94-34-8

Basic information

• Product Name: N-Cyanoethyl-N-methylaniline
• Synonyms: N-(2-CYANOETHYL)-N-METHYLANILINE;N-(B-CYANOETHYL)-N-METHYLANILINE;N-CYANOETHYL-N-METHYL ANILINE;N-METHYL-N-(B-CYANOETHYL)ANILINE;N-METHYL-N-(2-CYANOETHYL)ANILINE;3-(methylphenylamino)-propanenitril;N-Methyl-N-Cyanoethyl Aniline;3-(methyl(phenyl)amino)propanenitrile
• CAS NO: 94-34-8
• Molecular Formula: C10H12N2
• Molecular Weight: 160.22
• EINECS: 202-325-5
• Product Categories: Intermediates of Dyes and Pigments;aniline derivatives
• Mol File: 94-34-8.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 313 °C(lit.)
• Flash Point: 125-127°C/4mm
• Appearance: /
• Density: 1.035 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00135mmHg at 25°C
• Refractive Index: n20/D 1.56(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• BRN: 2803416
• CAS DataBase Reference: N-Cyanoethyl-N-methylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-Cyanoethyl-N-methylaniline(94-34-8)
• EPA Substance Registry System: N-Cyanoethyl-N-methylaniline(94-34-8)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-21/22
• Safety Statements: 26-36-36/37
• WGK Germany: 3
• TSCA: Yes
• PackingGroup: III
• Hazardous Substances Data: 94-34-8(Hazardous Substances Data)

Usage

General Description

N-Cyanoethyl-N-methylaniline is a chemical compound that is commonly used as a component in the production of dyes, pigments, and pharmaceuticals. It is a clear, colorless to light yellow liquid with a faint amine odor and is insoluble in water. It is primarily utilized in organic synthesis as a strong base and acts as a catalyst in several reactions. N-Cyanoethyl-N-methylaniline is also used in the production of polymers, resins, and adhesives, and it is important to handle it with care as it can cause irritation to the skin, eyes, and respiratory system if not used properly.

InChI:InChI=1/C10H12N2/c1-12(9-5-8-11)10-6-3-2-4-7-10/h2-4,6-7H,5,9H2,1H3

Upstream product

• 5351-04-2 3-diethylaminopropionitrile 
• 2739-12-0 N-methylaniline hydrochloride 
• 107-13-1 acrylonitrile 
• 100-61-8 N-methylaniline 
• 542-76-7 3-Chloropropionitrile 
• 773837-37-9 sodium cyanide 
• 613-97-8 N-methyl-N-ethylaniline 
• 64-18-6 formic acid 
• 1075-76-9 N-cyanoethylaniline 
• 124-38-9 carbon dioxide 
• 75-05-8 acetonitrile 
• 3334-56-3 N-methyl-N-(2-[hydroxycarbonyl]ethyl)aniline 
• 51905-47-6 N-Methyl,N-{(2-bromo)-1-ethyl}aniline 
• 151-50-8 potassium cyanide 

Downstream Products

• 1198-15-8 1-methyl-1,2,3,4-tetrahydroquinolin-4-one 
• 3334-56-3 N-methyl-N-(2-[hydroxycarbonyl]ethyl)aniline 
• 53485-07-7 N-(3-aminopropyl)-N-methylaniline 
• 66022-72-8 N-(2-cyano-ethyl)-N,N-dimethyl-anilinium; iodide 
• 89803-33-8 3-({4-[6-(2-Hydroxy-ethoxy)-benzothiazol-2-ylazo]-phenyl}-methyl-amino)-propionitrile 
• 6312-26-1 N-methyl-N-(2-[2]pyridyl-ethyl)-aniline 
• 71-43-2 benzene 
• 103864-17-1 Bis--phenyl>-ether 
• 89787-55-3 C₂₀H₂₂N₅O₂S⁽¹⁺⁾*CH₃O₄S^(1-) 
• 31464-38-7 3-(methyl{4-[(4-nitrophenyl)azo]phenyl}amino)propiononitrile 
• 31464-26-3 N-methyl-N-cyanoethyl-4[(E)-phenyldiazen-1-yl]aniline 
• 107591-19-5 3-(methylphenylamino)-2-propenenitrile 
• 1075-76-9 N-cyanoethylaniline 
• 100-61-8 N-methylaniline 

Relevant articles and documents

Bio-heterogeneous Cu(0)NC@PHA for n-aryl/alkylation at room temperature

A pure cellulose was derived from waste fibre and it was chemically modified to a hydroxamic acid ligand. The poly(hydroxamic acid) was treated with an aqueous copper solution to afford the greenish stable five-membered copper complex; namely Cu(II)@PHA. Further, the Cu(II)@PHA was treated with a reducing agent hydrazine hydride to give brown colour cellulose supported copper nanocomplex (Cu(0)NC@PHA). The Cu(0)NC@PHA was characterised by ATR-FTIR, FE-SEM & EDS, TEM, ICP-OES, TGA, XRD and XPS analyses. The cellulose-based Cu(0)NC@PHA was used for the n-aryl/alkylation (Michael addition) reaction with a variety of α,β-unsaturated Michael acceptors to produce the corresponding n-aryl/alkyl products with an excellent yield at room temperature. The Cu(0)NC@PHA showed extraordinary stability and it was easily filtered out from the reaction mixture and may potentially recycled up to five times without loss of its original catalytic ability.

Mn-Catalyzed Selective Double and Mono-N-Formylation and N-Methylation of Amines by using CO2

Functionalization of amines by using CO2 is of fundamental importance considering the abundance of amines and CO2. In this context, the catalytic formylation and methylation of amines represent convenient and successful protocols for selective CO2 utilization as a C1 building block. This study represents the first example of selective catalytic double N-formylation of aryl amines by using a dinuclear Mn complex in the presence of phenylsilane. This robust system also allows for selective formylation and methylation of amines under a range of conditions.

Methylation method of amines

The invention provides a methylation method of amines. The method is characterized by comprising the steps that under the protection of nitrogen or inert gas, organic amines, a reductive agent polymethyl hydrogen siloxane or diphenyl silane, a catalyst potassium phosphate and an additive 18-crown-6 are added into a reaction container, and an reaction is made with carbon dioxide as a C1 source to obtain methylated products of amines. According to the method, potassium phosphate serves as the catalyst, the carbon dioxide serves as the C1 source, polymethyl hydrogen siloxane or diphenyl silane serves as the reductive agent, and 18-crown-6 serves as the additive. Various kinds of amines are converted into the corresponding methylated products in an acetonitrile solvent or without solvents. Two waste materials including the carbon dioxide and polymethyl hydrogen siloxane (PMHS) serve as the C1 source and the reductive agent in the method respectively, phosphate serves as the catalyst, the cost is low, and the conversion efficiency is high. Thus, the method makes an important contribution to the development of green chemistry.