10098-39-2

Basic information

• Product Name: 4-nitrophenylglycolic acid
• Synonyms: 4-nitrophenylglycolic acid;(R)-4-Nitromandelic;HYDROXY-(4-NITRO-PHENYL)-ACETIC ACID;(2R)-hydroxy(4-nitrophenyl)aceticacid;2-Hydroxy-2-(4-nitrophenyl)acetic acid;α-Hydroxy-4-nitrobenzeneacetic acid;Benzeneacetic acid, a-hydroxy-4-nitro-;4-nitroMandelic acid
• CAS NO: 10098-39-2
• Molecular Formula: C₈H₇NO₅
• Molecular Weight: 197.14488
• EINECS: 233-233-3
• Mol File: 10098-39-2.mol
• Article Data: 10

Chemical Properties

• Melting Point: 93-94 °C
• Boiling Point: 436.4°C at 760 mmHg
• Flash Point: 197.5°C
• Appearance: /
• Density: 1.552g/cm³
• Vapor Pressure: 2.17E-08mmHg at 25°C
• Refractive Index: 1.634
• Storage Temp.: 2-8°C
• PKA: 2.81±0.10(Predicted)
• CAS DataBase Reference: 4-nitrophenylglycolic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-nitrophenylglycolic acid(10098-39-2)
• EPA Substance Registry System: 4-nitrophenylglycolic acid(10098-39-2)

Safety Data

• Hazardous Substances Data: 10098-39-2(Hazardous Substances Data)

Usage

General Description

4-nitrophenylglycolic acid is a chemical compound with the molecular formula C8H7NO5. It is an organic compound that contains a nitro group, a phenyl group, and a carboxylic acid group. 4-nitrophenylglycolic acid is often used in research and chemical synthesis as a building block or reagent. It is also known for its use in various laboratory experiments and processes. 4-nitrophenylglycolic acid is typically handled with care as it may pose health hazards if not properly managed.

InChI:InChI=1/C8H7NO5/c10-7(8(11)12)5-1-3-6(4-2-5)9(13)14/h1-4,7,10H,(H,11,12)

Upstream product

• 121986-07-0 p-nitromandelonitrile 
• 21566-36-9 2,2-dibromo-1-(4-nitro-phenyl)-ethanone 
• 13305-09-4 methyl (±)-2-hydroxy-2-(4-nitrophenyl)acetate 
• 50434-36-1 4-nitrophenylacetyl chloride 
• 100-19-6 (4-nitrophenyl)ethanone 
• 609339-95-9 tert-butyl hydroxy-(4-nitrophenyl)acetate 
• 54075-25-1 4-nitro-α-(trichloromethyl)benzyl alcohol 
• 555-16-8 4-nitrobenzaldehdye 
• 4578-72-7 2-bromo-2-(4-nitrophenyl)acetic acid 
• 29898-08-6 2-acetoxy-2-(4-nitrophenyl)acetic acid 
• 29704-35-6 tert-butyl 2-acetoxy-2-(4-nitrophenyl)acetate 
• 75288-21-0 2-bromo-2-(4-nitrophenyl)acetyl chloride 
• 71189-80-5 2-(4-nitrophenyl)-2-[(trimethylsilyl)oxy]acetonitrile 

Downstream Products

• 13104-66-0 D-4-amino-mandelic acid 
• 70091-75-7 ethyl 2-(4-nitrophenyl)-2-oxoacetate 
• 77977-73-2 (R)-4-nitromandelic acid 
• 43091-17-4 2-(4-nitro-phenyl)-3-oxo-2,3-dihydro-thiazolo[3,2-a]pyridinylium 
• 14922-36-2 4-nitrophenylglyoxylic acid 
• 78733-53-6 2-phenyl-5-(4-nitrophenyl)-1,3-dioxolan-4-one 
• 78733-53-6 trans-2-phenyl-5-(4-nitrophenyl)-1,3-dioxolan-4-one 
• 555-16-8 4-nitrobenzaldehdye 
• 1197-55-3 4-aminophenylacetic acid 
• 62-23-7 4-nitro-benzoic acid 
• 74663-99-3 4-nitroso-benzaldehyde 
• 609339-99-3 α-hydroxy-p-nitrobenzyl carbanion 
• 97522-71-9 C₁₃H₁₀N₂OS 
• 97522-73-1 C₁₅H₁₂N₂O₂S 

Relevant articles and documents

Decomposition of sodium trichloroacetate in the presence of quaternary ammonium under microwave irradiation: A convenient one-pot synthesis of α-hydroxy acids in water

A good yielding phase-transfer-catalyzed procedure for one-pot preparation of α-hydroxy acids from carbonyl compounds and sodium trichloroacetate by in situ addition and hydrolysis under microwave irradiation is described. Decomposition of sodium trichloroacetate is strongly accelerated by the presence of quaternary ammonium. The reaction can be conducted in water. Copyright Taylor & Francis Group, LLC.

SELF-IMMOLATIVE LINKERS CONTAINING MANDELIC ACID DERIVATIVES, DRUG-LIGAND CONJUGATES FOR TARGETED THERAPIES AND USES THEREOF

The invention provides a therapeutic drug and targeting conjugate, pharmaceutical compositions containing these conjugates in pharmaceutical composition, and uses of these conjugates in anti-neoplastic and other therapeutic regimens. Also provided are novel intermediates thereof. The conjugates provide a therapeutic drug fragment or prodrug fragment bound to a targeting moiety via a linker which comprises a substrate cleavable by a protease such as Cathepsin B. The targeting moiety is a ligand which targets a cell surface molecule, such as a cell surface receptor on an anti-neoplastic cell. The ligand may function solely as a targeting moiety or may itself have a therapeutic effect. Following administration of the therapeutic drug and targeting conjugate of formula I and exposure of the conjugate to the protease specific for the substrate, the linker is cleaved and the targeting moiety is separated from the conjugate, which causes the drug fragment or prodrug fragment to convert to the drug or prodrug. The recited conjugates are useful in anti-neoplastic therapies. Also provided are methods of making the therapeutic drug and targeting conjugates and intermediates thereof, and kits comprising the therapeutic drug and targeting conjugates.

Ytterbium triflate-promoted tandem one-pot oxidation-cannizzaro reaction of aryl methyl ketones

(Chemical Equation Presented) Ytterbium triflate was shown to be an effective catalyst in promoting the synthesis of either isopropyl esters or free α-hydroxy-arylacetic acids from substituted aromatic glyoxals and aryl methyl ketones, respectively. The reaction to provide acids starting from differently substituted ketones was carried out by an environmentally friendly method using an aqueous medium as a solvent and giving the adducts in 78-99% yield without any further purification after the usual workup.