24438-17-3

Basic information

• Product Name: 1,3-DIMETHYLINDOLIN-2-ONE
• Synonyms: 1,3-DIMETHYLINDOLIN-2-ONE;1,3-dihydro-1,3-diMethyl-2H-Indol-2-one
• CAS NO: 24438-17-3
• Molecular Formula: C₁₀H₁₁NO
• Molecular Weight: 161.2
• Mol File: 24438-17-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 55°C
• Boiling Point: 287.51°C (rough estimate)
• Appearance: /
• Density: 1.0840 (rough estimate)
• Refractive Index: 1.5200 (estimate)
• PKA: 0.44±0.40(Predicted)
• CAS DataBase Reference: 1,3-DIMETHYLINDOLIN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-DIMETHYLINDOLIN-2-ONE(24438-17-3)
• EPA Substance Registry System: 1,3-DIMETHYLINDOLIN-2-ONE(24438-17-3)

Safety Data

• Hazardous Substances Data: 24438-17-3(Hazardous Substances Data)

Upstream product

• 102804-43-3 N-(2-bromophenyl)acrylamide 
• 615-36-1 2-bromoaniline 
• 102804-47-7 N-(2-bromophenyl)-N-methyl-2-propenamide 
• 98-80-6 phenylboronic acid 
• 83-34-1 3-Methylindole 

Downstream Products

• 875-30-9 1,3-dimethylindole 
• 39891-78-6 2,3-dihydro-1,3-dimethylindole 
• 58421-68-4 1,3-dimethyl-3-(2-nitrophenylthio)indolin-2-one 
• 54279-13-9 3-Hydroxy-1,3-dimethylindolin-2-on 
• 1859-75-2 o-(methylamino)acetophenone 
• 1174749-45-1 3-[3-(1,3-dioxolan-2-yl)phenyl]-1,3-dimethylindolin-2-one 
• 1174749-44-0 (S)-3-(3-chlorophenyl)-1,3-dimethylindolin-2-one 
• 1174749-51-9 (E)-1,3-dimethyl-3-(prop-1-enyl)indolin-2-one 
• 1174749-46-2 3-(3,5-dimethylphenyl)-1,3-dimethylindolin-2-one 
• 1174749-48-4 (Z)-1,3-dimethyl-3-styrylindolin-2-one 
• 1174749-47-3 (S,E)-1,3-drimethyl-3-styrylindolin-2-one 
• 1174749-43-9 (S)-1,3-dimethyl-3-(4-(trifluoromethyl)phenyl)indolin-2-one 
• 1208337-16-9 3-cinnamyl-1,3-dimethylindolin-2-one 
• 1208337-15-8 C₁₉H₁₉NO 

Relevant articles and documents

Electrochemical Umpolung C-H Functionalization of Oxindoles

Herein, we present a general electrochemical method to access unsymmetrical 3,3-disubstituted oxindoles by direct C-H functionalization where the oxindole fragment behaves as an electrophile. This Umpolung approach does not rely on stoichiometric oxidants and proceeds under mild, environmentally benign conditions. Importantly, it enables the functionalization of these scaffolds through C-O, and by extension to C-C or even C-N bond formation.

Rh-Catalyzed Domino Addition-Enolate Arylation: Generation of 3-Substituted Oxindoles via a Rh(lll) Intermediate

A Rh-catalyzed domino conjugate addition-arylation sequence via a Rh(III) intermediate is reported. This process involving a proposed intramolecular oxidative addition of a rhodium enolate was utilized to achieve the synthesis of 3-substituted oxindole derivatives in moderate to excellent yields.

Enantioselective TADMAP-catalyzed carboxyl migration reactions for the synthesis of stereogenic quaternary carbon

The chiral, nucleophilic catalyst TADMAP [1, 3-(2,2,2-triphenyl-1- acetoxyethyl)-4-(dimethylamino)-pyridine] has been prepared from 3-lithio-4-(dimethylamino)pyridine (5) and triphenylacetaldehyde (3), followed by acylation and resolution. TADMAP catalyzes the carboxyl migration of oxazolyl, furanyl, and benzofuranyl enol carbonates with good to excellent levels of enantioselection. The oxazole reactions are especially efficient and are used to prepare chiral lactams (23) and lactones (30) containing a quaternary asymmetric carbon. TADMAP-catalyzed carboxyl migrations in the indole series are relatively slow and proceed with inconsistent enantioselectivity. Modeling studies (B3LYP/6-31G*) have been used in qualitative correlations of catalyst conformation, reactivity, and enantioselectivity.