7306-96-9

Basic information

• Product Name: L-Threonic Acid
• Synonyms: (2R,3S)-2,3,4-trihydroxybutanoic acid;L-Threonic Acid;L-Threonate
• CAS NO: 7306-96-9
• Molecular Formula: C₄H₈O₅
• Molecular Weight: 136.10332
• Mol File: 7306-96-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 518.9°Cat760mmHg
• Flash Point: 281.7°C
• Appearance: /
• Density: 1.65g/cm³
• Vapor Pressure: 6.17E-13mmHg at 25°C
• Refractive Index: 1.56
• PKA: 3.47±0.17(Predicted)
• CAS DataBase Reference: L-Threonic Acid(CAS DataBase Reference)
• NIST Chemistry Reference: L-Threonic Acid(7306-96-9)
• EPA Substance Registry System: L-Threonic Acid(7306-96-9)

Safety Data

• Hazardous Substances Data: 7306-96-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
L-Threonic Acid is used as a metabolic enhancer for improving the biological activity of certain drugs, facilitating their absorption and effectiveness in the body.
Used in Biological Research:
L-Threonic Acid is used as a research compound for studying its role in the metabolism of vitamin C and its potential applications in drug development and enhancement.
Used in Laboratory Synthesis:
L-Threonic Acid is used as a synthetic compound for creating various biological and pharmacological research materials, allowing for the exploration of its properties and potential uses in medicine.

InChI:InChI=1/C4H8O5/c5-1-2(6)3(7)4(8)9/h2-3,5-7H,1H2,(H,8,9)/t2-,3+/m0/s1

Upstream product

• 909878-64-4 meso-erythritol 
• 7697-37-2 nitric acid 
• 69-65-8 mannitol 
• 2319-57-5 1,2,3,4-butanetetrol 
• 600-17-9 vinyl glycolic acid 
• 7732-18-5 water 
• 50-99-7 D-glucose 
• 5328-37-0 L-arabinose 
• 62842-54-0 DL-erythro-pentyne-⁽¹⁾-triol-(3.4.5) 
• 3458-28-4 D-Mannose 
• 57-48-7 D-Fructose 
• 24587-49-3 (2E)-4-hydroxybut-2-enoic acid 
• 563-63-3 silver(I) acetate 
• 490-83-5 L-dehydroascorbic acid 

Downstream Products

• 133-37-9 DL-tartaric acid 
• 144-62-7 oxalic acid 
• 64-18-6 formic acid 
• 849585-22-4 LACTIC ACID 
• 64-19-7 acetic acid 
• 13092-55-2 γ lacton-of dl-erythronic acid 
• 56-82-6 Glyceraldehyde 
• 40837-73-8 DL-threonic acid-(N'-phenyl-hydrazide) 
• 28617-15-4 O²,O³-dibenzoyl-DL-threonic acid-lactone 
• 40837-73-8 L-threonic acid-(N'-phenyl-hydrazide) 
• 40837-73-8 erythronic acid-(N'-phenyl-hydrazide) 

Relevant articles and documents

Kinetics and mechanism of the Ir(III)-catalyzed oxidation of xylose and maltose by potassium iodate in aqueous alkaline medium

For the first time, the Ir(III) catalysis of the iodate oxidation of xylose and maltose in aqueous alkaline medium has been investigated. The reactions exhibit first-order kinetics with respect to lower [IO3-] and [OH-] and show zero-order kinetics at their higher concentrations. Unity order at low concentrations of maltose becomes zero order at its higher concentrations, whereas zero-order kinetics with respect to [xylose] was observed throughout its variation. The reaction rate is found to be directly proportional to [Ir(III)] in the oxidation of both reducing sugars. Negligible effect of [Cl-] and nil effect of ionic strength (μ) on the rate of oxidation have also been noted. The species, [IrCl3(H2O)2OH]- was ascertained as the reactive species of Ir(III) chloride for both the redox systems. Various activation parameters have been calculated. Formic acid and arabinonic acid for maltose and formic acid and threonic acid for xylose were identified as the main oxidation products of the reactions. Mechanisms consistent with the observed kinetic data and spectral evidence have been proposed for the oxidation of xylose and maltose.

