61-71-2

Basic information

• Product Name: 3-IODOPHENYL ACETATE
• Synonyms: 1,3-Dihydro-3-hydroxy-2H-indol-2-one;2,3-Dihydro-3-hydroxy-1H-indole-2-one;3-Hydroxy-1H-indole-2(3H)-one;3-Hydroxyindoline-2-one;Dioxindole;o-Aminomandelic lactam;3-hydroxy-1,3-dihydroindol-2-one;3-hydroxyoxindole
• CAS NO: 61-71-2
• Molecular Formula: C₈H₇NO₂
• Molecular Weight: 149.15
• Mol File: 61-71-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 368.2°C at 760 mmHg
• Flash Point: 176.5°C
• Appearance: /
• Density: 1.38g/cm³
• Vapor Pressure: 4.54E-06mmHg at 25°C
• Refractive Index: 1.639
• CAS DataBase Reference: 3-IODOPHENYL ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-IODOPHENYL ACETATE(61-71-2)
• EPA Substance Registry System: 3-IODOPHENYL ACETATE(61-71-2)

Safety Data

• Hazardous Substances Data: 61-71-2(Hazardous Substances Data)

Usage

Uses

3-Hydroxy-2,3-dihydro-1H-indol-2-one is a useful reagent for the distereoselective preparation of spiro[furo[3,4-c]chromene-1,3''-indoline]triones.

Definition

ChEBI: An oxindole that is 1,3-dihydro-2H-indol-2-one substituted by a hydroxy group at position 3.

InChI:InChI=1/C8H7NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4,7,10H,(H,9,11)

Upstream product

• 2903-89-1 dehydroindigo 
• 7732-18-5 water 
• 64-17-5 ethanol 
• 91-56-5 indole-2,3-dione 
• 120-72-9 indole 
• 3565-42-2 2,3,4-trioxo-1-methylcarbostyril 
• 464-73-3 3,3'-Dihydroxy-1,3,1',3'-tetrahydro-[3,3']biindolyl-2,2'-dione 
• 861359-80-0 3,3'-dihydroxy-5-methyl-1,3,1',3'-tetrahydro-[3,3']biindolyl-2,2'-dione 

Downstream Products

• 622404-76-6 2-oxo-2,3-dihydro-1H-indol-3-yl benzoate 
• 1259379-29-7 3-(2-phenylhydrazono)indolin-2-one 
• 476-34-6 isoindigo 
• 101495-59-4 2,3-dichloro-1H-indole 
• 53543-04-7 1-methyl-3-[2-(3-methyl-2,4-dioxo-oxazolidin-5-yl)-phenyl]-urea 
• 99304-33-3 N,O-Dipropionyldioxindole 
• 93-89-0 benzoic acid ethyl ester 
• 59-48-3 2-oxoindole 
• 479-41-4 indirubin 
• 120-72-9 indole 
• 90005-39-3 2,3-dihydro-indol-3-ol 
• 482-89-3 1H,1H'-2,2'-Biindolylidene-3,3'-dione 
• 100460-68-2 pyridazino<3,4-b>indole 
• 100460-70-6 methyl 3,4,5,6,7-pentamethoxycarbonyl-7-phenylhepta-2,4,6-trienoate 

Relevant articles and documents

3-Hydroxy-3-((3-methyl-4-nitroisoxazol-5-yl)methyl)indolin-2-one as a versatile intermediate for retro-Henry and Friedel-Crafts alkylation reactions in aqueous medium

The first example of a retro-Henry type reaction is reported using 3-hydroxy-3-((3-methyl-4-nitroisoxazol-5-yl)methyl)indolin-2-ones which are prepared via catalyst-free Henry reaction of 3,5-dimethyl-4-nitroisoxazole and isatin. These compounds were used

Peroxygenase and oxidase activities of dehaloperoxidase-hemoglobin from Amphitrite ornata

The marine globin dehaloperoxidase-hemoglobin (DHP) from Amphitrite ornata was found to catalyze the H2O2-dependent oxidation of monohaloindoles, a previously unknown class of substrate for DHP. Using 5-Br-indole as a representative substrate, the major monooxygenated products were found to be 5-Br-2-oxindole and 5-Br-3-oxindolenine. Isotope labeling studies confirmed that the oxygen atom incorporated was derived exclusively from H2O2, indicative of a previously unreported peroxygenase activity for DHP. Peroxygenase activity could be initiated from either the ferric or oxyferrous states with equivalent substrate conversion and product distribution. It was found that 5-Br-3-oxindole, a precursor of the product 5-Br-3-oxindolenine, readily reduced the ferric enzyme to the oxyferrous state, demonstrating an unusual product-driven reduction of the enzyme. As such, DHP returns to the globin-active oxyferrous form after peroxygenase activity ceases. Reactivity with 5-Br-3-oxindole in the absence of H2O2 also yielded 5,5′-Br2-indigo above the expected reaction stoichiometry under aerobic conditions, and O2-concentration studies demonstrated dioxygen consumption. Nonenzymatic and anaerobic controls both confirmed the requirements for DHP and molecular oxygen in the catalytic generation of 5,5′-Br2-indigo, and together suggest a newly identified oxidase activity for DHP.