141-95-7

Usage

Uses

Used in Organic Synthesis:
MALONIC ACID DISODIUM SALT is used as a synthetic building block for various organic compounds, facilitating the creation of a wide range of chemical products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, MALONIC ACID DISODIUM SALT is used as an intermediate in the synthesis of different drugs, contributing to the development of novel medications.
Used in Agrochemicals:
MALONIC ACID DISODIUM SALT serves as a crucial component in the production of various agrochemicals, such as pesticides and fertilizers, enhancing agricultural productivity.
Used in Dye Stuffs:
MALONIC ACID DISODIUM SALT is utilized as a key ingredient in the manufacturing process of dye stuffs, playing a significant role in the textile industry.
Used in Synthesis of Sodium Carbonate and Sodium Oxalate:
MALONIC ACID DISODIUM SALT is used as a starting material for the synthesis of sodium carbonate and sodium oxalate through wet oxidation and catalytic wet oxidation processes.
Used in Synthesis of Malonato-bridged Manganese(II) Complexes:
In the field of coordination chemistry, MALONIC ACID DISODIUM SALT is used to synthesize malonato-bridged manganese(II) complexes, such as [Mn(mal)(H2O)2]n and [Mn2(mal)2(4,4′-bipy)(H2O)2]n (bipy = bipyridine, mal = malonate), which exhibit weak anti-ferromagnetic effects.

InChI:InChI=1/C3H4O4.Na/c4-2(5)1-3(6)7;/h1H2,(H,4,5)(H,6,7);/q;+1/p-1

Synthetic route

malonic acid (141-82-2) + sodium hydroxide (1310-73-2) → sodium malonate (141-95-7)

Conditions	Yield
In water neutralization reaction with stoich. amt. at pH 6-7;

sodium α-sodium acetate + carbon dioxide (124-38-9) → sodium malonate (141-95-7)

Na2[Cu(malonate)2(H2O)2] + thiosemicarbazide (79-19-6) → C2H10CuN6S2(2+)*C3H2O4(2-) + sodium malonate (141-95-7)

Conditions	Yield
In water

sodium malonate (141-95-7) + benzoyl chloride (98-88-4) → benzoic acid anhydride (93-97-0) + benzoic acid (65-85-0)

Conditions	Yield
With Pyridine 1-oxide hydrochloride In dichloromethane; water at 18℃; Rate constant;	A 13% B 87%

1,4-pyrazine (290-37-9) + cadmium(II) nitrate tetrhydrate + sodium malonate (141-95-7) → [Cd(μ-malonato)(μ-pyrazine)0.5(H2O)](n)

Conditions	Yield
With tetramethylammonium chloride In water a soln. of Cd salt reated with a soln. of sodium malonate, stirred for 10 min, an aq. mixt. of pyrazine and tetramethylammonium chloride added slowly; filtered, crystd. for 1 wk in an open atmosphere, sepd., washed (H2O), dried; elem. anal.;	85%

(η5-cyclopentadienyl)(dicarbonyl){(2R,5S,6S)-(3,4,5-η)-2-(acetoxymethyl)-6-ethoxy-5,6-dihydro-2H-pyran-5-yl}molybdenum + sodium malonate (141-95-7) → (η5-cyclopentadienyl)(dicarbonyl){(2R,3R,6S)-(3,4,5-η)-2-(acetoxymethyl)-6-(1,3-dioxo-1,3-dimethoxy-2-propyl)-5,6-dihydro-2H-pyran-5-yl}molybdenum

Conditions	Yield
In tetrahydrofuran under Ar; addn. of freshly prepared sodium malonate in THF to suspn. of Mo-complex in THF (molar ratio 3:1, stirred, 0°C), stirred (15 min, 0°C), quenched (satd. NH4Cl soln.); extn. (CH2Cl2, three times), drying (over Na2SO4), filtration, concn., flash chromy. (1:1 degassed hexanes/ethyl acetate), recrystn. (degassed hexanes/CH2Cl2); elem. anal.;	82%

trans-bis(acetonitrile)palladium(II) chloride (21264-30-2, 14592-56-4, 90243-59-7) + water (7732-18-5) + sodium malonate (141-95-7) → sodium cis-dichloromalonatopalladate(II) dihydrate

