1190-39-2 | Dibutylmalonate

Packsize	Purity	Availability	Price	Discounted Price
1g	95%	in stock	$8.00	$6.00
5g	95%	in stock	$13.00	$9.00
25g	95%	in stock	$49.00	$34.00
100g	95%	in stock	$164.00	$115.00
500g	95%	in stock	$760.00	$532.00

Description

• Catalog Number: AA32216
• Chemical Name: Dibutylmalonate
• CAS Number: 1190-39-2
• Molecular Formula: C11H20O4
• Molecular Weight: 216.2741
• MDL Number: MFCD00053795
• SMILES: CCCCOC(=O)CC(=O)OCCCC
• NSC Number: 27807

Computed Properties

• Complexity: 169
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 15
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• XLogP3: 2.7

Upstream Synthesis Route

Malonic acid dibutyl ester is a versatile compound that finds wide application in chemical synthesis, particularly in organic chemistry. This ester is commonly utilized as a reagent in various reactions due to its unique properties and structural characteristics.One key area where malonic acid dibutyl ester is often employed is in the Malonic Ester Synthesis, a significant organic reaction that allows for the introduction of new carbon atoms into a molecule. By undergoing decarboxylation and subsequent substitution reactions, malonic acid dibutyl ester facilitates the synthesis of various carboxylic acids, ketones, and other organic compounds with extended carbon chains.Furthermore, this compound serves as a precursor in the preparation of β-ketoesters, which are valuable intermediates in the synthesis of pharmaceuticals, agrochemicals, and natural products. The presence of two ester groups in malonic acid dibutyl ester enables it to participate in diverse reactions, leading to the formation of complex molecules with multiple functional groups.In addition to its role in the Malonic Ester Synthesis, malonic acid dibutyl ester is also utilized in the Claisen condensation and related reactions to introduce β-diketone functionalities into organic molecules. This allows for the construction of compounds with versatile chemical properties, making malonic acid dibutyl ester a valuable tool for synthetic chemists working on complex molecule assembly.Overall, malonic acid dibutyl ester plays a crucial role in chemical synthesis by providing a platform for the introduction of new carbon chains and functional groups into organic molecules, making it an essential component in the toolbox of synthetic organic chemists.

Literature

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  FEBS letters 20050815

• Redox state of endogenous coenzyme q modulates the inhibition of linoleic acid-induced uncoupling by guanosine triphosphate in isolated skeletal muscle mitochondria.

  Journal of bioenergetics and biomembranes 20041001

• The contribution of uncoupling protein and ATP synthase to state 3 respiration in Acanthamoeba castellanii mitochondria.

  Acta biochimica Polonica 20040101

• Kinetics of light emission and oxygen consumption by bioluminescent bacteria.

  Journal of bioenergetics and biomembranes 20010801