145851-06-5

Basic information

• Product Name: Benzenepropanenitrile, 2-Methoxy-
• Synonyms: Benzenepropanenitrile, 2-Methoxy-;2-methoxyBenzenepropanenitrile
• CAS NO: 145851-06-5
• Molecular Formula: C₁₀H₁₁NO
• Molecular Weight: 161.20044
• Mol File: 145851-06-5.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 294.6±15.0 °C(Predicted)
• Appearance: /
• Density: 1.032±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzenepropanenitrile, 2-Methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanenitrile, 2-Methoxy-(145851-06-5)
• EPA Substance Registry System: Benzenepropanenitrile, 2-Methoxy-(145851-06-5)

Safety Data

• Hazardous Substances Data: 145851-06-5(Hazardous Substances Data)

Usage

General Description

Benzenepropanenitrile, 2-methoxy- is a chemical compound with the molecular formula C10H11NO. It is also known by its alternate name of 2-Methoxybenzyl cyanide. This organic compound is a colorless to pale yellow liquid with a strong, sweet, and floral odor. It is commonly used as a flavoring agent in the food industry and as a fragrance ingredient in the cosmetic and perfume industry. In addition, it is utilized in the production of pharmaceuticals and other organic compounds. However, it is important to handle this chemical with care as it has the potential to cause irritation to the skin, eyes, and respiratory system and is harmful if ingested or inhaled.

Upstream product

• 767-91-9 1-ethynyl-2-methoxybenzene 
• 77287-34-4 formamide 
• 135-02-4 ortho-anisaldehyde 
• 105-34-0 methyl 2-cyanoacetate 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 107-13-1 acrylonitrile 
• 612-16-8 (2-methoxyphenyl)methanol 
• 75-05-8 acetonitrile 
• 7417-18-7 2-methoxyphenethyl alcohol 
• 57103-26-1 (E)-3-(2-methoxyphenyl)propenenitrile 
• 36449-75-9 1-(2-bromoethyl)-2-methoxybenzene 
• 151-50-8 potassium cyanide 
• 35144-25-3 1-(2-methoxyphenyl)-ethyl chloride 

Downstream Products

• 18655-51-1 2-(3-Aminopropyl)-1-methoxybenzene 
• 927890-71-9 6-chloro-3-(2-methoxybenzyl)quinolin-2-amine 
• 495-78-3 3-(2-hydroxyphenyl)propionic acid 
• 6342-77-4 2-methoxy-benzenepropanoic acid 

Relevant articles and documents

Nickel/Cobalt-Catalyzed Reductive Hydrocyanation of Alkynes with Formamide as the Cyano Source, Dehydrant, Reductant, and Solvent

A Ni/Co co-catalyzed reductive hydrocyanation of various alkynes was developed for the production of saturated nitriles. Hydrocyanic acid is generated in situ from safe and readily available formamide. Formamide played multiple roles as a cyano source, dehydrant, and reductant for the NiII pre-catalyst and vinyl nitriles, along with acting as the co-solvent in this reaction. Detailed mechanistic investigation supported a pathway via hydrocyanation of C≡C bond and the subsequent reduction of C=C bond. Wide substrate scope, the employment of a cheap and stable nickel salt as pre-catalyst, a safe cyano source and convenient experimental operation render this hydrocyanation practical for the laboratory synthesis of saturated nitriles. (Figure presented.).

Formal reductive addition of acetonitrile to aldehydes and ketones

An efficient and highly productive rhodium-catalyzed method for the synthesis of nitriles employing aldehydes or ketones, methyl cyanoacetate, water and carbon monoxide as starting materials has been developed. Simple rhodium chloride without any ligands can be used. The fine tuning of the substrate can lead to the activity higher than 5000 TON.

Catalyzation of 1,4-additions of arylboronic acids to α,β- unsaturated substrates using nickel(I) complexes

Nickel(I) complexes were generated in situ from Ni (PPh3) 2Cl2 using activated iron and the complexes combined with N,N′-bis(4-fluorobenzylidene) ethane-1,2-diamine (BFBED) were then used as a catalyst for the 1,4-addition reaction of arylboronic acids to α,β-unsaturated substrates. The reaction proceeded to completion and did not require the addition of a base but the addition of potassium iodide is crucial to this cross-coupling reaction. Moreover, experimental observations suggested a possible Ni(I)-Ni(III) catalytic cycle mechanism.