923-17-1

Basic information

• Product Name: (S,S)-2-[(2-hydroxypropanoyl)oxy]propanoic acid
• Synonyms: (S,S)-2-[(2-hydroxypropanoyl)oxy]propanoic acid
• CAS NO: 923-17-1
• Molecular Weight: 162.142
• Mol File: 923-17-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S,S)-2-[(2-hydroxypropanoyl)oxy]propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S,S)-2-[(2-hydroxypropanoyl)oxy]propanoic acid(923-17-1)
• EPA Substance Registry System: (S,S)-2-[(2-hydroxypropanoyl)oxy]propanoic acid(923-17-1)

Safety Data

• Hazardous Substances Data: 923-17-1(Hazardous Substances Data)

Upstream product

• 675589-71-6 (S)-2-Hydroxy-propionic acid (S)-1-[1-methyl-2-(2-methyl-acryloylamino)-ethoxycarbonyl]-ethyl ester 

Downstream Products

• 79-33-4 L-Lactic acid 
• 909025-11-2 (2S)-1-{[(2S)-1-{[(2S)-1-{[(2S)-1-{[(2S)-1-(benzyloxy)-1-oxopropan-2-yl]oxy}-1-oxopropan-2-yl]oxy}-1-oxopropan-2-yl]oxy}-1-oxopropan-2-yl]oxy}-1-oxopropan-2-yl (2S)-2-hydroxypropanoate 
• 909025-07-6 C₃₁H₄₆O₁₃Si 
• 909025-08-7 C₃₄H₅₀O₁₅Si 
• 909025-06-5 C₂₈H₄₂O₁₁Si 
• 909025-03-2 C₂₅H₃₈O₉Si 
• 909025-02-1 C₂₂H₃₄O₇Si 
• 1079277-94-3 C₁₉H₃₀O₅Si 
• 314069-33-5 (S)-2-hydroxy-propionic acid (S)-1-benzyloxycarbonyl-ethyl ester 
• 188540-76-3 (1S)-[1-(1-allyloxycarbonyl)-1-(1S)-ethyloxycarbonyl]ethyl 3-oxocyclohex-1-enecarboxylate 
• 4511-42-6 L,L-dilactide 

Relevant articles and documents

Degradation mechanism and kinetics of thermosensitive polyacrylamides containing lactic acid side chains

Diblock copolymers of poly(N-isopropylacrylamide-co-N-(2-hydroxypropyl)methacrylamide lactate) (poly(NIPAAm-co-HPMAm-lactate)) as a thermosensitive block and poly(ethylene glycol) (PEG) as a hydrophilic block form polymeric micelles above the cloud point (CP) of the temperature-sensitive block. Destabilization of these micelles occurs upon hydrolysis of the lactate side chains. Here we report on the degradation kinetics of the HPMAm-mono(di)lactate monomers and their copolymers with NIPAAm. The degradation of the monomers and polymers in their soluble state (thus below their CP) followed normal ester hydrolysis behavior: the degradation rate increased with temperature, pH (from pH 7.5 to 11), and dielectric constant of the medium. Above the CP, where the polymers are in a precipitated state, a significant retardation of the polymer degradation occurred due to a decrease of dielectric constant of the local environment of the precipitated polymer. This study shows that it is possible to predict the rate of formation of HPMAm in NIPAAm-co-HPMAm-lactate copolymers with results in an increase of the overall hydrophilicity of the polymers and destabilization of polymeric micelles based on poly(NIPAAm-co-HPMAm-lactate).