D-Lactic acid

Base Information

• Chemical Name: D-Lactic acid
• CAS No.: 10326-41-7
• Molecular Formula: C3H6O3
• Molecular Weight: 90.0788
• Hs Code.: 2918199090
• European Community (EC) Number: 233-713-2
• UNII: 3Q6M5SET7W
• DSSTox Substance ID: DTXSID0047030
• Nikkaji Number: J9.141C
• Wikidata: Q27077083
• Pharos Ligand ID: GQBPAB5MQB7V
• Metabolomics Workbench ID: 37720
• ChEMBL ID: CHEMBL358850
• Mol file: 10326-41-7.mol

Synonyms:2 Hydroxypropanoic Acid;2 Hydroxypropionic Acid;2-Hydroxypropanoic Acid;2-Hydroxypropionic Acid;Ammonium Lactate;D Lactic Acid;D-Lactic Acid;L Lactic Acid;L-Lactic Acid;Lactate;Lactate, Ammonium;Lactic Acid;Propanoic Acid, 2-Hydroxy-, (2R)-;Propanoic Acid, 2-Hydroxy-, (2S)-;Sarcolactic Acid

Chemical Property of D-Lactic acid

Chemical Property:

• Vapor Pressure: 0.015mmHg at 25°C
• Melting Point: 52.8°
• Refractive Index: 1.451
• Boiling Point: 227.6 °C at 760 mmHg
• PKA: pK = 3.83(at 25℃)
• Flash Point: 109.9 °C
• PSA: 57.53000
• Density: 1.276 g/cm³
• LogP: -0.54820
• Storage Temp.: 2-8°C
• Solubility.: H2O: 0.1 g/mL, clear, colorless
• Water Solubility.: Soluble in water (50mg/ml)
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 90.031694049
• Heavy Atom Count: 6
• Complexity: 59.1

Purity/Quality:

99% ^*data from raw suppliers

D-LacticAcid(90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C(=O)O)O
• Isomeric SMILES: C[C@H](C(=O)O)O
• Uses: D-(-)-Lactic acid is a useful biochemical for proteomics research. It is also used in the production of chiral drug and in the chemical synthesis. Lactic acid is used as a reagent in organic synthesis (in the manufacture of adhesives). It is used in the leather, textile, and tanning industries. It may be used as a plasticizer, a catalyst, or an acidifying agent. Lactic acid has even been used as a flavoring agent in the manufacture of tobacco products.

Technology Process of D-Lactic acid

There total 133 articles about D-Lactic 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: 100.0%

2-oxo-propionic acid (127-17-3) → D-Lactic acid (10326-41-7,106989-11-1,26811-96-1,31587-11-8,26100-51-6)

Guidance literature:

With phosphonic Acid; lactate dehydrogenase V₁₅₂R mutant; phosphorous dehydrogenase I₁₅₁R mutant; NAD; In aq. buffer; at 30 ℃; for 12h; pH=7.5; Reagent/catalyst; Time; Enzymatic reaction;

Reference yield: 86.7%

methyl lactate (547-64-8,2155-30-8) → D-Lactic acid (10326-41-7,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + (S)-Methyl lactate (27871-49-4,2155-30-8)

Guidance literature:

With Dactylosporangium aurantiacum esterase WDEst₉; In aq. buffer; at 30 ℃; for 3h; pH=8.5; Concentration; pH-value; Reagent/catalyst; Solvent; Temperature; Time; enantioselective reaction; Catalytic behavior; Green chemistry; Enzymatic reaction;

DOI:10.1080/10242422.2018.1526926

Reference yield: 82.0%

D-Alanine (338-69-2,25191-17-7,18875-37-1) → D-Lactic acid (10326-41-7,106989-11-1,26811-96-1,31587-11-8,26100-51-6)

Guidance literature:

With sulfuric acid; sodium nitrite;

DOI:10.3987/COM-96-7463

upstream raw materials:

LACTIC ACID

D-Fructose

pyruvic acid menthyl ester

(R)-2-chloropropionic acid

Downstream raw materials:

(R)-Methyl lactate

(S)-Ethyl lactate

(R)-Ethyl lactate

2-oxo-propionic acid

Refernces

• 1、 Aitken, R. Alan,Meehan, Anna,Power, Lynn A.. "Synthesis of (R)-lactic acid and (2R,5R)-2-tert-Butyl-5-methyl-1,3-dioxolan-4-one". . p. 1557 - 1559. Retrieved 2015.
• 2、 Nakano, Kento,Sawada, Shoichi,Yamada, Ryosuke,Mimitsuka, Takashi,Ogino, Hiroyasu. "Enhancement of the catalytic activity of D-lactate dehydrogenase from Sporolactobacillus laevolacticus by site-directed mutagenesis". . p. 214 - 218. Retrieved 2018.
• 3、 Budnjo, Adnan,Narawane, Shailesh,Grauffel, Cédric,Schillinger, Anne-Sophie,Fossen, Torgils,Reuter, Nathalie,Haug, Bengt Erik. "Reversible ketomethylene-based inhibitors of human neutrophil proteinase 3". . p. 9396 - 9408. Retrieved 2014.
• 4、 Arimoto, Hirokazu,Oishi, Takehisa,Nishijima, Manabu,Kinumi, Tomoya. "Affinity of a vancomycin polymer with bacterial surface models". . p. 3347 - 3350. Retrieved 2001.
• 5、 Singhvi, Mamta,Joshi, Dipti,Adsul, Mukund,Varma, Anjani,Gokhale, Digambar. "D-(-)-Lactic acid production from cellobiose and cellulose by Lactobacillus lactis mutant RM2-24". . p. 1106 - 1109. Retrieved 2010.
• 6、 Haarmann. "-". . . Retrieved 1932.
• 7、 Yuan, Ruo,Watanabe, Shozo,Kuwabata, Susumu,Yoneyama, Hiroshi. "Asymmetric Electroreduction of Ketone and Aldehyde Derivatives to the Corresponding Alcohols Using Alcohol Dehydrogenase as an Electrocatalyst". . p. 2494 - 2499. Retrieved 1997.
• 8、 Guittonneau,Delaval,Bejambes. "". . p. 83. Retrieved 1930.
• 9、 Matsuo, Keizo,Arase, Takahiko,Ishida, Shigetoshi,Sakaguchi, Yusuke. "Chiral synthesis of furanosesquiterpene, (+)-ipomeamarone". . p. 1287 - 1300. Retrieved 1996.
• 10、 Wong, Chi-Huey,Whitesides, George M.. "Enzyme-Catalyzed Organic Synthesis: NAD(P)H Cofactor Regeneration by Using Glucose 6-Phosphate and the Glucose-6-Phosphate Dehydrogenase from Leuconostoc mesenteroides". . p. 4890 - 4899. Retrieved 1981.