Malonic acid-2-13C

Base Information

• Chemical Name: Malonic acid-2-13C
• CAS No.: 55514-11-9
• Molecular Formula: C3H4O4
• Molecular Weight: 105.051
• European Community (EC) Number: 622-719-4
• DSSTox Substance ID: DTXSID30462531
• Nikkaji Number: J1.199.244G
• Wikidata: Q82287079
• Mol file: 55514-11-9.mol

Synonyms:Malonic acid-2-13C;55514-11-9;(213C)propanedioic acid;MALONICACID-2-13C;starbld0016639;SCHEMBL1332405;DTXSID30462531;Malonic acid-2-13C, 99 atom % 13C

Chemical Property of Malonic acid-2-13C

Chemical Property:

• Melting Point: 132-135 °C (dec.)(lit.)
• Refractive Index: 1.478
• PSA: 74.60000
• Density: 1.546g/cm³
• LogP: -0.45430
• Storage Temp.: Hygroscopic, Refrigerator, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 105.01431344
• Heavy Atom Count: 7
• Complexity: 83.1

Purity/Quality:

99% ^*data from raw suppliers

Malonic Acid-2-13C ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(=O)O)C(=O)O
• Isomeric SMILES: [13CH2](C(=O)O)C(=O)O
• Uses: Malonic Acid-2-13C is labelled Malonic Acid (M158005) which is a small bioactive molecule, that can be used in variuos reactions. It is the classic example of a competitive inhibitor, which acts against succinate dehydrogenase (complex II) in the respiratory electron transport chain.

Technology Process of Malonic acid-2-13C

There total 1 articles about Malonic acid-2-13C 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: 86.0%

[2-13C]-cyanoacetic acid (119770-97-7) → [2-13C] malonic acid (55514-11-9)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/jo00326a010

Reference yield: 93.3%

[2-13C] malonic acid (55514-11-9) + 3,4-dihydroxybenzaldehyde (139-85-5) → C8(13)CH8O4

Guidance literature:

With aniline; In pyridine; at 20 ℃; for 168000h;

DOI:10.1271/bbb.65.2613

Reference yield: 87.0%

(13)C-benzaldehyde (10383-90-1) + [2-13C] malonic acid (55514-11-9) → [2,3-13C2]-cinnamic acid

Guidance literature:

With piperidine; pyridine; sodium sulfate; for 4h; Reflux;

DOI:10.1039/c8ob00608c

upstream raw materials:

[2-¹³C]-cyanoacetic acid

Downstream raw materials:

<2,3-¹³C2>Cinnamic acid

3-<2-1(-methoxyethyl)phenyl>propenoic acid 13C labelled in C2

dibenzyl <2-13C>malonate

2,2-dimethyl-5-[5-13C]-1,3-dioxane-4,6-dione

Refernces

• 1、 Battersby, Alan R.,Fookes, Christopher J. R.,Meegan, Mary J.,McDonald, Edward,Wurziger, Hanns K. W.. "Biosynthesis of Porphyrins and Related Macrocycles. Part 16. Proof that the Single Intramolecular Rearrangement leading to Natural Porphyrins (Type-III) occurs at the Tetrapyrrole Level". . p. 2786 - 2799. Retrieved 2007/10/02.