Methyl-d3-malonic acid

Base Information

• Chemical Name: Methyl-d3-malonic acid
• CAS No.: 42522-59-8
• Molecular Formula: C₄H₆O₄
• Molecular Weight: 121.065
• European Community (EC) Number: 686-010-1
• DSSTox Substance ID: DTXSID10445266
• Nikkaji Number: J2.068.014H
• Wikidata: Q82263628
• Mol file: 42522-59-8.mol

Synonyms:Methyl-d3-malonic acid;Methylmalonic Acid-d3;42522-59-8;2-(trideuteriomethyl)propanedioic acid;SCHEMBL1362087;2-(?H?)methylpropanedioic acid;METHYL (D3)MALONIC ACID;DTXSID10445266;HY-103395S;Methyl-d3-malonic acid, 98 atom % D;MS-22757;CS-0255804;D98381

Chemical Property of Methyl-d3-malonic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 134-136 °C(lit.)
• Refractive Index: 1.474
• Boiling Point: 334.402°C at 760 mmHg
• Flash Point: 170.246°C
• PSA: 74.60000
• Density: 1.439g/cm³
• LogP: -0.20830
• Storage Temp.: ?20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 121.04543891
• Heavy Atom Count: 8
• Complexity: 103

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methylmalonic Acid-d3 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,F
• Statements: 20/22-36/37/38-36-20/21/22-11
• Safety Statements: 26-36-36/37-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C(=O)O)C(=O)O
• Isomeric SMILES: [2H]C([2H])([2H])C(C(=O)O)C(=O)O
• Uses: Methyl-d3-malonic acid is an isotope labelled derivative of Methylmalonic Acid (M318860), binds with coenzyme A to form methylmalonyl-CoA, also a metabolic intermediate transformed to succinic acid (SA) by a vitamin B12-depend ent catalytic step, and is broadly used as a clinical biomarker of functional vitamin B12 status. An isotope labelled derivative of Methylmalonic Acid (M318860), binds with coenzyme A to form methylmalonyl-CoA, also a metabolic intermediate transformed to succinic acid (SA) by a vitamin B12-dependent catalytic step, and is broadly used as a clinical biomarker of functional vitamin B12 status.

Technology Process of Methyl-d3-malonic acid

There total 4 articles about Methyl-d3-malonic 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: 94.0%

diethyl 2-[methyl-2H3]methylmalonate (54840-57-2) → [2H3]methylmalonic acid (42522-59-8)

Guidance literature:

In water-d2; at 55 ℃; for 8h; under 50 Torr;

Reference yield:

iodomethane-d3 (865-50-9) + diethyl malonate (105-53-3) → diethyl dimethylmalonate-d6 (14575-07-6) + [2H3]methylmalonic acid (42522-59-8)

Guidance literature:

diethyl malonate; With sodium hydride; In N,N-dimethyl-formamide; at 55 ℃;

iodomethane-d3; In N,N-dimethyl-formamide; at 60 ℃; for 1h;

With potassium hydroxide; for 3h; Heating;

DOI:10.1002/jlcr.1034

Reference yield:

dimethyl 2-<(D3)methyl>propanedioate (65163-28-2) → [2H3]methylmalonic acid (42522-59-8)

Guidance literature:

With water;

DOI:10.1039/b403186e

upstream raw materials:

diethyl 2-[methyl-²H₃]methylmalonate

dimethyl 2-<(D3)methyl>propanedioate

iodomethane-d3

diethyl malonate

Downstream raw materials:

<3,3,3-2H3>propionic acid