73747-25-8

Basic information

• Product Name: N-(3-Cyanopropyl)aniline
• Synonyms: 4-Anilinobutyronitrile;N-(3-Cyanopropyl)aniline
• CAS NO: 73747-25-8
• Molecular Formula: C₁₀H₁₂N₂
• Molecular Weight: 160.22
• Mol File: 73747-25-8.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 344.5°C at 760 mmHg
• Flash Point: 162.1°C
• Appearance: /
• Density: 1.055g/cm³
• Vapor Pressure: 6.57E-05mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: N-(3-Cyanopropyl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3-Cyanopropyl)aniline(73747-25-8)
• EPA Substance Registry System: N-(3-Cyanopropyl)aniline(73747-25-8)

Safety Data

• Hazardous Substances Data: 73747-25-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H12N2/c11-8-4-5-9-12-10-6-2-1-3-7-10/h1-3,6-7,12H,4-5,9H2

Upstream product

• 55552-70-0 furan-3-boronic acid 
• 112933-58-1 3-chloro-1,4,5,6-tetrahydro-1-phenylpyridazine 
• 182163-96-8 3,4,5-trimethoxyphenylboronic Acid 
• 139301-27-2 4-trifluoromethoxyphenylboronic acid 
• 110-61-2 butanedinitrile 
• 62-53-3 aniline 
• 614-30-2 N-methyl-N-phenyl-benzenemethanamine 
• 107-13-1 acrylonitrile 
• 100-61-8 N-methylaniline 
• 1027379-53-8 cyano acrylate 
• 98-95-3 nitrobenzene 
• 628-20-6 4-Chlorobutyronitrile 
• 7190-52-5 A-53612 
• 98-80-6 phenylboronic acid 

Downstream Products

• 96682-43-8 4-anilinobutanoic amidoxime 
• 96682-53-0 1-Phenyl-pyrrolidin-2-one oxime 
• 223394-90-9 N-phenyl-tetramethylenediamine 
• 1286232-47-0 N-(4-phenylamino)butyramide 
• 4641-57-0 1-phenylpyrrolidin-2-one 
• 7544-81-2 1-phenyl-2-iminopyrrolidine 
• 96682-47-2 Phenyl-[3-(5-phenyl-[1,2,4]oxadiazol-3-yl)-propyl]-amine 
• 96682-51-8 [3-(5-Benzyl-[1,2,4]oxadiazol-3-yl)-propyl]-phenyl-amine; hydrochloride 
• 96682-52-9 Phenyl-{3-[5-(2-piperidin-1-yl-ethyl)-[1,2,4]oxadiazol-3-yl]-propyl}-amine; hydrochloride 
• 96682-46-1 Phenyl-[3-(5-phenyl-[1,2,4]oxadiazol-3-yl)-propyl]-amine; hydrochloride 
• 96682-50-7 [3-(5-Methyl-[1,2,4]oxadiazol-3-yl)-propyl]-phenyl-amine; hydrochloride 
• 96682-57-4 1-Phenyl-pyrrolidin-2-one oxime; hydrochloride 
• 859307-45-2 ethyl N-(3-cyanopropyl)-N-phenylglycinate 
• 1370421-76-3 C₁₂H₁₀N₂O₂ 

Relevant articles and documents

Minimization of Back-Electron Transfer Enables the Elusive sp3 C?H Functionalization of Secondary Anilines

Anilines are some of the most used class of substrates for application in photoinduced electron transfer. N,N-Dialkyl-derivatives enable radical generation α to the N-atom by oxidation followed by deprotonation. This approach is however elusive to monosubstituted anilines owing to fast back-electron transfer (BET). Here we demonstrate that BET can be minimised by using photoredox catalysis in the presence of an exogenous alkylamine. This approach synergistically aids aniline SET oxidation and then accelerates the following deprotonation. In this way, the generation of α-anilinoalkyl radicals is now possible and these species can be used in a general sense to achieve divergent sp3 C?H functionalization.

Single-Electron-Transfer-Induced C(sp3)-N Couplings via C-C Bond Cleavage of Cycloketoxime Esters

A practical single-electron-transfer-induced selective C(sp3)-N coupling of cycloketoximes with anilines via C-C bond cleavage under copper-catalytic and synergetic photoredox/copper-catalytic reaction systems has been uncovered. These two powerful and simple protocols demonstrated excellent selectivity and good functional group compatibility without any base or ligand control. Preliminary mechanistic experiments indicated that a radical-mediated process was involved in these transformations.

Microwave-assisted cyclizations promoted by polyphosphoric acid esters: A general method for 1-aryl-2-iminoazacycloalkanes

The first general procedure for the synthesis of 5 to 7-membered 1-aryl-2-iminoazacycloalkanes is presented, by microwave-assisted ring closure of ω-arylaminonitriles promoted by polyphosphoric acid (PPA) esters. 1-Aryl-2-iminopyrrolidines were easily pre