2873-90-7

Basic information

• Product Name: 4-DIETHYLAMINOBENZONITRILE
• Synonyms: P-(DIETHYLAMINO)BENZONITRILE;4-DIETHYLAMINOBENZONITRILE;Benzonitrile, 4-(diethylamino)-;4-(diethylamino)benzenecarbonitrile
• CAS NO: 2873-90-7
• Molecular Formula: C₁₁H₁₄N₂
• Molecular Weight: 174.24
• EINECS: 220-712-7
• Mol File: 2873-90-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 66-67°C
• Boiling Point: 341.8 °C at 760 mmHg
• Flash Point: 151.4 °C
• Appearance: /
• Density: 1.01 g/cm³
• Vapor Pressure: 7.85E-05mmHg at 25°C
• Refractive Index: 1.536
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• BRN: 973913
• CAS DataBase Reference: 4-DIETHYLAMINOBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-DIETHYLAMINOBENZONITRILE(2873-90-7)
• EPA Substance Registry System: 4-DIETHYLAMINOBENZONITRILE(2873-90-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-22
• Safety Statements: 22-36/37
• RIDADR: 3276
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 2873-90-7(Hazardous Substances Data)

Usage

Uses

4-(Diethylamino)benzonitrile

InChI:InChI=1/C11H14N2/c1-3-13(4-2)11-7-5-10(9-12)6-8-11/h5-8H,3-4H2,1-2H3

Upstream product

• 120-21-8 4-Diethylaminobenzaldehyde 
• 54376-65-7 4-(N,N-diethylamino)benzaldoxime 
• 623-00-7 4-bromobenzenecarbonitrile 
• 623-03-0 4-Cyanochlorobenzene 
• 109-89-7 diethylamine 
• 93-61-8 N-methyl-N-phenylformamide 
• 91-66-7 N,N-diethylaniline 

Downstream Products

• 49595-41-7 4-(4,5-dimethyl-2-oxo-2-phenyl-2,3-dihydro-1H-2λ⁵-[1,2]azaphosphepin-7-yl)-N,N-diethyl-aniline 
• 772324-97-7 4-(diethylamino)benzothioamide 
• 1189351-24-3 N-[4-(7-ethoxy-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)phenyl]-N,N-diethylamine 
• 1189352-95-1 C₁₇H₂₄N₂O₂S 
• 1189351-25-4 2-[4-(diethylamino)phenyl]-4,5,6,7-tetrahydro-1,3-benzothiazol-7-ol 
• 562105-94-6 N-[7-[4-(diethylamino)phenyl]-3-methyl-1,6-naphthyridine-5-yl]-1,3-propanediamine 
• 136319-98-7 3-<1-(4-diethylaminobenzoyl)aminobenzyl>-2H-1-benzopyran-2-one 

Relevant articles and documents

A Catalyst-Free Amination of Functional Organolithium Reagents by Flow Chemistry

Reported is the electrophilic amination of functional organolithium intermediates with well-designed aminating reagents under mild reaction conditions using flow microreactors. The aminating reagents were optimized to achieve efficient C?N bond formation without using any catalyst. The electrophilic amination reactions of functionalized aryllithiums were successfully conducted under mild reaction conditions, within 1 minute, by using flow microreactors. The aminating reagent was also prepared by the flow method. Based on stopped-flow NMR analysis, the reaction time for the preparation of the aminating reagent was quickly optimized without the necessity of work-up. Integrated one-flow synthesis consisting of the generation of an aryllithium, the preparation of an aminating reagent, and their combined reaction was successfully achieved to give the desired amine within 5 minutes of total reaction time.

Convenient conversion of aldoximes into nitriles with N-chlorosuccinimide and pyridine

Benzaldehyde oximes substituted with electron-donating groups are dehydrated to the corresponding benzonitriles by N-chlorosuccinimide/pyridine in acetonitrile. Benzaldehyde oxime itself and alkanal oximes afford the corresponding aldehydes. Thieme Stuttgart.

P[N(i-Bu)CH2CH2]3N: A versatile ligand for the Pd-catalyzed amination of aryl chlorides

(Matrix presented) Palladium-catalyzed amination reactions of aryl chlorides with amines proceeded in the presence of the bicyclic triaminophosphine P[N(i-Bu)CH2CH2]3N to afford the corresponding arylamines in good to excellent yields. Electron-poor, electron-neutral, and electron-rich aryl chlorides all participated with equal ease.