13831-30-6 | Acetoxyacetic acid

Packsize	Purity	Availability	Price	Discounted Price
1g	95%	in stock	$25.00	$18.00
5g	95%	in stock	$37.00	$26.00
10g	95%	in stock	$65.00	$45.00
25g	95%	in stock	$123.00	$86.00

Description

• Catalog Number: AA57498
• Chemical Name: Acetoxyacetic acid
• CAS Number: 13831-30-6
• Molecular Formula: C4H6O4
• Molecular Weight: 118.088
• MDL Number: MFCD11977691
• SMILES: CC(=O)OCC(=O)O
• NSC Number: 72984

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: -0.3

Upstream Synthesis Route

2-Acetoxyacetic acid, also known as glyoxylic acid acetate, is a versatile compound widely used in chemical synthesis. Its primary application lies in its role as a key intermediate in organic reactions, particularly in the formation of esters and amides. Due to its unique structure and reactivity, 2-Acetoxyacetic acid serves as a valuable building block for the synthesis of various pharmaceuticals, agrochemicals, and fine chemicals. It participates in esterification reactions, where it can be used to introduce acetoxy groups into organic molecules. Additionally, this compound can undergo condensation reactions to form amides, which are essential components in the production of many organic compounds.Moreover, 2-Acetoxyacetic acid is employed in the preparation of various chiral compounds, making it a crucial reagent in asymmetric synthesis. Its ability to act as a versatile acetylating agent further enhances its utility in chemical transformations, enabling the modification of a wide range of functional groups in organic molecules.In summary, 2-Acetoxyacetic acid plays a fundamental role in chemical synthesis by facilitating the creation of complex organic compounds through esterification, amidation, and acetylation reactions. Its significance as an intermediate in various synthetic pathways underscores its value in the production of diverse chemicals with important applications in pharmaceutical, agricultural, and industrial sectors.

Literature

• Prohormone-substrate peptide sequence recognition by peptidylglycine α-amidating monooxygenase and its reflection in increased glycolate inhibitor potency.

  Bioorganic & medicinal chemistry letters 20121201

• Tetramic and tetronic acids as scaffolds in bioinorganic and bioorganic chemistry.

  Bioinorganic chemistry and applications 20100101

• Ultrasonic chemical oxidative degradations of 1,3-dialkylimidazolium ionic liquids and their mechanistic elucidations.

  Dalton transactions (Cambridge, England : 2003) 20070521

• Production of 16beta-(acetoxy)acetoxy derivatives by reaction of 17-keto steroid enol acetates with lead (IV) acetate.

  Steroids 20011001