63131-30-6

Basic information

• Product Name: ETHYL (4-IODOBENZOYL)ACETATE
• Synonyms: ETHYL (4-IODOBENZOYL)ACETATE;Ethyl 3-(4-iodophenyl)-3-oxopropanoate;Ethyl (4-iodobenzoyl)acetate 95%;4-Iodo-beta-oxobenzenepropanoic acid ethyl ester;Ethyl 3-(4-iodophenyl)
• CAS NO: 63131-30-6
• Molecular Formula: C₁₁H₁₁IO₃
• Molecular Weight: 318.11
• Product Categories: C10 to C11;Carbonyl Compounds;Esters;Building Blocks;C10 to C11;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 63131-30-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 349.7°C at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.609 g/mL at 25 °C(lit.)
• Vapor Pressure: 4.61E-05mmHg at 25°C
• Refractive Index: n20/D 1.6070(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.52±0.25(Predicted)
• CAS DataBase Reference: ETHYL (4-IODOBENZOYL)ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL (4-IODOBENZOYL)ACETATE(63131-30-6)
• EPA Substance Registry System: ETHYL (4-IODOBENZOYL)ACETATE(63131-30-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 63131-30-6(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 63131-30-6 differently. You can refer to the following data:
1. Reactant for:? ;Synthesis of trisubstituted pyrroles via rearrangement reactions catalyzed by Ir catalyst1? ;Preparation of biologically active molecules2,3,4
2. Reactant for:Synthesis of trisubstituted pyrroles via rearrangement reactions catalyzed by Ir catalystPreparation of biologically active molecules

InChI:InChI=1/C11H11IO3/c1-2-15-11(14)7-10(13)8-3-5-9(12)6-4-8/h3-6H,2,7H2,1H3

Upstream product

• 141-78-6 ethyl acetate 
• 619-58-9 4-iodobenzoic acid 
• 6148-64-7 ethyl potassium malonate 
• 103411-21-8 Imidazol-1-yl-(4-iodo-phenyl)-methanone 
• 13329-40-3 4-Iodoacetophenone 
• 105-58-8 Diethyl carbonate 
• 1711-02-0 4-iodobenzoic acid chloride 

Downstream Products

• 940284-77-5 7-chloro-5-(4-iodophenyl)pyrazolo[1,5-a]pyrimidine 
• 114401-75-1 5-(4-iodophenyl)-3H-1,2-dithiole-3-thione 

Relevant articles and documents

Amide/Ester Cross-Coupling via C-N/C-H Bond Cleavage: Synthesis of β-Ketoesters

Activated primary, secondary, and tertiary amides were coupled with enolizable esters in the presence of LiHMDS to obtain good yields of β-ketoesters at room temperature. Notably, this protocol provides an efficient, mild, and high chemoselectivity method

Radical Aza-Cyclization of α-Imino-oxy Acids for Synthesis of Alkene-Containing N-Heterocycles via Dual Cobaloxime and Photoredox Catalysis

Nitrogen-containing heterocycles are prevalent in both naturally and synthetically bioactive molecules. We report herein an unprecedented protocol for radical aza-cyclization of α-imino-oxy acids with pendant alkenes via synergistic photoredox and cobaloxime catalysis. With or without alkenes as the intermolecular cross-coupling partners, the transformation provides a variety of corresponding alkene-containing dihydropyrrole products in satisfactory yields. In the presence of external alkenes, the tandem reaction generates E-selective coupling products with excellent chemo- and stereoselectivity.

Synthesis of Dithiolethiones and Identification of Potential Neuroprotective Agents via Activation of Nrf2-Driven Antioxidant Enzymes

Oxidative stress is implicated in the pathogenesis of a wide variety of neurodegenerative disorders, and accordingly, dietary supplement of exogenous antioxidants or/and upregulation of the endogenous antioxidant defense system are promising for therapeutic intervention or chemoprevention of neurodegenerative diseases. Nrf2, a master regulator of the cellular antioxidant machinery, cardinally participates in the transcription of cytoprotective genes against oxidative/electrophilic stresses. Herein, we report the synthesis of 59 structurally diverse dithiolethiones and evaluation of their neuroprotection against 6-hydroxydopamine-or H2O2-induced oxidative damages in PC12 cells, a neuron-like rat pheochromocytoma cell line. Initial screening identified compounds 10 and 11 having low cytotoxicity but conferring remarkable protection on PC12 cells from oxidative-mediated damages. Further studies demonstrated that both compounds upregulated a battery of antioxidant genes as well as corresponding genes' products. Significantly, silence of Nrf2 expression abolishes cytoprotection of 10 and 11, indicating targeting Nrf2 activation is pivotal for their cellular functions. Taken together, the two lead compounds discovered here with potent neuroprotective functions against oxidative stress via Nrf2 activation merit further development as therapeutic or chemopreventive candidates for neurodegenerative disorders.