3085-54-9

Basic information

• Product Name: 4-METHYLFORMANILIDE
• Synonyms: 4'-METHYLFORMANILIDE;4-METHYLFORMANILIDE;4-METHYLPHENYLFORMAMIDE;N-FORMYL-P-TOLUIDINE;N-(P-TOLYL)FORMAMIDE;N-(4-TOLYL)FORMAMIDE;Formamide, N-(4-methylphenyl)-;p-Formotoluidide
• CAS NO: 3085-54-9
• Molecular Formula: C₈H₉NO
• Molecular Weight: 135.16
• EINECS: 221-400-3
• Product Categories: Amides;Carbonyl Compounds;Organic Building Blocks;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 3085-54-9.mol
• Article Data: 188

Chemical Properties

• Melting Point: 51-55 °C(lit.)
• Boiling Point: 293.5°Cat760mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.103g/cm³
• Vapor Pressure: 0.00172mmHg at 25°C
• Refractive Index: 1.581
• Solubility: soluble in Methanol
• PKA: 15.01±0.70(Predicted)
• BRN: 2205371
• CAS DataBase Reference: 4-METHYLFORMANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYLFORMANILIDE(3085-54-9)
• EPA Substance Registry System: 4-METHYLFORMANILIDE(3085-54-9)

Safety Data

• Statements: 20/21/22
• Safety Statements: 22-24/25
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 3085-54-9(Hazardous Substances Data)

Usage

General Description

4-Methylformanilide, also known as N-formyl-4-methylaniline or N-Methyl-p-Toluidide, is an organic compound and a derivative of aniline. It is widely used as an intermediate in the synthesis of various pharmaceuticals and dyes. 4-Methylformanilide is a colorless to pale yellow liquid with a faint odor, and it is soluble in organic solvents. It is also used as a solvent in organic synthesis and as a reagent in the chemical industry. The compound is known to be a skin and eye irritant and has been found to be toxic to aquatic organisms, making it important to handle and dispose of it properly.

InChI:InChI=1/C8H9NO/c1-7-2-4-8(5-3-7)9-6-10/h2-6H,1H3,(H,9,10)

Upstream product

• 109-99-9 tetrahydrofuran 
• 2101-86-2 p-methylazidobenzene 
• 111333-97-2 formic acid pentafluorophenyl ester 
• 106-49-0 p-toluidine 
• 201230-82-2 carbon monoxide 
• 108429-53-4 1-(p-tolyl)-4,5-dihydro-5-hydroxy-1H-1,2,3-triazole 
• 70-11-1 α-bromoacetophenone 
• 16596-03-5 N,N'-di-p-tolylformamidine 
• 2043-61-0 cyclohexanecarbaldehyde 
• 622-52-6 p-tolyl thiocarbamide 
• 107-31-3 Methyl formate 
• 64-18-6 formic acid 
• 117506-45-3 2-(1,5-dihydro-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-ylidene)propanedinitrile 
• 20999-76-2 3-oxo-3-phenyl-2-(2-p-tolylhydrazono)propanal 

Downstream Products

• 10527-16-9 10-chloro-9-anthraldehyde 
• 80535-18-8 4-(4-methylphenyl)-4H-1,2,4-triazole 
• 95475-02-8 2H-2-(4-methylphenyl)benzo[d]-1,2,3-triazole 1-oxide 
• 621-00-1 1,3-di-p-tolylurea 
• 16596-03-5 N,N'-di-p-tolylformamidine 
• 77486-25-0 N,N-Dipropyl-N'-p-tolyl-formamidine 
• 123324-87-8 4-tert-butyl-N-(4-methylphenyl)aniline 
• 123324-88-9 2,8-dimethyl-10-phenyl-5,10-dihydrophenophosphazinine 
• 123324-92-5 2,8-dimethyl-10-phenyl-5,10-dihydrophenophosphazine 10-oxide 
• 123324-93-6 2-t-butyl-8-methyl-10-phenyl-5,10-dihydrophenophosphazine 10-oxide 

Relevant articles and documents

Metal-Free, Rapid, and Highly Chemoselective Reduction of Aromatic Nitro Compounds at Room Temperature

In this study, we developed a metal-free and highly chemoselective method for the reduction of aromatic nitro compounds. This reduction was performed using tetrahydroxydiboron [B2(OH)4] as the reductant and 4,4′-bipyridine as the organocatalyst and could be completed within 5 min at room temperature. Under optimal conditions, nitroarenes with sensitive functional groups, such as vinyl, ethynyl, carbonyl, and halogen, were converted into the corresponding anilines with excellent selectivity while avoiding the undesirable reduction of the sensitive functional groups.

Borane-Trimethylamine Complex as a Reducing Agent for Selective Methylation and Formylation of Amines with CO2

We report herein that a borane-trimethylamine complex worked as an efficient reducing agent for the selective methylation and formylation of amines with 1 atm CO2 under metal-free conditions. 6-Amino-2-picoline serves as a highly efficient catalyst for the methylation of various secondary amines, whereas in its absence, the formylation of primary and secondary amines was achieved in high yield with high chemoselectivity. Mechanistic studies suggest that the 6-amino-2-picoline-borane catalytic system operates like an intramolecular frustrated Lewis pair to activate CO2.

Method for preparing formamide compound by using MCOF to catalyze CO2 as carbon source at normal temperature and pressure

The invention provides a method for preparing a formamide compound by using MCOF to catalyze CO2 as a carbon source at normal temperature and pressure, and belongs to the technical field of chemistry and chemical engineering. Under the conditions of normal temperature and normal pressure, CO2 is used as a carbon source to realize N-formylation reaction of various amine substrates. The method has the advantages that the reaction system uses the metal ion-doped two-dimensional covalent organic framework MCOF as the catalyst, CO2 is reduced at normal temperature and normal pressure to provide acyl, high-pressure hydrogen and toxic CO are prevented from being used, and the reaction conditions are mild (normal temperature and normal pressure). According to the method for preparing the formamide, the greenhouse gas carbon dioxide serves as a carbon source, the cost is low, operation is easy, reaction conditions are mild (normal temperature and normal pressure), the yield of the prepared formamide product is excellent (99%), and a green synthesis method is provided for N-acylation reaction.