media". . p. 7800 - 7806. Retrieved 2007/10/03.