Conditions	Yield
at 20℃;	82%

1,2-bis(4'-pyridyl)ethane (4916-57-8) + sodium malonate (141-95-7) + Cu(NO3)2.3H2O → polymer, [{Cu3(malonate)2{1,2-bis(4-pyridyl)ethane}3(H2O)2}(NO3)2(H2O)2]n, 3D open framework, organic-inorganic hybrid; monomer(s): disodium malonate; 1,2-bis(4-pyridyl)ethane; Cu(NO3)2

Conditions	Yield
Stage #1: sodium malonate; Cu(NO3)2.3H2O In methanol; water for 0.5h; Stage #2: 1,2-bis(4'-pyridyl)ethane In methanol; water for 4h; Heating; Further stages.;	80%

1,10-Phenanthroline (66-71-7) + manganese(II) chloride tetrahydrate + water (7732-18-5) + sodium malonate (141-95-7) → [Mn(II)2(malonate)(1,10-phenanthroline)3(H2O)2Cl]Cl

Conditions	Yield
In methanol; water aq. soln. of malonate was added dropwise to MeOH soln. of Mn salt with stirring for 30 min, to this mixt. MeOH soln. of phenanthroline was addedslowly and stirred for 2 h, then refluxed for 6 h; mixt. was cooled, filtered, filtrate was kept in CaCl2-desiccator for several days, ppt. was filtered off, washed and dried; elem. anal.;	80%

4,4'-bipyridine (553-26-4) + manganese(II) chloride tetrahydrate + sodium malonate (141-95-7) → [Mn2(malonate)2(H2O)2(4,4'-bipyridine)]n

Conditions	Yield
In methanol; water soln. MnCl2*4H2O in MeOH was allowed to react with aq. soln. disodium malonate for 20 min, MeOH soln. 4,4'-bipy was added and stirred for 2 h; soln. was filtered and evapd. slowly, crystals were filtered off, washedwith 2-propanol and dried; elem. anal.;	80%

1,2-bis(4'-pyridyl)ethane (4916-57-8) + copper(II) nitrate trihydrate + sodium malonate (141-95-7) → [(Cu3(malonate)2(1,2-bis(4-pyridyl)ethane)3(H2O)2)(NO3)2(H2O)2]n

Conditions	Yield
In methanol; water aq. soln. of malonate added dropwise to soln. of Cu salt in MeOH, stirring for 30 min, soln. of bipyridylethane in MeOH added slowly, heated under reflux for 4 h; cooled, filtered, filtrate kept in CaCl2 desiccator, after week ppt. wascollected, washed with isopropanol, dried; elem. anal.;	80%

{UO2(4-benzoyl-3-methyl-1-phenylpyrazole-5-one)2(NO3)2} + sodium malonate (141-95-7) → {UO2(4-benzoyl-3-methyl-1-phenylpyrazole-5-one)2(O2CCH2CO2)}

Conditions	Yield
In acetone dissolving (UO2(C17H14N2O2)2(NO3)2) (1 mmol) in acetone; mixing with 50% aq. acetone soln. of sodium malonate (1 mmol); refluxing for 3 h; concg., cooling;; pptn.; collecting, washing repeatedly with hot 50% aq. acetone; drying in vac. over P2O5; elem. anal.;;	76%

tributyltin chloride (1461-22-9) + sodium malonate (141-95-7) → (n-Bu)3SnO2CCH2CO2Sn(Bu-n)3

Conditions	Yield
In ethanol under N2 atm. disodium dicarboxylate was added to EtOH soln. (n-Bu)3SnCland stirred for 15 h at 40°C; soln. was filtered and evapd., residue was recrystd. from EtOH; elem. anal.;	75.5%

