1198-84-1 | 2-Hydroxy-2-(4-hydroxyphenyl)acetic acid

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%	in stock	$18.00	$13.00
1g	98%	in stock	$22.00	$15.00
5g	98%	in stock	$26.00	$18.00
25g	98%	in stock	$45.00	$32.00
100g	98%	in stock	$131.00	$92.00
500g	98%	in stock	$473.00	$331.00

Description

• Catalog Number: AA33086
• Chemical Name: 2-Hydroxy-2-(4-hydroxyphenyl)acetic acid
• CAS Number: 1198-84-1
• Molecular Formula: C8H8O4
• Molecular Weight: 168.14672
• MDL Number: MFCD00004234
• SMILES: OC(=O)C(c1ccc(cc1)O)O

Computed Properties

• Complexity: 160
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 3
• Rotatable Bond Count: 2
• Undefined Atom Stereocenter Count: 1
• XLogP3: 0.3

Upstream Synthesis Route

2-Hydroxy-2-(4-hydroxyphenyl)acetic acid, also known as dihydroxyphenylacetic acid or homogentisic acid, is a key compound widely utilized in chemical synthesis, particularly in the field of organic chemistry. Its versatile properties make it an essential component in various reactions and processes.One of the primary applications of 2-Hydroxy-2-(4-hydroxyphenyl)acetic acid is as a precursor in the synthesis of various pharmaceutical compounds. Its ability to undergo oxidation reactions allows for the formation of valuable intermediates that are crucial in the production of medications and drugs. Additionally, its unique structure and reactivity make it a valuable building block in the creation of novel organic molecules with potential therapeutic applications.Moreover, 2-Hydroxy-2-(4-hydroxyphenyl)acetic acid is utilized in the manufacturing of dyes and pigments. Its hydroxyl groups enable it to participate in complex chemical reactions that result in the formation of vibrant and stable colorants. This compound is particularly useful in the production of azo dyes, where its phenolic functionalities play a vital role in the color development process.Furthermore, 2-Hydroxy-2-(4-hydroxyphenyl)acetic acid finds applications in polymer chemistry. As a functionalized aromatic compound, it can serve as a monomer in the synthesis of specialty polymers with tailored properties. By incorporating this compound into polymer chains, researchers can modulate the material's structure, stability, and performance, making it suitable for various industrial applications.Overall, the significance of 2-Hydroxy-2-(4-hydroxyphenyl)acetic acid in chemical synthesis lies in its versatility and utility across multiple domains of chemistry. Its role as a reactive intermediate, a dye precursor, and a polymer building block underscores its importance in driving innovation and advancements in the field of organic chemistry.

Literature

• Halicloic acids A and B isolated from the marine sponge Haliclona sp. collected in the Philippines inhibit indoleamine 2,3-dioxygenase.

  Journal of natural products 20120824

• A public resource for metabolic pathway mapping of Aspergillus fumigatus Af293.

  Medical mycology 20110401

• Metabolic engineering of the L-phenylalanine pathway in Escherichia coli for the production of S- or R-mandelic acid.

  Microbial cell factories 20110101

• The metabolic fate of red wine and grape juice polyphenols in humans assessed by metabolomics.

  Molecular nutrition & food research 20100701

• The rate-limiting catalytic steps of hydroxymandelate synthase from Amycolatopsis orientalis.

  Biochemistry 20100309

• Investigation into the mechanism of phenolic couplings during the biosynthesis of glycopeptide antibiotics.

  Chembiochem : a European journal of chemical biology 20080922

• Two roads diverged: the structure of hydroxymandelate synthase from Amycolatopsis orientalis in complex with 4-hydroxymandelate.

  Biochemistry 20080219

• The genome of the versatile nitrogen fixer Azorhizobium caulinodans ORS571.

  BMC genomics 20080101

• Adaptogenic and nootropic activities of aqueous extract of Vitis vinifera (grape seed): an experimental study in rat model.

  BMC complementary and alternative medicine 20050101

• Engineering p-hydroxyphenylpyruvate dioxygenase to a p-hydroxymandelate synthase and evidence for the proposed benzene oxide intermediate in homogentisate formation.

  Biochemistry 20040127

• Improved chemical strategies for the targeted therapy of cancer.

  Angewandte Chemie (International ed. in English) 20031013

• Structure, biosynthetic origin, and engineered biosynthesis of calcium-dependent antibiotics from Streptomyces coelicolor.

  Chemistry & biology 20021101