Kinetic study of iridium(III) catalyzed oxidation of D-mannitol and erythritol by N-bromosuccinimide in acidic medium

Kinetic investigations on iridium trichloride catalyzed oxidation of D-mannitol and erythritol by acidic solution of N-bromosuccinimide (NBS) in the presence of mercuric acetate as a scavenger for Br- have been carried out in the temperature range 30-45 °C. The reactions follow identical kinetics. The rate shows a first-order dependence on [NBS] in lower concentration range which tends to zero-order at its higher concentrations. A first-order dependence on [IrIII] is also observed. Negligible effect of [substrate], [Hg(OAc)2] and ionic strength have been observed. Addition of [H+], [Cl-] and succinimide shows a negative effect. Activation parameters have been computed and a suitable mechanism conforming to above results has been proposed.

Oxidation of threose-series, pentose and hexoses by N-arylbromosulphonamides in alkaline medium

Kinetic studies of the oxidation of D-galactose, L-sorbose and D-xylose by bromamine-T (sodium-N-bromo-p-toluenesulphonamide or BAT) and bromamine-B (sodium-N-bromobenzene sulphonamide or BAB) in alkaline medium has been investigated at 303 K. The rate of the reaction is first order both with respect to oxidant and sugar, and second order with respect to [HO-]. The addition of the reaction product p-toluenesulphonamide (PTS) or benzenesulphonamide (BSA) and the variation of ionic strength of the medium have no effect on the rate. The rate decreases with the decrease in dielectric constant of the medium and values of dAB, the size of activated complex are calculated. Proton inventory studies in H2O · D2O mixtures suggest a single transition state. Product analysis for D-galactose, L-sorbose and D-xylose reveal that hexoses give mainly mixture of lyxonic and threonic acids with minor proportions of hexonic, xylonic and glyceric acids, whereas xylose yields a mixture of lyxonic, threonic and glyceric acids with minor amounts of xylonic and hexonic acids. From the results of kinetic studies, reaction stoichiometry and product analysis, a possible mechanism for the oxidation of threose-series sugars is suggested.

Autoxidation Reaction Mechanism for L-Ascorbic Acid in Methanol without Metal Ion Catalysis

The autoxidation reaction of L-ascorbic acid (ASA) in methanol without metal ion catalysis was studied. Besides L-threonolactone (THL) and oxalic acid (OXA), methyl L-threonate, and threonic acid were identified as initial autoxidation products of ASA, which were the C(2)-C(3) fission product via the C(2) oxygen adduct of ASA. This pathway is different from the one via dehydro-L-ASA (DASA), which has long been believed to be the only oxidation pathway of ASA. It was confirmed that this reaction also occurred in both water and other polar solvents, including methanol. It was clarified that mono-dissociated ASA was more reactive than the non-dissociated ASA in this pathway, and that the main reaction products formed from these two forms of ASA were also somewhat different. Determination of the amount of remaining ASA and the yields of THL and OXA, C(2)-C(3) fission products, and of DASA were carried out doing the autoxidation of ASA under various reaction conditions.

KINETICS AND MECHANISM OF Ru(III) CATALYSED OXYDATION OF SOME POLYHYDRIC ALCOHOLS BY N-BROMOSUCCINIMIDE IN ACIDIC MEDIA

Kinetics of oxydation of ethylene glycol, glycerol, erythritol and dulcitol by acidic solution of N-bromosuccinimide (NBS) in presence of ruthenium(III) chloride as a homogeneous catalyst and mercuric acetate as scavenger in the temperature range of 30-50 deg C have been reported.The reactions follow identical kinetics, being first order in each NBS, substrate and Ru(III).Zero effect of , and ionic strength has been observed.A negative effect of succinimide and acetic acid is observed while shows the positive effect on reaction velocity.Various activation parameters have been computed.The products of the reaction were identified as the corresponding acids.A suitable mechanism consistent with the experimental results has been proposed.