[2,2]bipyridinyl (366-18-7) + manganese(II) chloride tetrahydrate + water (7732-18-5) + sodium malonate (141-95-7) → diaqua(2,2'-bipyridine)malonatomanganese(II)

Conditions	Yield
In methanol; water aq. soln. of malonate was added dropwise to MeOH soln. of Mn salt with stirring for 30 min, to this mixt. MeOH soln. of bipyridine was added, mixt. was refluxed for 2 h; mixt. was cooled, filtered, filtrate was kept in CaCl2-desiccator for several days; elem. anal.;	75%

manganese(II) chloride tetrahydrate + sodium malonate (141-95-7) → manganese(II) malonate dihydrate

Conditions	Yield
In methanol; water soln. MnCl2*4H2O in MeOH was allowed to react with aq. soln. disodium malonate at reflux temp. for 24 h; soln. was cooled, filtered, and evapd. slowly, crystals were filtered off, washed with 2-propanol and dried; elem. anal.;	75%

methanol (67-56-1) + manganese(II) chloride tetrahydrate + water (7732-18-5) + trans-1,2-bis(pyridin-4-yl)ethene (13362-78-2) + sodium malonate (141-95-7) → [Mn2(malonate)2(trans-1,2-bis(4-pyridyl)ethylene)(H2O)2]*0.5(trans-1,2-bis(4-pyridyl)ethylene)*0.5CH3OH

Conditions	Yield
In methanol; water aq. soln. of disodium malonate (1 mmol) added dropwise to aq. soln. of MnCl2*4H2O (1 mmol) with stirring, methanolic soln. of ligand added; stirred for 1 h, filtered, crystd., elem. anal.;	75%

dichloro(diphenyl-1,6-di(2-pyridyl)-2,5-diazahexane)cobalt(III) perchlorate dihydrate + sodium malonate (141-95-7) → (diphenyl-1,6-di(2-pyridyl)-2,5-diazahexane)malonatocobalt(III) perchlorate*3H2O

Conditions	Yield
With water In water addn. of malonate to soln. of Co compd. (stirring),; crystn. (several h), filtered off, washing (water), drying (air); elem. anal.;	74%

{Th(4-benzoyl-3-methyl-1-phenylpyrazole-5-one)2(NO3)4} + sodium malonate (141-95-7) → {Th(4-benzoyl-3-methyl-1-phenylpyrazole-5-one)2(O2CCH2CO2)2}

Conditions	Yield
In acetone dissolving (Th(C17H14N2O2)2(NO3)4) (1 mmol) in acetone; mixing with 50% aq. acetone soln. of sodium malonate (2 mmol); refluxing for 3 h; concg., cooling;; pptn.; collecting, washing repeatedly with hot 50% aq. acetone; drying in vac. over P2O5; elem. anal.;;	71%

C11H15Cl2FN2O2Pt + sodium malonate (141-95-7) → C14H17FN2O6Pt

Conditions	Yield
Stage #1: C11H15Cl2FN2O2Pt With silver nitrate In water at 50 - 60℃; for 24h; Darkness; Stage #2: sodium malonate In water at 20℃;	70.3%

tetra(thiourea)zinc chloride + sodium malonate (141-95-7) → [Zn(tu)2(μ-mal)] (273214-99-6, 322411-00-7)

Conditions	Yield
In water filtration; elem. anal.;	70%

copper(II) perchlorate hexahydrate + hexamethylenetetramine (100-97-0) + water (7732-18-5) + sodium malonate (141-95-7) → [Cu4(malonato)4(hexamethylenetetramine)]*7H2O

Conditions	Yield
In water aq. soln. of urotropine added dropwise to aq. soln. of Cu salt (molar ratio 1:1) with stirring for 5 min; aq. soln. of disodium malonate (1 equiv.) added dropwise; filtered; filtrate kept over CaCl2 in a desiccator for a few d; crystalscollected; elem. anal.;	70%

methylene chloride (74-87-3) + sodium malonate (141-95-7) → malonic acid dimethyl ester (108-59-8)

