5320-30-9

Basic information

• Product Name: N-(4-{[(Z)-3H-indol-3-ylidenemethyl]amino}phenyl)-N-methylacetamide
• CAS NO: 5320-30-9
• Molecular Formula: C₁₁H₁₁N
• Molecular Weight: 291.3471
• Mol File: 5320-30-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 494.5°C at 760 mmHg
• Flash Point: 252.9°C
• Density: 1.15g/cm³
• Vapor Pressure: 6.39E-10mmHg at 25°C
• Refractive Index: 1.617
• CAS DataBase Reference: N-(4-{[(Z)-3H-indol-3-ylidenemethyl]amino}phenyl)-N-methylacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-{[(Z)-3H-indol-3-ylidenemethyl]amino}phenyl)-N-methylacetamide(5320-30-9)
• EPA Substance Registry System: N-(4-{[(Z)-3H-indol-3-ylidenemethyl]amino}phenyl)-N-methylacetamide(5320-30-9)

Safety Data

• Hazardous Substances Data: 5320-30-9(Hazardous Substances Data)

Upstream product

• 1823-14-9 5-phenyl-1-pentyne 
• 104-53-0 3-phenyl-propionaldehyde 
• 4336-70-3 (cyanomethyl)triphenylphosphonium chloride 
• 104-54-1 3-Phenylpropenol 
• 16640-68-9 cyanomethylene triphenylphosphorane 
• 433231-64-2 C₂₀H₁₀F₁₂NO₂P 
• 15898-47-2 (cyanomethyl)triphenylphosphonium bromide 
• 50488-52-3 diphenyl (cyanomethyl)phosphonate 

Downstream Products

• 7726-45-6 5-phenylvaleronitrile 

Relevant articles and documents

Copper-catalyzed direct transformation of simple alkynes to alkenyl nitriles via aerobic oxidative N-incorporation

A novel direct transformation of aliphatic terminal alkynes to alkenyl nitriles through the incorporation of a nitrogen atom into the simple hydrocarbons has been reported. The usage of inexpensive copper catalyst, O2 as the sole oxidant, broad substrate scope as well as feasibility for "late-stage modification" make this protocol very promising. Mechanistic studies including DFT calculation demonstrate a novel 1,2-hydride shift process for this novel nitrogenation reaction.

Borrowing hydrogen: Indirect "Wittig" olefination for the formation of C-C bonds from alcohols

The successful development of an indirect three-step domino sequence for the formation of C-C bonds from alcohol substrates is described. An iridium-catalysed dehydrogenation of alcohol 1 affords the intermediate aldehyde 2. The desired C-C bond can then be formed by a facile Wittig olefination, yielding the intermediate alkene 3. In the final step the alkene is hydrogenated to afford the indirect Wittig product, the alkane 4. The key to this process is the concept of borrowing hydrogen; hydrogen removed in the initial dehydrogenation step is simply borrowed by the iridium catalyst. Functioning as a hydrogen reservoir, the catalyst facilitates C-C bond formation before subsequently returning the borrowed hydrogen in the final step. Herein we present full details of our examination into both the substrate and reaction scope and the limitations of the catalytic cycle. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

The reaction of triphenylphosphonium or triphenylarsonium salts with aldehyde: Effect of the counteranion on their reactivity

Some acetonyltriphenylphosphonium, methoxycarbonylmethyltriphenylphosphonium salts and their triphenylarsonium analogues could undergo Wittig reaction with aldehyde in good yields. Their reactivity was counteranion-dependent and was arranged in the following order: p-TsO-, Br-3CO2/-2CO2/-2/-, HCO2/-, MeCO2/-. The proton-coupled 13C NMR splitting patterns of the α-methylene groups provided a valuable information to predict their reactivity with aldehyde. Only those onium salts without C-H coupling could undergo Wittig reaction. (C) 2000 Elsevier Science Ltd.