31731-23-4

Basic information

• Product Name: 3-(2-NITROETHYL)INDOLE
• Synonyms: 3-(2-NITROETHYL)INDOLE;Nsc63824;3-(2-nitroethyl)-1H-indole
• CAS NO: 31731-23-4
• Molecular Formula: C₁₀H₁₀N₂O₂
• Molecular Weight: 190.1986
• Mol File: 31731-23-4.mol
• Article Data: 30

Chemical Properties

• Boiling Point: 407.5°Cat760mmHg
• Flash Point: 200.2°C
• Appearance: /
• Density: 1.289g/cm³
• Vapor Pressure: 7.53E-07mmHg at 25°C
• Refractive Index: 1.654
• CAS DataBase Reference: 3-(2-NITROETHYL)INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-NITROETHYL)INDOLE(31731-23-4)
• EPA Substance Registry System: 3-(2-NITROETHYL)INDOLE(31731-23-4)

Safety Data

• Hazardous Substances Data: 31731-23-4(Hazardous Substances Data)

Usage

Description

3-(2-NITROETHYL)INDOLE, also known as 3-Nitro-2-Indoline Ethyl Ether, is a chemical compound belonging to the indole family with the molecular formula C10H10N2O2. It features a nitro group and an ethyl group attached to the indole ring, which contributes to its potential applications in various fields.

Uses

Used in Pharmaceutical Synthesis:
3-(2-NITROETHYL)INDOLE is used as an intermediate in the synthesis of pharmaceuticals for its ability to be incorporated into the molecular structures of various drugs. Its unique chemical properties allow it to be a key component in the development of new medications.
Used in Agrochemical Production:
In the agrochemical industry, 3-(2-NITROETHYL)INDOLE is utilized as a building block in the creation of compounds that can be used in agricultural applications. Its role in this industry is to contribute to the development of more effective and targeted agrochemicals.
Used in Organic Compound Synthesis:
3-(2-NITROETHYL)INDOLE is also employed as a versatile starting material in the synthesis of other organic compounds. Its presence in these reactions can lead to the formation of a wide range of chemical products with diverse applications.

InChI:InChI=1/C10H10N2O2/c13-12(14)6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,7,11H,5-6H2

Upstream product

• 120-72-9 indole 
• 3638-64-0 1-nitroethylene 
• 17206-03-0 1-(1H-indol-3-yl)-N,N-dimethylmethanamine oxide 
• 75-52-5 nitromethane 
• 64-17-5 ethanol 
• 141-52-6 sodium ethanolate 
• 63971-99-3 ethyl 3-(1H-indol-3-yl)-2-nitropropanoate 
• 3156-51-2 3-[(E)-2-nitroeth-1-enyl]-1H-indole 
• 626-35-7 nitroacetic acid ethyl ester 
• 87-52-5 3-(Dimethylaminomethyl)indole 
• 2483-57-0 methyl 2-nitroacetate 
• 687-51-4 H-L-Leu-NH₂ 
• 113747-79-8 butyl 3-(3-indolyl)-2-methyl-2-nitropropionate 
• 620598-21-2 (N-triisopropylsilyl-1H-indol-3-yl)-N,N,N-trimethylmethanaminium iodide 

Downstream Products

• 771-51-7 indole-3-acetonitrile 
• 2776-06-9 (1H-Indol-3-yl)acetaldehyde oxime 
• 1007893-74-4 (4-hydroxyphenyl)(9H-pyrido[3,4-b]indol-1-yl)methanone 
• 1007893-76-6 (3-bromo-4-hydroxyphenyl)(9H-pyrido[3,4-b]indol-1-yl)methanone 
• 1007893-78-8 (3,5-dibromo-4-hydroxyphenyl)(9H-pyrido[3,4-b]indol-1-yl)methanone 
• 86658-78-8 N-tosyl tryptamine 
• 880139-14-0 N-(2-(1H-indol-3-yl)ethyl)-4-butoxybenzenesulfonamide 
• 120823-45-2 N-(2-(1H-indol-3-yl)ethyl)-4-methoxybenzenesulfonamide 

Relevant articles and documents

Synthesis and receptor-affinity profile of N-hydroxytryptamine derivatives for serotonin and tryptamine receptors. A molecular-modeling study.

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2D-2D Nanocomposite of MoS2-Graphitic Carbon Nitride as Multifunctional Catalyst for Sustainable Synthesis of C3-Functionalized Indoles

A nanocomposite of two-dimensional MoS2 supported on graphitic C3N4 nanosheets has been prepared by a facile ultrasonication method followed by demonstrating its ability to catalyze the synthesis of several indole derivatives. The as-prepared nanocomposite catalyst was characterized in detail by using different microscopic and spectroscopic techniques to understand its structure and physicochemical properties. Subsequently, this nanocomposite catalyst was used as a heterogeneous multifunctional catalyst to synthesize several C3-functionalized indoles in the aqueous medium. The employed strategy also provided very good catalyst recyclability and versatility for the synthesis of various precursors of medicinally significant indoles, such as serotonin, melatonin, and various β-carboline alkaloids. In addition, a natural product derivate has been prepared on the gram-scale by using this methodology. Furthermore, high atom economy (100 %) and lower E-factor (0.042) makes this strategy a sustainable approach for the synthesis of C3-functionalized indoles.

New insights into the catalytic reduction of aliphatic nitro compounds with hypophosphites under ultrasonic irradiation

This work describes an efficient process for the reduction of nitro compounds to the corresponding amines with a catalytic amount of Pd/C (0.6 mol%), and a mixture of sodium hypophosphite and hypophosphorous acid as a reducing agent in H2O/2-MeTHF at 60 °C. The reaction was optimized under silent conditions. The conditions for the in situ production of H2 using the mixture NaH2PO2/H3PO2 were studied. The influence of ultrasonic activation was investigated both in terms of efficiency and kinetics. The reaction was shown to be efficient in water, at 70 °C with a quantitative conversion and a maximal yield in only 15 min thanks to the ultrasonic activation. Finally, ultrasound was proved to act as a physical agent of phase transfer.