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

Chemical Properties

dark yellow to orange-brown crystalline powder

Uses

2,4,6-Trimethoxybenzonitrile is used as pharmaceutical intermediates.

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

• 830-79-5 2,4,6-trimethoxybenzaldehyde 
• 621-23-8 1,2,3-trimethoxybenzene 
• 151-50-8 potassium cyanide 
• 51903-38-9 2,4,6-trimethoxybenzaldehyde oxime 
• 110-05-4 di-tert-butyl peroxide 
• 37841-25-1 1-cyano-2,4,6-trinitrobenzene 
• 124-41-4 sodium methylate 
• 14107-97-2 2,4,6-trimethoxytoluene 
• 68-12-2 N,N-dimethyl-formamide 
• 1131-40-4 2-bromo-1,3,5-trimethoxybenzene 
• 67-56-1 methanol 
• 4107-65-7 2,4-dimethoxybenzonitrile 
• 874-90-8 4-methoxybenzonitrile 
• 2510-49-8 2-iodo-1,3,5-trimethoxybenzene 

Downstream Products

• 2904-59-8 2,4,6-trimethoxybenzonitrile N-oxide 
• 20781-36-6 N-Trifluoracetyl-glycin-(2,4,6-Trimethoxy-benzylamid) 
• 21079-33-4 N-(p-Methoxy-benzyloxycarbonyl)-glycin-(2,4,6-Trimethoxy-benzylamid) 
• 20806-77-3 DL-Methionin-(2,4,6-Trimethoxy-benzylamid) 
• 20806-73-9 N-Trifluoracetyl-DL-methionin-(2,4,6-Trimethoxy-benzylamid) 
• 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 
• 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.

Site-Selective Electrochemical C-H Cyanation of Indoles

An electrochemical approach for the site-selective C-H cyanation of indoles employing readily available TMSCN as cyano source has been developed. The electrosynthesis relies on the tris(4-bromophenyl)amine as a redox catalyst, which achieves better yield and regioselectivity. A variety of C2- and C3-cyanated indoles were obtained in satisfactory yields. The reactions are conducted in a simple undivided cell at room temperature and obviate the need for transition-metal reagent and chemical oxidant.

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