16695-14-0 | Monomethyl malonate

Packsize	Purity	Availability	Price	Discounted Price
1g	95%	in stock	$8.00	$5.00
5g	95%	in stock	$13.00	$9.00
10g	95%	in stock	$20.00	$14.00
25g	95%	in stock	$29.00	$21.00
100g	95%	in stock	$92.00	$64.00

Description

• Catalog Number: AA89278
• Chemical Name: Monomethyl malonate
• CAS Number: 16695-14-0
• Molecular Formula: C4H6O4
• Molecular Weight: 118.088
• MDL Number: MFCD00667796
• SMILES: COC(=O)CC(=O)O

Computed Properties

• Complexity: 107
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 8
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 3
• XLogP3: -0.4

Upstream Synthesis Route

Propanedioic acid 1-methyl ester, also known as methyl malonate, is a valuable compound used in chemical synthesis for its unique properties and versatility. As a methyl ester of propanedioic acid, this substance serves as a key building block in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and fine chemicals.In chemical synthesis, propanedioic acid 1-methyl ester is commonly employed as a substrate in multi-step reactions to introduce the malonate moiety into target molecules. This malonate functionality enables chemists to precisely control the introduction of alkyl, aryl, or heteroaryl groups into organic molecules through nucleophilic substitution reactions. The resulting products often exhibit enhanced stability, reactivity, and tunable properties, making them essential intermediates in the synthesis of complex organic compounds.Furthermore, propanedioic acid 1-methyl ester can undergo various transformations, such as decarboxylation, alkylation, and condensation reactions, leading to the formation of diverse chemical structures with tailored functionalities. Its mild reactivity and compatibility with a wide range of functional groups make it a versatile compound in synthetic organic chemistry, facilitating the creation of novel molecules with potential applications in drug discovery, material science, and other industrial sectors.

Literature

• Design, preparation, X-ray crystal structure, and reactivity of o-alkoxyphenyliodonium bis(methoxycarbonyl)methanide, a highly soluble carbene precursor.

  Organic letters 20120615

• Two new triterpene glycosides with monomethyl malonate groups from the rhizome of Cimifuga foetida L.

  Molecules (Basel, Switzerland) 20110705

• Practical large scale synthesis of half-esters of malonic acid.

  Chemical & pharmaceutical bulletin 20090501

• The shape and information content of high-field solid-state proton NMR spectra of methyl groups.

  Solid state nuclear magnetic resonance 20040601

• Succinate is a preferential metabolic stimulus-coupling signal for glucose-induced proinsulin biosynthesis translation.

  Diabetes 20020801