Conditions	Yield
tetrahexylammonium bromide at 125℃; for 4h;	67%
tetrabutylammomium bromide at 125℃; for 5h;	64%
tetrabutylammomium bromide at 100℃; for 4h;	58%

cis-dichloro[(1R,2R)-N1-benzyl-1,2-diaminocyclohexane-N,N']platinum(II) + sodium malonate (141-95-7) + silver nitrate → [(1R,2R)-N1-benzyl-1,2-cyclohexanediamine-N,N'](malonato-O,O')platinum(II)

Conditions	Yield
Stage #1: cis-dichloro[(1R,2R)-N1-benzyl-1,2-diaminocyclohexane-N,N']platinum(II); silver nitrate In water at 38℃; for 12h; Stage #2: sodium malonate In water at 35℃; for 12h; Darkness;	67%

C11H15Cl2FN2O2Pt + sodium malonate (141-95-7) → C14H17FN2O6Pt

Conditions	Yield
Stage #1: C11H15Cl2FN2O2Pt With silver nitrate In water at 50 - 60℃; for 24h; Darkness; Stage #2: sodium malonate In water at 20℃;	65.4%

zinc perchlorate + N-(pyridin-4-yl)pyridine-3-carboxamide (64479-79-4) + water (7732-18-5) + sodium malonate (141-95-7) → [Zn(N-(4-pyridyl)nicotinamide)2(malonate)(H2O)2] (1161745-38-5)

Conditions	Yield
In ethanol; water ethanolic soln. of N-(4-pyridyl)nicotinamide (0.5 mmol) added to aq. soln. of Zn(ClO4)2*6H2O (0.5 mmol); stirred (60°C, 30 min); soln. ofdisodium malonate (0.5 mmol) in H2O/EtOH (1:1, v/v) added; stirred (70. degree.C, 4 h); cooled to room temp.; filtered; evapd. partially on water bath; evapd. (room temp., 3 d); elem. anal.;	63.9%

C11H15Cl2FN2O2Pt + sodium malonate (141-95-7) → C14H17FN2O6Pt

Conditions	Yield
Stage #1: C11H15Cl2FN2O2Pt With silver nitrate In water at 50 - 60℃; for 24h; Darkness; Stage #2: sodium malonate In water at 20℃;	63.8%

C11H16Cl2N2O2Pt + sodium malonate (141-95-7) → C14H18N2O6Pt

Conditions	Yield
Stage #1: C11H16Cl2N2O2Pt With silver nitrate In water at 50 - 60℃; for 24h; Darkness; Stage #2: sodium malonate In water at 20℃;	62.5%

cobalt(II) nitrate hexahydrate + N-(pyridin-4-yl)pyridine-3-carboxamide (64479-79-4) + water (7732-18-5) + sodium malonate (141-95-7) → [Co(N-(4-pyridyl)nicotinamide)2(malonate)(H2O)2] (1161745-35-2)

Conditions	Yield
In ethanol; water ethanolic soln. of N-(4-pyridyl)nicotinamide (0.5 mmol) added to aq. soln. of Co(NO3)2*6H2O (0.5 mmol); stirred (60°C, 30 min); soln. of disodium malonate (0.5 mmol) in H2O/EtOH (1:1, v/v) added; stirred (70°C, 4 h); cooled to room temp.; filtered; evapd. partially on water bath; evapd. (room temp., 3 d); elem. anal.;	60.6%

cobalt(II) nitrate hexahydrate + hexamethylenetetramine (100-97-0) + water (7732-18-5) + sodium malonate (141-95-7) → 2 Co-malonate * hexamethylenetetramine * dihydrate

Conditions	Yield
In methanol; water aq. soln. of urotropine added dropwise to MeOH soln. of Co salt with stirring; aq. soln. of disodium malonate (1 equiv.) added; elem. anal.;	60%

(N,N'-dicyclopentylethylenediamine)platinum diiodide monohydrate + sodium malonate (141-95-7) → (N,N'-dicyclopentylethylenediamine)platinum(II) malonate monohydrate

