DL-Lactic acid

Base Information

• Chemical Name: DL-Lactic acid
• CAS No.: 598-82-3
• Deprecated CAS: 152-36-3,598-82-3,1334714-39-4,1334714-39-4,598-82-3,849585-22-4
• Molecular Formula: C₃H₆O₃
• Molecular Weight: 90.0788
• Hs Code.: 29181100
• European Community (EC) Number: 200-018-0,295-890-2,209-954-4,825-250-5
• ICSC Number: 0501
• NSC Number: 367919
• UN Number: 3265
• UNII: 3B8D35Y7S4
• DSSTox Substance ID: DTXSID7023192
• Nikkaji Number: J1.358G
• Wikipedia: Lactic acid
• Wikidata: Q161249
• NCI Thesaurus Code: C80130,C71947,C76926
• RXCUI: 1314409,28393
• Metabolomics Workbench ID: 122706
• ChEMBL ID: CHEMBL1200559
• Mol file: 598-82-3.mol

Synonyms:DL-2-Hydroxypropanoic acid;alpha-Hydroxypropionic acid;

Chemical Property of DL-Lactic acid

Chemical Property:

• Appearance/Colour: colourless to yellow liquid
• Vapor Pressure: 0.015mmHg at 25°C
• Melting Point: 18 °C
• Refractive Index: n20/D 1.4262
• Boiling Point: 227.561 °C at 760 mmHg
• PKA: pKa at 25° 3.86
• Flash Point: 109.9 °C
• PSA: 60.36000
• Density: 1.276 g/cm³
• LogP: -1.88290
• Storage Temp.: 2-8°C
• Solubility.: Aqueous Base (Slightly), Methanol (Slightly), Water
• Water Solubility.: SOLUBLE
• 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
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

DL-Lactic acid ~90% (T) ^*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

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CC(C(=O)O)O
• Recent ClinicalTrials: Exploring the Effect of Lactate Administration After Ischemic Stroke on Brain Metabolism
• Recent EU Clinical Trials: Assessment of the effects on barrier impairment, clinical features and bacterial colonization of topical formulations in patients with atopic eczema; a phase IIa, single-center, randomized, observer-blind study
• Recent NIPH Clinical Trials: SYNbiotics Effect Research after sleeve Gastrectomy In Severely obese patients on intestinal flora: a double blind, randoMized controlled trial
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes. The substance is irritating to the skin and respiratory tract. Corrosive on ingestion.
• Uses: DL-Lactic Acid occurs in small quantities in the blood and muscle fluid of man and animals. The lactic acid concentration increases in muscle and blood after vigorous activity.

Technology Process of DL-Lactic acid

There total 4 articles about DL-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:

2-Hydroxy-3-(2-hydroxy-ethylsulfanyl)-propionic acid (81388-05-8) → L-(+)-lactic acid (50-21-5,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + D-lactic acid (50-21-5,79-33-4,598-82-3,10326-41-7,106989-11-1,26811-96-1,31587-11-8,26100-51-6)

Guidance literature:

With nickel; In water; at 80 - 85 ℃; for 16h; Yield given. Yields of byproduct given;

DOI:10.1021/ja00373a062

Reference yield:

(S)-2-Amino-4-[(R)-1-(carboxymethyl-carbamoyl)-2-(2-ethylsulfanylcarbonyl-2-hydroxy-ethylsulfanyl)-ethylcarbamoyl]-butyric acid (81388-02-5) → L-(+)-lactic acid (50-21-5,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + D-lactic acid (50-21-5,79-33-4,598-82-3,10326-41-7,106989-11-1,26811-96-1,31587-11-8,26100-51-6)

Guidance literature:

With alkaline solution; nickel; Yield given. Multistep reaction. Yields of byproduct given; 1.) H₂O, 2.) H₂O, 80-85 deg C, 16 h;

DOI:10.1021/ja00373a062

Reference yield:

sodium pyruvate (113-24-6) → L-(+)-lactic acid (50-21-5,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + D-lactic acid (50-21-5,79-33-4,598-82-3,10326-41-7,106989-11-1,26811-96-1,31587-11-8,26100-51-6)

Guidance literature:

With lactic dehydrogenase; lipoamide dehydrogenase; In water; Title compound not separated from byproducts; Ambient temperature; Irradiation; pH=7.5;

upstream raw materials:

(S)-D-lactoylglutathione

sodium pyruvate

2-Hydroxy-3-(2-hydroxy-ethylsulfanyl)-propionic acid

(S)-2-Amino-4-[(R)-1-(carboxymethyl-carbamoyl)-2-(2-ethylsulfanylcarbonyl-2-hydroxy-ethylsulfanyl)-ethylcarbamoyl]-butyric acid

Downstream raw materials:

(R)-2-chloropropionic acid

Refernces

• 1、 Mandler, Daniel,Willner, Itamar. "Photosensitized NAD(P)H Regeneration Systems; Application in the Reduction of Butan-2-one, Pyruvic, and Acetoacetic Acids and in the Reductive Amination of Pyruvic and Oxoglutaric Acid to Amino Acid". . p. 805 - 812. Retrieved 2007/10/02.