138969-57-0

Basic information

• Product Name: 2,3-Dihydro-1H-indol-2-ylmethanol
• Synonyms: 2,3-Dihydro-1H-indole-2-methanol
• CAS NO: 138969-57-0
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149
• Mol File: 138969-57-0.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 309.1±11.0 °C(Predicted)
• Appearance: /
• Density: 1.120±0.06 g/cm3(Predicted)
• PKA: 14.42±0.10(Predicted)
• CAS DataBase Reference: 2,3-Dihydro-1H-indol-2-ylmethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dihydro-1H-indol-2-ylmethanol(138969-57-0)
• EPA Substance Registry System: 2,3-Dihydro-1H-indol-2-ylmethanol(138969-57-0)

Safety Data

• Hazardous Substances Data: 138969-57-0(Hazardous Substances Data)

Usage

General Description

2,3-Dihydro-1H-indol-2-ylmethanol is a chemical compound with a molecular formula C9H11NO. It is a derivative of indole, a heterocyclic organic compound. This chemical has potential pharmaceutical applications, being studied for its anti-inflammatory and anti-cancer properties. It is also used as a building block in the synthesis of various biologically active compounds. The compound has been shown to exhibit antioxidant and antimicrobial activities, making it a promising candidate for further drug development. Additionally, it has been used as a scaffold for the design of new compounds with potential therapeutic applications.

Upstream product

• 16851-56-2 indolin-2-yl carboxylic acid 
• 76182-48-4 methyl 1-methyl-2,3-dihydro-1H-indole-2-carboxylate 
• 33140-80-6 methyl indol-1-ylacetate 
• 59040-84-5 indoline-2-carboxylic acid methyl ester 
• 62-53-3 aniline 
• 589-09-3 N-allyl-N-phenylamine 
• 32704-22-6 2-allyl-phenylamine 
• 111457-18-2 N-(2-allyl-phenyl)-benzamide 
• 50501-07-0 (S)-2,3-dihydro-1H-indole-2-carboxylic acid,ethyl ester 
• 172648-34-9 ethyl 1-methyl-7-azaindole-2-carboxylate 
• 172647-94-8 methyl 7-azaindol-1-acetate 
• 39597-68-7 (2,3-dihydro-indol-1-yl)-acetic acid methyl ester 
• 1202-04-6 indole-2-carboxylic acid methyl ester 
• 24621-70-3 2-(hydroxymethyl)indole 

Downstream Products

• 321744-15-4 (2S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2,3-dihydro-1H-indole 
• 135829-04-8 benzyl 2-(Hydroxymethyl)-1-indolinecarboxylate 
• 150535-14-1 2-<(methoxycarbonyl)methyl>indoline 

Relevant articles and documents

Design and synthesis of novel indoline-(thio)urea hybrids

A series of novel indoline-(thio)urea were designed and prepared using indoline(s) as a new platform and tested as organocatalysts in the Michael and Morita–Baylis–Hillman reactions. Most of the compounds were found to be very active catalysts although they did not promote the enantioselectivity. As agents for the conversion of thiocarbonyl compounds into carbonyl compounds, potentials of PIFA and DDQ were also displayed. Furthermore, DFT calculations rationalized the experimentally observed non-enantioselectivity of the catalysts.

Kinetic Resolution of 2-Substituted Indolines by N-Sulfonylation using an Atropisomeric 4-DMAP-N-oxide Organocatalyst

The first catalytic kinetic resolution by N-sulfonylation is described. 2-Substituted indolines are resolved (s=2.6–19) using an atropisomeric 4-dimethylaminopyridine-N-oxide (4-DMAP-N-oxide) organocatalyst. Use of 2-isopropyl-4-nitrophenylsulfonyl chloride is critical to the stereodiscrimination and enables facile deprotection of the sulfonamide products with thioglycolic acid. A qualitative model that accounts for the stereodiscrimination is proposed.

Kinetic resolutions of lndolines by a nonenzymatic acylation catalyst

The first method for the kinetic resolution of indolines through catalytic N-acylation is described. To improve the selectivity factor, new planar-chiral PPY-derived catalysts were synthesized, wherein the chiral environment was systematically modified. This work provides a rare example of a nonenzyme-based acylation catalyst for the kinetic resolution of amines. Copyright