Methyltartronic acid

Base Information

• Chemical Name: Methyltartronic acid
• CAS No.: 595-48-2
• Molecular Formula: C4H6O5
• Molecular Weight: 134.089
• European Community (EC) Number: 209-868-7
• UNII: U6K2REG9Q6
• DSSTox Substance ID: DTXSID40208205
• Nikkaji Number: J3.647A
• Wikidata: Q83082306
• Mol file: 595-48-2.mol

Synonyms:Methyltartronic acid;DL-Methyltartronic acid;2-Hydroxy-2-methylpropanedioic acid;595-48-2;Isomalic acid;2-Hydroxy-2-methylmalonic acid;2-Methyltartronic acid;Tartronic acid, methyl-;595-98-2;2-Hydroxy-2-methylmalonate;U6K2REG9Q6;Hydroxymethylpropanedioic acid;Propanedioic acid, hydroxymethyl-;Isoapfelsaure;UNII-U6K2REG9Q6;C-METHYLTARTRONIC ACID;SCHEMBL567250;DTXSID40208205;2-Hydroxy-2-methylmalonic acid #;AKOS006273808;AT23393;PROPANEDIOIC ACID, 2-HYDROXY-2-METHYL-;EN300-1719260;3-03-00-00927 (Beilstein Handbook Reference)

Chemical Property of Methyltartronic acid

Chemical Property:

• Vapor Pressure: 3.08E-08mmHg at 25°C
• Melting Point: 142°C (rough estimate)
• Refractive Index: 1.3920 (estimate)
• Boiling Point: 316°Cat760mmHg
• Flash Point: 159.1°C
• Density: 1.647g/cm³
• XLogP3: -1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 134.02152329
• Heavy Atom Count: 9
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

DL-METHYLTARTRONIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)(C(=O)O)O

Technology Process of Methyltartronic acid

There total 26 articles about Methyltartronic 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: 82.0%

2,2-Dihydroxy-3-oxo-butyric acid isopropyl ester → 2-hydroxy-2-methylpropanedioic acid (595-48-2)

Guidance literature:

With sodium hydroxide; In water; for 1h; Ambient temperature;

DOI:10.1002/hlca.19850680121

Reference yield: 65.6%

2-methylglyceric acid (21620-60-0) → 2-hydroxy-2-methylpropanedioic acid (595-48-2)

Guidance literature:

In ethanol;

Reference yield:

3-methylhexa-2,4 dienedioic acid (31659-59-3,76799-85-4,116672-65-2,17110-47-3) → citraconic acid (498-23-7,7407-59-2) + 2-methylbutanedioic acid (498-21-5,636-60-2) + 2-hydroxy-2-methylbutane-1,4-dioic acid (597-44-4,2306-22-1) + 2-hydroxy-2-methylpropanedioic acid (595-48-2)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; at 90 ℃; for 4h; Product distribution; var. conc. of H₂O₂ and NaOH, var. time;

DOI:10.1007/BF00909659

upstream raw materials:

1,1-dicyanoethyl acetate

bromomethylmalonic acid

1-methyl-4-nitrosobenzene

ethyl 2,3-dioxobutyrate

Downstream raw materials:

dibenzyl 2-hydroxy-2-methylmalonate

Refernces

• 1、 Tang, Hao-Yu,Zhang, Qiang,Gao, Yu-Qi,Zhang, An-Ling,Gao, Jin-Ming. "Miniolins A-C, novel isomeric furanones induced by epigenetic manipulation of Penicillium minioluteum". . p. 2185 - 2190. Retrieved 2015/02/05.
• 2、 An,D'Aloisio,Venturello. "A new, facile synthesis of methyltartronic acid". . p. 273 - 275. Retrieved 2007/10/02.