Tartronic acid

Base Information

• Chemical Name: Tartronic acid
• CAS No.: 80-69-3
• Molecular Formula: C3H4 O5
• Molecular Weight: 120.062
• European Community (EC) Number: 201-301-1
• NSC Number: 36171
• UNII: 34T0025E0L
• DSSTox Substance ID: DTXSID6075358
• Nikkaji Number: J4.253F
• Wikipedia: Tartronic_acid
• Wikidata: Q425473
• Metabolomics Workbench ID: 46879
• ChEMBL ID: CHEMBL1794676
• Mol file: 80-69-3.mol

Synonyms:hydroxymalonate;hydroxymalonic acid;tartronic acid

Chemical Property of Tartronic acid

Chemical Property:

• Vapor Pressure: 7.22E-11mmHg at 25°C
• Melting Point: 153-155°C (dec.)
• Refractive Index: 1.4000 (estimate)
• Boiling Point: 471.4°C at 760 mmHg
• PKA: 2.42, 4.54(at 25℃)
• Flash Point: 253°C
• PSA: 94.83000
• Density: 1.841g/cm³
• LogP: -1.48350
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• Water Solubility.: Soluble in water and alcohol.
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 120.00587322
• Heavy Atom Count: 8
• Complexity: 103

Purity/Quality:

99%min ^*data from raw suppliers

HydroxymalonicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(=O)O)(C(=O)O)O
• Uses: Tartronic acid is used as a reactant in the catalytic oxidation with air to form mesoxalic acid.

Technology Process of Tartronic acid

There total 151 articles about Tartronic 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: 84.9%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + tartronic acid (80-69-3) + glyceric acid (473-81-4,118916-26-0) + dihydroxyacetone (96-26-4,26776-70-5)

Guidance literature:

With oxygen; In water; at 60 ℃; Reagent/catalyst; chemoselective reaction; Catalytic behavior; Autoclave;

DOI:10.1016/j.catcom.2014.09.036

Reference yield:

amoxicillin (26787-78-0,81030-75-3) → Thiazole-4-carboxylic acid (3973-08-8) + 5,5-Dimethyl-4,5-dihydro-thiazole-4-carboxylic acid (740742-98-7) + formic acid (64-18-6) + glycolic Acid (79-14-1) + 1,5-pentanedioic acid (110-94-1) + Adipic acid (124-04-9) + tartronic acid (80-69-3) + glyceric acid (473-81-4,118916-26-0) + oxamic acid (471-47-6) + succinic acid (110-15-6) + C5H8O6S (1378848-02-2) + pisolithin A (15573-67-8) + C9H10N2O4 + C9H12N2O5S + C8H10N2O6S + C9H14N2O7S + C9H12N2O6S + C8H10N2O4S + C10H12N2O7S + C15H21N3O4S (1356020-01-3,57414-05-8) + C15H18N2O4S + C14H21N3O3S + C8H12N2O4S + C8H10N2O5S + C6H10O7S + C6H7NO4S + C6H11NO3S + C6H9NO3S + oxalic acid (144-62-7,97993-78-7) + acetic acid (64-19-7,77671-22-8) + propionic acid (802294-64-0,79-09-4) + 2-oxo-propionic acid (127-17-3) + tartaric acid (87-69-4,138508-61-9) + 6-aminopenicillanic acid (551-16-6) + benzoic acid (65-85-0,8013-63-6) + Glyoxilic acid (298-12-4) + 2-hydroxy-3-(4-hydroxyphenyl)pyrazine + 2-butenedioic acid (6915-18-0,26099-09-2) + butyric acid (107-92-6) + (4S)-2t-{(R)-[(R)-2-amino-2-(4-hydroxy-phenyl)-acetylamino]-carboxy-methyl}-5,5-dimethyl-thiazolidine-4r-carboxylic acid (57457-65-5) + 4-hydroxy-benzoic acid (99-96-7)

Guidance literature:

With Ru/CNT; sodium hydroxide; for 8h; Reagent/catalyst; Electrolysis;

DOI:10.1016/j.cattod.2019.06.039

Reference yield:

D-glucose (50-99-7) → glycolic Acid (79-14-1) + tartronic acid (80-69-3) + D-gulurono-6,3-lactone (7330-12-3,7424-09-1,14474-04-5,25218-28-4,32449-78-8,32449-80-2,32449-81-3,32449-92-6,35898-49-8,106623-56-7) + glyceric acid (473-81-4,118916-26-0) + gluconic acid (526-95-4) + D-Glucuronic acid (6556-12-3,25249-06-3,25990-10-7,36562-70-6,36655-86-4) + α-L-guluronic acid (1986-15-8,25249-06-3,25990-10-7,36562-70-6,36655-86-4) + D-glucaric acid (87-73-0,7231-46-1) + carbon dioxide (124-38-9,18923-20-1) + D-glucurono-6,3-lactone + oxalic acid (144-62-7,97993-78-7) + acetic acid (64-19-7,77671-22-8) + tartaric acid (87-69-4,138508-61-9) + D-glucono-1,4-lactone (1198-69-2) + D-glucaric acid 1,4:6,3-dilactone (826-91-5) + D-Glucaro-1,4-lacton (389-36-6,13374-41-9,18404-60-9) + D-glucaro-6,3-lactone (2782-04-9,13374-41-9,18404-60-9)

Guidance literature:

With 5% Pt/titania; water-d2; oxygen; at 80 ℃; for 24h; under 15001.5 Torr; Reagent/catalyst; Temperature;

DOI:10.1021/acscatal.8b03838

upstream raw materials:

diethyl 2-chloromalonate

D-Fructose

5-hydroxybarbituric acid

ethanol

Downstream raw materials:

acetonedicarboxylic acid

formic acid

oxalic acid

Glyoxilic acid

Refernces

• 1、 Deng, Weiping,Yan, Longfei,Wang, Binju,Zhang, Qihui,Song, Haiyan,Wang, Shanshan,Zhang, Qinghong,Wang, Ye. "Efficient Catalysts for the Green Synthesis of Adipic Acid from Biomass". supporting information. p. 4712 - 4719. Retrieved 2021/01/20.
• 2、 Douthwaite, Mark,Ford, Grayson,Garcia, Tomas,He, Qian,López, José Manuel,Morgan, David J.,Powell, Natasha,Sanahuja-Parejo, Olga,Solsona, Benjamin,Taylor, Aoife,Taylor, Stuart H.,Yang, Nating. "Glycerol Selective Oxidation to Lactic Acid over AuPt Nanoparticles; Enhancing Reaction Selectivity and Understanding by Support Modification". . . Retrieved 2020/05/25.