| | Identification | More |  | [Name] 
 Potassium 3-methoxy-3-oxopropanoate
 |  | [CAS] 
 38330-80-2
 |  | [Synonyms] 
 KMM
 MALONIC ACID MONOMETHYL ESTER POTASSIUM
 METHYL MONO POTASSIUM MALONATE
 METHYL POTASSIUM MALONATE
 MONO-METHYL MALONATE POTASSIUM SALT
 MONOMETHYL MONOPOTASSIUM MALONATE
 POTASSIUM 3-METHOXY-3-OXOPROPANOATE
 POTASSIUM METHYL MALONATE
 POTASSIUM MONOMETHYL MALONATE
 Potassiummonomethylmallonate
 Propanedioic acid, monomethyl ester, potassium salt
 Malonic acid methyl ester potassium salt
 Monomethyl  malonate  potassium  salt,  Potassium  monomethyl  malonate
 Malonic acid 1-methyl 3-potassium salt
 Malonic acid 1-potassium 3-methyl ester salt
 Propanedioic acid 1-methyl 3-potassium salt
 |  | [EINECS(EC#)] 
 253-886-8
 |  | [Molecular Formula] 
 C4H5KO4
 |  | [MDL Number] 
 MFCD00014021
 |  | [Molecular Weight] 
 156.18
 |  | [MOL File] 
 38330-80-2.mol
 | 
 | Chemical Properties | Back Directory |  | [Appearance] 
 White crystalline powder
 |  | [Melting point ] 
 200 °C
 |  | [storage temp. ] 
 Inert atmosphere,Room Temperature
 |  | [solubility ] 
 Soluble in methanol.
 |  | [form ] 
 Crystalline Powder
 |  | [color ] 
 White
 |  | [PH] 
 pH(50g/l, 25℃) : 5.5~8.0
 |  | [BRN ] 
 3633585
 |  | [InChI] 
 InChI=1S/C4H6O4.K/c1-8-4(7)2-3(5)6;/h2H2,1H3,(H,5,6);/q;+1/p-1
 |  | [InChIKey] 
 WWTULTKUWBKVGV-UHFFFAOYSA-M
 |  | [SMILES] 
 C(=O)(OC)CC([O-])=O.[K+]
 |  | [CAS DataBase Reference] 
 38330-80-2(CAS DataBase Reference)
 | 
 | Safety Data | Back Directory |  | [Hazard Codes ] 
 Xi
 |  | [Risk Statements ] 
 R36/37/38:Irritating to eyes, respiratory system and skin .
 |  | [Safety Statements ] 
 S37/39:Wear suitable gloves and eye/face protection .
 S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
 |  | [WGK Germany ] 
 3
 
 |  | [F ] 
 3
 |  | [HS Code ] 
 29171910
 | 
 | Hazard Information | Back Directory |  | [Chemical Properties] 
 White crystalline powder
 |  | [Uses] 
 A protein advanced glycosylation inhibitor.
 |  | [Synthesis] 
 
 The general procedure for the synthesis of monomethyl malonate potassium salt from dimethyl malonate was as follows: referring to the literature method, dimethyl malonate (40.0 mmol), water (40.0 mmol), and ethanol (45 mL) were added to a 250 mL two-necked round-bottomed flask, and the mixture was stirred and mixed. The mixture was reacted in an oil bath at 40°C for 2 hours. Subsequently, a solution of potassium tert-butoxide (40.0 mmol) in ethanol (45 mL) was slowly added dropwise over 30 minutes. After the dropwise addition, the reaction was continued with stirring in a 40°C oil bath until the feedstock was completely consumed (the progress of the reaction was monitored by GC analysis). Upon completion of the reaction, the ethanol solvent was slowly evaporated using a rotary evaporator, followed by the addition of 20 mL of diethyl ether. The resulting solid product was collected by filtration and washed sequentially with a 1:1 mixture of ether and ethanol (5 mL × 2) and pure ether (10 mL × 3). The washed solid was transferred to a round-bottomed flask and dried under vacuum at 50 °C for 10 h. The final potassium salt of monomethyl malonate was obtained in 85% yield. |  | [References] 
 [1] Tetrahedron,  2012,  vol. 68,  # 9,  p. 2113 - 2120
 [2] Angewandte Chemie - International Edition,  2011,  vol. 50,  # 19,  p. 4470 - 4474
 [3] Patent: CN106467492,  2017,  A. Location in patent: Paragraph 0129; 0130; 0131
 [4] Journal of Physical Chemistry,  1987,  vol. 91,  # 19,  p. 5129 - 5134
 [5] Patent: US6172257,  2001,  B2
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