16886-08-1

Basic information

• Product Name: 1-(allyl)-1H-indole
• Synonyms: 1-(allyl)-1H-indole;1-(2-Propenyl)-1H-indole
• CAS NO: 16886-08-1
• Molecular Formula: C₁₁H₁₁N
• Molecular Weight: 157.21174
• EINECS: 240-921-7
• Mol File: 16886-08-1.mol
• Article Data: 55

Chemical Properties

• Boiling Point: 267.9°Cat760mmHg
• Flash Point: 115.8°C
• Appearance: /
• Density: 0.96g/cm³
• Vapor Pressure: 0.0131mmHg at 25°C
• Refractive Index: 1.552
• CAS DataBase Reference: 1-(allyl)-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(allyl)-1H-indole(16886-08-1)
• EPA Substance Registry System: 1-(allyl)-1H-indole(16886-08-1)

Safety Data

• Hazardous Substances Data: 16886-08-1(Hazardous Substances Data)

Usage

General Description

1-(allyl)-1H-indole is a chemical compound with the molecular formula C11H11N. It is a type of indole which is a heterocyclic aromatic organic compound. It is a colorless to pale yellow liquid at room temperature, with a strong unpleasant odor. 1-(allyl)-1H-indole is commonly used as an intermediate in the synthesis of various pharmaceuticals and organic compounds. It is also used in the production of fragrance chemicals and as a flavoring agent in the food industry. Additionally, it has been studied for its potential biological and pharmacological activities, including as an anticonvulsant and as a potential anticancer agent.

InChI:InChI=1/C11H11N/c1-2-8-12-9-7-10-5-3-4-6-11(10)12/h2-7,9H,1,8H2

Upstream product

• 120-72-9 indole 
• 88876-27-1 N‐allylindolin 
• 556-56-9 allyl iodid 
• 13884-15-6 (Indol-1-yl)magnesium iodide 
• 107-05-1 3-chloroprop-1-ene 
• 18344-49-5 1-indolyllithium 
• 16982-67-5 sodium salt of indole 
• 106-95-6 allyl bromide 
• 1006727-95-2 allyl(2-ethynylphenyl)amine 
• 109-64-8 1,3-dibromo-propane 
• 194231-71-5 1-allyl-7-bromo-1H-indole 
• 31163-74-3 indole potassium salt 
• 627-15-6 1,3-dibromopropene 
• 107-18-6 allyl alcohol 

Downstream Products

• 1426654-53-6 (1-allyl-1H-indol-3-yl)(phenyl)methanone 
• 111480-86-5 1-Allyl-1H-indole-3-carboxaldehyde 
• 871828-99-8 (2R)-2-(1H-indol-3-yl)-2-phenyl-ethylamine 

Relevant articles and documents

Iodine-Catalyzed Aerobic Diazenylation-Amination of Indole Derivatives

A mild strategy for consecutive diazenylation and amination of indole moieties has been demonstrated. The functionalization occurs at C3 and C2 carbon atoms, respectively, at the indole scaffold in the presence of catalytic iodine and air at 40 °C in the 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) solvent. It is noteworthy that the aromatic amines are generated in situ by the reaction of aryl hydrazine with iodine. In general, bright red products are obtained in moderate to good yield. Control reactions are conducted to establish the reaction mechanism.

Manganese(III) Acetate Catalyzed Aerobic Dehydrogenation of Tertiary Indolines, Tetrahydroquinolines and an N-Unsubstituted Indoline

A Mn(OAc)3 ? 2H2O-catalyzed aerobic dehydrogenation of five and six-membered N-heterocycles for the synthesis of N-heteroarenes is reported. Of note, this protocol can be applied to the dehydrogenation of tertiary indolines with various electron-deficient N-substituents. Preliminary mechanistic investigations support that a single-electron transfer pathway might be involved. (Figure presented.).

γ-Carboline synthesis enabled by Rh(iii)-catalysed regioselective C-H annulation

A redox-neutral Rh(iii)-catalyzed C-H annulation of indolyl oximes was developed. Relying on the use of various alkynyl silanes as the terminal alkyne surrogates, the reaction exhibited a reverse regioselectivity, thus giving an exclusive and easy way for the synthesis of a wide range of substituent free γ-carbolines at C3 position with high efficiency. Deuterium-labelling experiments and kinetic analysis have preliminarily shed light on the working mode of this catalytic system. This journal is