Malonic acid

Base Information

• Chemical Name: Malonic acid
• CAS No.: 141-82-2
• Deprecated CAS: 211863-95-5
• Molecular Formula: C3H4O4
• Molecular Weight: 104.062
• Hs Code.: 2917190090
• European Community (EC) Number: 205-503-0
• ICSC Number: 1085
• NSC Number: 8124
• UNII: 9KX7ZMG0MK
• DSSTox Substance ID: DTXSID7021659
• Nikkaji Number: J2.541K
• Wikipedia: Malonic acid
• Wikidata: Q421972
• Metabolomics Workbench ID: 1964
• ChEMBL ID: CHEMBL7942
• Mol file: 141-82-2.mol

Synonyms:dithallium malonate;malonate;malonic acid;malonic acid, 1,3-(14)C2-labeled;malonic acid, 2-(14)C-labeled;malonic acid, diammonium salt;malonic acid, dipotassium salt;malonic acid, disodium salt;malonic acid, disodium salt, 1-(14)C-labeled;malonic acid, dithallium salt;malonic acid, monocalcium salt;malonic acid, monosodium salt;malonic acid, potassium salt;malonic acid, sodium salt;monosodium malonate;propanedioate;thallium malonate;thallous malonate

Chemical Property of Malonic acid

Chemical Property:

• Appearance/Colour: Crystalline
• Vapor Pressure: 4.66E-07mmHg at 25°C
• Melting Point: 132-135 °C (dec.)(lit.)
• Boiling Point: 386.808 °C at 760 mmHg
• Flash Point: 201.905 °C
• PSA: 74.60000
• Density: 1.546 g/cm³
• LogP: -0.45430
• Water Solubility.: 1400 g/L (20℃)
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 104.01095860
• Heavy Atom Count: 7
• Complexity: 83.1

Purity/Quality:

99.50% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn:Harmful
• Statements: R22:; R36/37/38:
• Safety Statements: S26:; S37/39:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C(C(=O)O)C(=O)O
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed.
• Effects of Short Term Exposure: The substance is severely irritating to the eyes and respiratory tract. The substance is irritating to the skin.
• Description: Malonic acid is a dicarboxylic acid. It has pendant ionized groups that can reduce metal ions and form stable nanoparticles.
• Uses: Chemical Applications:; Malonic acid is used in various industries for manufacturing processes, including petrochemicals, pharmaceuticals, and cosmetics.; ; Biological Applications:; Malonic acid is being explored for its potential in biological applications, including its role in biosynthesis pathways and its protective effects against neurotoxicity in conditions like Huntington's disease.
• Production Methods: Malonic acid can be produced from fossil resources via petrochemical processes or through microbial fermentation using renewable feedstocks. However, there is growing interest in its biological production via microbial fermentation using renewable feedstocks.

Technology Process of Malonic acid

There total 384 articles about 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:

ethyl 4-nitrophenyl malonate (24161-55-5) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + ethanol (64-17-5) + malonic acid (141-82-2)

Guidance literature:

With pH = 5.05; In water; at 30.6 ℃; under 750.06 Torr; Mechanism; Rate constant; Thermodynamic data; pressure-dependence of rates of elimination; activation parameters for hydrolysis: ΔV(excit.), ΔS(excit.), E_A(excit.); var. press.;

DOI:10.1039/P29880000557

Reference yield:

2-bromomalonic acid (600-31-7) + mercaptoacetic acid (68-11-1) → malonic acid (141-82-2) + disulfanediyldiacetic acid (505-73-7) + hydrogen bromide (10035-10-6,12258-64-9)

Guidance literature:

Kinetics; Kinetik der Reaktionen in Wasser;

Reference yield:

2-bromomalonic acid (600-31-7) + water (7732-18-5) + mercaptoacetic acid (68-11-1) → malonic acid (141-82-2) + disulfanediyldiacetic acid (505-73-7) + hydrogen bromide (10035-10-6,12258-64-9)

Guidance literature:

at 20 - 25 ℃;

upstream raw materials:

BARBITURIC ACID

mucobromic acid

propene

carbon suboxide

Downstream raw materials:

2-((Z)-3-Phenyl-allylidene)-malonic acid

5-phenyl-2,4-pentadienoic acid

2,3-(methylenedioxy)cinnamic acid

(2E)-3-(2,4,6-trimethylphenyl)propenoic acid

Refernces

• 1、 Takeda, Kosaku,Enoki, Shigeki,Harborne, Jeffrey B.,Eagles, John. "MALONATED ANTHOCYANINS IN MALVACEAE: MALONYLMALVIN FROM MALVA SYLVESTRIS". . p. 499 - 500. Retrieved 1989.
• 2、 Klemenc, A.,Wechsberg, R.,Wagner, G.. "-". . . Retrieved 1935.
• 3、 Crombie et al.. "". . p. 137. Retrieved 1968.
• 4、 Shoppee,C.W.,Hughes,N.W.. "-". . p. 3673 - 3679. Retrieved 1971.
• 5、 Williams,Graham. "Enols derived from malonic acids as intermediates in nitrosation and halogenation". . p. 7973 - 7978. Retrieved 1992.
• 6、 Rabai, Gyula,Hanazaki, Ichiro. "Photo-Induced Disproportionation of Iodomalonic Acid". . p. 431 - 442. Retrieved 1995.
• 7、 Cervellati, Rinaldo,Greco, Emanuela,Furrow, Stanley D.. "Experimental and mechanistic investigation of an iodomalonic acid-based Briggs-Rauscher oscillator and its perturbations by resorcinol". . p. 12888 - 12892. Retrieved 2010.
• 8、 Nahrstedt, Adolf,Jensen, Pia Skjottgaard,Wray, Victor. "PRUNASIN-6'-MALONATE, A CYANOGENIC GLUCOSIDE FROM MERREMIA DISSECTA". . p. 623 - 624. Retrieved 1989.
• 9、 Borghi, Alexandre A.,Silva, Milena F.,Al Arni, Saleh,Converti, Attilio,Palma, Mauri S. A.. "Doxycycline degradation by the oxidative Fenton process". . . Retrieved 2015.
• 10、 Ferreira, M.,Figueiredo, J. L.,Fonseca, A. M.,Güney, S.,Ku?niarska-Biernacka, I.,Neves, I. C.,Parpot, P.,Pereira, M. F. R.,Soares, O. S. G. P.. "Electrochemical oxidation of diclofenac on CNT and M/CNT modified electrodes". . p. 12622 - 12633. Retrieved 2021/07/25.