Conditions	Yield
With AgNO3 In water byproducts: AgI; addn. of AgNO3 soln. to Pt complex suspension; stirring in the dark, 24h; filtration of AgI ppt.; addn. of sodium malonate soln.; pptn.; filtration; washing (water, ethanol, diethyl ether); drying over anhydrous CaCl2 (vac.); elem. anal.;	60%

manganese(II) chloride tetrahydrate + hexamethylenetetramine (100-97-0) + water (7732-18-5) + sodium malonate (141-95-7) → [bis(malonate)(hexamethylenetetramine)diaquadimanganese(II)]

Conditions	Yield
In methanol; water byproducts: NaCl; to a soln. of Mn compd. (methanol) added dropwise an aq. soln. of amine (0.5 eqiv.), aq. malonate (1 equiv) added; elem. anal.;	60%

C42H62CoN6O5(1+)*NO3(1-) + sodium malonate (141-95-7) → C45H64CoN5O6

Conditions	Yield
In Isopropyl acetate; water; isopropyl alcohol	57%

(HB(C3HN2(CH3)2)3)VOCl((CH3)2C3H2N2)*2CH3CN + sodium malonate (141-95-7) + toluene (108-88-3) → {VO((N2(CCH3)2CH)3BH)}2(HN2(CCH3)2CH)((O2C)2CH2)*2C6H5CH3

Conditions	Yield
In water; acetonitrile byproducts: sodium chloride; N2 atmosphere; dissolution of V-compd. in MeCN, addn. of soln. of org. compd. in H2O, stirring (ambient temp., 32 min); evapn. (vac.), crystn. (CH2Cl2), recrystn. (CH2Cl2/toluene 1:1 v:v); elem. anal.;	55%

Upstream product

• 141-82-2 malonic acid 
• 1310-73-2 sodium hydroxide 
• 124-38-9 carbon dioxide 
• 79-19-6 thiosemicarbazide 

Downstream Products

• 15268-74-3 1-Benzylsulfonyl-2-carboxymethyl-propen-⁽¹⁾ 
• 93-97-0 benzoic acid anhydride 
• 65-85-0 benzoic acid 
• 110-15-6 succinic acid 
• 144-62-7 oxalic acid 
• 141-52-6 sodium ethanolate 
• 215453-30-8 [[-(benzoylamino)-6-isoquinolinyl]methyl][[(1,1-dimethylethoxy)carbonyl]amino]propane-dioic acid diethyl ester 
• 38780-43-7 (SP-4-2)-diammine(malonato)platinum(II) 
• 106283-26-5 Pt(C₆H₁₁NH₂)(NH₃)(CH₂(COO)2) 
• 524-14-1 S-(hydrogen malonyl)coenzyme A 
• 1004112-69-9 3-(2-(2,4-dihydroxy-6-methylphenyl)-2-oxoethyl)-6,8-dihydroxy-1H-isochromen-1-one 

Relevant academic research and scientific papers

Coordination compounds of 3d metals malonates and glutarates with thiosemicarbazide

Complexes of copper(II), nickel(II), and cobalt(III) malonates and glutarates with thiosemicarbazide have been prepared and studied by means of elemental analysis, IR spectroscopy, diffuse reflection spectroscopy, and thermogravimetry.

Behavior of Np(V) malonates under hydrothermal conditions

Two new Np(V) malonates, LiNpO2L·2H2O and KNpO2L, where L = CH2(COO)2, were synthesized, and their characteristics were studied. Similar to their chemical analogs with Na+, NH4+, and Cs+ ions in the outer sphere, these compounds transform into well crystallized neptunyl(V) compounds of the MNpO2CO3· nH2O type on heating in sealed ampules beneath the layer of the corresponding alkali metal or ammonium malonate solution at a temperature higher than 140°C. Under hydrothermal conditions (NpO2)2L·4H2O is not converted to lower hydrates, and above 135°C it decomposes to form a dark gray amorphous product.