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

• 64-18-6 formic acid 
• 106-49-0 p-toluidine 
• 77287-34-4 formamide 
• 64-19-7 acetic acid 
• 109-99-9 tetrahydrofuran 
• 2101-86-2 p-methylazidobenzene 
• 201230-82-2 carbon monoxide 
• 99-99-0 1-methyl-4-nitrobenzene 
• 622-52-6 p-methylphenylthiourea 
• 5469-72-7 1-deoxy-1-p-toluidino-D-fructose 
• 7175-47-5 4-methylphenyl isocyanide 
• 18197-22-3 N-formylformamide 
• 32978-00-0 Isopropenyl formate 
• 111333-97-2 formic acid pentafluorophenyl ester 

Downstream Products

• 16596-03-5 N,N'-di-p-tolylformamidine 
• 80535-18-8 4-(4-methylphenyl)-4H-1,2,4-triazole 
• 105971-45-7 N-(4-methylphenyl)-2-methyltetrahydropyrrole 
• 10527-16-9 10-chloro-9-anthraldehyde 
• 22071-69-8 formic acid-(N-nitroso-p-toluidide) 
• 621-00-1 1,3-di-p-tolylurea 
• 26060-31-1 N-(4-methylphenyl)thioformamide 
• 877-43-0 2,6-dimethylquinoline 
• 93663-20-8 formic acid-(N-bromo-p-toluidide) 
• 7175-47-5 4-methylphenyl isocyanide 
• 104-85-8 para-methylbenzonitrile 
• 89-62-3 4-methyl-2-nitroaniline 
• 622-57-1 N-ethyl-p-tolylamine 
• 104175-33-9 2,6-dimethylquinoline-4-carboxylic acid 

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.

Functionalizing HY zeolite with sulfonic acid, a micro-meso structure reusable catalyst for organic transformations

A new class of sulfonic acid functionalized HY zeolite (HY-N-SA) catalyst has been prepared and characterized by some method such as XRD, FT-IR, FESEM, TEM, TGA, NH3-TPD and N2 physisorption. The result shows the micro-meso structure for catalyst without ordering in the mesophase. Then, the HY-N-SA micro-meso structure was used as an acidic catalyst to synthesize of coumarins via Pechmann reaction and facile transformation of amines to formamides under solvent-free condition. To consider the effect of acidity and kind and size of porous on the catalyst activity, this catalyst was compared with NaY-N-SA and MCM-N-SA and pure porous material (NaY and MCM-41). The significant advantages of HY-N-SA with respect to other catalysts are short reaction times, high yields, pure products, mild conditions and easy work-up. In addition, we report an original and environmentally friendly solvent-free procedure which reusability of catalyst makes this method nearly green and environmentally friendly.

Preparation and catalytic evaluation of a palladium catalyst deposited over modified clinoptilolite (Pd&at;MCP) for chemoselective N-formylation and N-acylation of amines

Novel palladium nanoparticles stabilized by clinoptilolite as a natural inexpensive zeolite prepared and used for N-formylation and N-acylation of amines at room temperature at environmentally benign reaction conditions in good to excellent yields. Pd (II) was immobilized on the surface of clinoptilolite via facile multi-step amine functionalization to obtain a sustainable, recoverable, and highly active nano-catalyst. The structural and morphological characterizations of the catalyst carried out using XRD, FT-IR, BET and TEM techniques. Moreover, the catalyst is easily recovered using simple filtration and reused for 7 consecutive runs without any loss in activity.