23244-58-8

Basic information

• Product Name: methyl-2-phtalimidoacetate
• Synonyms: (1,3-Dihydro-1,3-dioxo-2H-isoindole-2-yl)acetic acid methyl ester;(1,3-Dioxo-2H-isoindole-2-yl)acetic acid methyl ester;1,3-Dioxoisoindoline-2-acetic acid methyl ester;2-(Phthaloylamino)acetic acid methyl ester;Phthalimidylacetic acid methyl ester;2H-isoindole-2-acetic acid, 1,3-dihydro-1,3-dioxo-, methyl;Methyl 2-(1,3-dioxoisoindolin-2-yl)acetate;Methyl 2-(1,3-dioxoisoindol-2-yl)acetate
• CAS NO: 23244-58-8
• Molecular Formula: C₁₁H₉NO₄
• Molecular Weight: 219.19346
• Mol File: 23244-58-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 113 °C
• Boiling Point: 345.7°Cat760mmHg
• Flash Point: 162.9°C
• Appearance: /
• Density: 1.368g/cm³
• Vapor Pressure: 6.04E-05mmHg at 25°C
• Refractive Index: 1.581
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: -2.69±0.20(Predicted)
• CAS DataBase Reference: methyl-2-phtalimidoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl-2-phtalimidoacetate(23244-58-8)
• EPA Substance Registry System: methyl-2-phtalimidoacetate(23244-58-8)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 23244-58-8(Hazardous Substances Data)

Usage

Uses

Methyl (1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)acetate is a useful research chemical.

InChI:InChI=1/C11H9NO4/c1-16-9(13)6-12-10(14)7-4-2-3-5-8(7)11(12)15/h2-5H,6H2,1H3

Upstream product

• 85-44-9 phthalic anhydride 
• 616-34-2 methoxycarbonylmethylamine 
• 100166-86-7 S-ethyl 2-(1,3-dioxoisoindolin-2-yl)ethanethioate 
• 124536-28-3 2-(2-Hydroperoxy-2-methoxy-ethyl)-isoindole-1,3-dione 
• 615-42-9 1,2-Diiodobenzene 
• 201230-82-2 carbon monoxide 
• 1816-92-8 Methyl azidoacetate 

Downstream Products

• 4935-96-0 2-phthalimidoacetamide 
• 135382-80-8 [2-(Pyrrolidine-1-carbonyl)-benzoylamino]-acetic acid methyl ester 
• 4702-13-0 N-phthaloylglycine 
• 100166-98-1 methyl 2-(1-hydroxy-3-oxoisoindolin-2-yl)acetate 
• 100166-97-0 (1-Hydroxy-1-hydroxymethyl-3-oxo-1,3-dihydro-isoindol-2-yl)-acetic acid methyl ester 
• 18461-15-9 2-(methoxycarbonyl-phthalimido-methyl)-5,5-dimethyl-thiazolidine-4-carboxylic acid 
• 1197385-40-2 C₁₈H₁₇NO₄ 
• 1197385-41-3 C₁₉H₁₉NO₄ 
• 1499-53-2 ethyl hippurate 
• 1304504-01-5 N-[2-[2-(1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl)]-1,3,4-thiadiazol-5-yl](3''-methoxy-4''-hydroxybenzylidene)imine 
• 1304504-00-4 N-[2-[2-(1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl)]-1,3,4-thiadiazol-5-yl](2''-chlorobenzylidene)imine 
• 1304503-99-8 N-[2-[2-(1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl)]-1,3,4-thiadiazol-5-yl](4''-hydroxybenzylidene)imine 
• 1304503-98-7 N-[2-[2-(1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl)]-1,3,4-thiadiazol-5-yl]benzylideneimine 
• 1304503-94-3 1-[2''-[1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl]-1'',3'',4''-thiadiazol-5''-yl]-4-(3'''-methoxy-4'''-hydroxybenzylidiene)-4,5-dihydro-2-phenylimidazol-5-one 

Relevant articles and documents

An environmentally benign solvent/catalyst-free one-pot synthesis of N-substituted phthalimides via Aza-wittig reaction

For the first time an environmentally benign solvent/catalyst-free protocol for the synthesis of a variety of N-substituted phthalimides is submitted. It involves a one-pot coupling of nascent phosphazene generated in situ with phthalic anhydride. The protocol is novel in (1) avoiding toxic solvents, (2) no catalyst is employed and (3) no isophthalimide is formed as noted in the prevailing solution phase/catalysed methodology. Iranian Chemical Society 2012.

The Alkylation of Menthyl Hippurate and Some Related Materials: A Reinvestigation.

Benzylation of chiral esters of N-acyglycines using various bases and additives was examined.No C-alkylation was observed with one equivalent of base.Diastereoselectivities were dependent on the amount of additive, the nature of the N-acyl group, and the chiral ester.A model to account for the degree and sense of the stereoselectivity is proposed.

Photochemistry of ω-Phthalimidoalkanoic Acid Derivatives Syntheses of Multicyclic Fused Hydropyrazines and 1,4-Diazepines

Photochemical reactions of phthalimides having various carbonyl functions (amides 3a-h, esters 11,14, and thioester 17) in their N-alkyl side chain are studied.By irradiation fused hydropyrazines (4a, e, g, h) and hydro-1,4-diazepines (4b, f) were formed from amide derivatives 3 through photocyclization, whereas the esters 11,14 showed addition and reduction reactions of the imide carbonyl group, and thioester 17 showed Norrish-type I reaction of the thioester moiety, in each case, however, without yielding cyclized products.