2571-54-2

Basic information

• Product Name: 2,4,6-Trimethoxybenzonitrile
• Synonyms: 2,4,6-TRIMETHOXYBENZONITRILE;Benzonitrile, 2,4,6-trimethoxy-;2,4,6-TRIMETHOXYBENZONITRILE 98%;2,4,6-Trimethoxybenzonitrile,98%
• CAS NO: 2571-54-2
• Molecular Formula: C₁₀H₁₁NO₃
• Molecular Weight: 193.2
• EINECS: 219-917-4
• Product Categories: Aromatic Nitriles;Building Blocks;C10 to C27;Chemical Synthesis;Cyanides/Nitriles;Nitrogen Compounds;Organic Building Blocks
• Mol File: 2571-54-2.mol
• Article Data: 49

Chemical Properties

• Melting Point: 143-145 °C(lit.)
• Boiling Point: 329.41°C (rough estimate)
• Flash Point: 145.947 °C
• Appearance: dark yellow to orange-brown crystalline powder
• Density: 1.2307 (rough estimate)
• Vapor Pressure: 5.57E-05mmHg at 25°C
• Refractive Index: 1.5300 (estimate)
• Water Solubility: Insoluble in water.
• CAS DataBase Reference: 2,4,6-Trimethoxybenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-Trimethoxybenzonitrile(2571-54-2)
• EPA Substance Registry System: 2,4,6-Trimethoxybenzonitrile(2571-54-2)

Safety Data

• Hazard Codes: Xn,T
• Statements: 20/21/22-36/37/38-23/24/25
• Safety Statements: 26-37/39-45
• RIDADR: 3276
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 2571-54-2(Hazardous Substances Data)

Usage

Description

2,4,6-Trimethoxybenzonitrile is a chemical compound characterized by its dark yellow to orange-brown crystalline powder appearance. It is a derivative of benzonitrile with three methoxy groups attached to the 2nd, 4th, and 6th positions of the benzene ring.

Uses

Used in Pharmaceutical Industry:
2,4,6-Trimethoxybenzonitrile is used as a pharmaceutical intermediate for the synthesis of various drugs and medications. Its unique chemical structure allows it to serve as a building block in the development of new pharmaceutical compounds, contributing to the advancement of medical treatments and therapies.

Synthesis Reference(s)

The Journal of Organic Chemistry, 30, p. 2077, 1965 DOI: 10.1021/jo01017a522

InChI:InChI=1/C10H11NO3/c1-12-7-4-9(13-2)8(6-11)10(5-7)14-3/h4-5H,1-3H3

Upstream product

• 621-23-8 1,2,3-trimethoxybenzene 
• 67-56-1 methanol 
• 4107-65-7 2,4-dimethoxybenzonitrile 
• 874-90-8 4-methoxybenzonitrile 
• 557-21-1 zinc(II) cyanide 
• 135205-66-2 N?cyanosuccinimide 
• 7677-24-9 trimethylsilyl cyanide 
• 13472-08-7 azobis(2-cyanobutane) 
• 570-02-5 2,4,6-trimethoxybenzoic acid 
• 109-77-3 malononitrile 
• 330660-35-0 silver cyanide 
• 7321-55-3 2,2-dimethylmalononitrile 
• 335343-08-3 5,5-dimethyl-2-(2,4,6-trimethoxyphenyl)-1,3,2-dioxaborinane 
• 75-05-8 acetonitrile 

Downstream Products

• 2904-59-8 2,4,6-trimethoxybenzonitrile N-oxide 
• 1337913-64-0 5-(2,4,6-trimethoxy-phenyl)-2H-tetrazole 
• 1337913-65-1 2-methyl-5-(2,4,6-trimethoxy-phenyl)-2H-tetrazole 
• 1337913-66-2 1-[2-hydroxy-4,6-dimethoxy-3-(2-methyl-2H-tetrazole-5-yl)-phenyl]ethanone 
• 146548-59-6 2,4,6-trimethoxy benzyl amine hydrochloride 
• 1307906-17-7 Au^I(2,4,6-trimethoxybenzonitrile)₂SbF₆ 
• 160150-34-5 2,4,6-trimethoxybenzamidoxime 
• 20806-73-9 N-Trifluoracetyl-DL-methionin-(2,4,6-Trimethoxy-benzylamid) 
• 20806-77-3 DL-Methionin-(2,4,6-Trimethoxy-benzylamid) 
• 21079-33-4 N-(p-Methoxy-benzyloxycarbonyl)-glycin-(2,4,6-Trimethoxy-benzylamid) 
• 20781-36-6 N-Trifluoracetyl-glycin-(2,4,6-Trimethoxy-benzylamid) 
• 77648-20-5 2,4,6-trimethoxybenzylamine 

Relevant articles and documents

Electrochemical Oxidative C?H Cyanation of Quinoxalin-2(1H)-ones with TMSCN

Both quinoxalin-2(1H)-ones and nitriles are valuable organic compounds, and it is an interesting task to introduce cyano into quinoxalin-2(1H)-ones. Herein a regioselective C?H cyanation of quinoxalin-2(1H)-ones was developed with a nucleophilic cyano source TMSCN under electrochemical oxidative conditions. This process allowed the synthesis of C3 cyanated quinoxalin-2(1H)-ones in moderate to excellent yields in the absence of transition-metal catalysts and organic hydroperoxides.

DIBENZOTHIOPHENE SALT AS ALKYNYLATING AND CYANATING AGENT

The present invention describes a new alkynylation and cyanation agent, as well as its preparation and use to introduce nitrile (cyano) or alkyne groups into chemical target molecules by means of an electrophilic reaction. To enable an electrophilic reaction, the chemical backbone of dibenzothiophene was used.

Conversions of aryl carboxylic acids into aryl nitriles using multiple types of Cu-mediated decarboxylative cyanation under aerobic conditions

Here, we used malononitrile or AMBN as a cyanating agent to develop efficient and practical protocols for Cu-mediated decarboxylative cyanations, under aerobic conditions, of aryl carboxylic acids bearing nitro and methoxyl substituents at the ortho position as well as of heteroaromatic carboxylic acids. These protocols involved economical methods to synthesize value-added aryl nitriles from simple and inexpensive raw materials. Further diversification of the 2-nitrobenzonitrile product was performed to highlight the practicality of the protocols. This journal is