102-38-5

Basic information

• Product Name: 3-NITROFORMANILIDE
• Synonyms: N-FORMYL-M-NITROANILINE;N-(3-NITRO-PHENYL)-FORMAMIDE;3-NITROFORMANILIDE;3-Nitroformanilide 98%;3-Nitroformanilide98%
• CAS NO: 102-38-5
• Molecular Formula: C₇H₆N₂O₃
• Molecular Weight: 166.13
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 102-38-5.mol
• Article Data: 46

Chemical Properties

• Melting Point: 132-133°C
• Boiling Point: 368.5 °C at 760 mmHg
• Flash Point: 176.7 °C
• Appearance: /
• Density: 1.407 g/cm³
• Vapor Pressure: 1.27E-05mmHg at 25°C
• Refractive Index: 1.641
• BRN: 2210047
• CAS DataBase Reference: 3-NITROFORMANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-NITROFORMANILIDE(102-38-5)
• EPA Substance Registry System: 3-NITROFORMANILIDE(102-38-5)

Safety Data

• Hazard Codes: Xi
• Statements: R20/22:Harmful by inhalation and if swallowed.
• Safety Statements: S22:Do not inhale dust.; S36/37:Wear suitable protective clothing and gloves.
• Hazardous Substances Data: 102-38-5(Hazardous Substances Data)

Usage

General Description

3-Nitroformanilide is an organic chemical compound characterized by its yellow crystalline appearance. Its chemical formula is C7H6N2O3, and it has a molar mass of approximately 166.14 g/mol. With a melting point of between 170-173 °C, it is known for its moderate solubility in hot water, in addition to its ability to be dissolved in alcohol and ether. It is used as an intermediate compound in the synthesis of various chemical products including dyes and pigments. As with many nitro compounds, it can pose safety risks if improperly handled, and may cause irritation to the eyes, skin, and respiratory tract. Care should thus be taken in its storage and use.

InChI:InChI=1/C7H6N2O3/c10-5-8-6-2-1-3-7(4-6)9(11)12/h1-5H,(H,8,10)

Upstream product

• 103-70-8 Formanilid 
• 7664-93-9 sulfuric acid 
• 7697-37-2 nitric acid 
• 107-31-3 Methyl formate 
• 99-09-2 3-nitro-aniline 
• 149-73-5 trimethyl orthoformate 
• 124-38-9 carbon dioxide 
• 64-18-6 formic acid 
• 141-53-7 sodium formate 
• 123-91-1 1,4-dioxane 
• 2258-42-6 formyl acetic anhydride 
• 68-12-2 N,N-dimethyl-formamide 
• 1988-22-3 4-chlorophenyl formate 
• 50-00-0 formaldehyd 

Downstream Products

• 333793-39-8 N-(1-methyl-2-oxo-propyl)-N-(3-nitrophenyl)formamide 

Relevant articles and documents

Nano rod-shaped and reusable basic Al2O3 catalyst for N-formylation of amines under solvent-free conditions: A novel, practical and convenient 'NOSE' approach

An expeditious, simple, highly efficient, practical and green protocol for the N-formylation of alkyl/aryl amines and indole derivatives catalyzed by novel nano rod-shaped basic Al2O3 under solvent-free conditions has been developed. The catalyst is efficiently recycled up to the 5th run, an important point in the domain of green chemistry. The methodology provides cleaner conversion, shorter reaction times and high selectivity which makes the protocol attractive. The Royal Society of Chemistry 2012.

Nickel-(II)-Catalyzed N-Formylation and N-Acylation of Amines

A highly efficient protocol of Ni(II) metal complex, [Ni(quin)2], catalyzing N-formylation and N-acylation of amines with moderate to excellent yields, using N,N-dimethylformamide and N,N-dimethylacetamide in the presence of imidazole, is described here. The protocol shows broad substrate scope for aliphatic, aromatic, and heterocyclic amines.

Neat formic acid: An excellent N-formylating agent for carbazoles, 3- alkylindoles, diphenylamine and moderately weak nucleophilic anilines

Neat formic acid alone efficiently N-formylates carbazoles, 3- alkylindoles, diphenylamine and even moderately weak nucleophilic anilines to furnish the corresponding N-formyl derivatives in 72-87% yields.

Nano-MgO: An efficient catalyst for the synthesis of formamides from amines and formic acid under MWI

Nano-MgO a basic catalyst was prepared by solution combustion technique. It was characterized by powder XRD, SEM, BET and TEM analyses. It was used as a catalyst for the study of microwave-assisted N-formylation of various aromatic and alkyl amines with formic acid under solvent-free conditions. Nano-MgO showed excellent catalytic properties and the reactions went to completion, within 1-2 min to give products in high yield (90-98%). The catalyst is recoverable quantitatively and re-cycled with almost consistent activity. This new nano catalyst has the advantages of higher yield, lower cost, reduced environmental hazards, and the procedure is highly convenient. Graphical Abstract: Nano-MgO was prepared and characterized by PXRD, SEM, BET and TEM analyses. It was used for the study of microwave-assisted N-formylation of various amines with formic acid under solvent-free condition.

A convenient procedure for the formylation of amines and alcohols using cyanomethyl formate

A simple metyod for the direct formylation of amines using cyanomethyl formate is described. The formylation succeeds in moderate to high yields under mild and neutral conditions. Thus, formamides 2a-f, 2i-m are obtained at room temperature. A chemoselective N-formylation is achieved in the case of ethanolamine. The formylation of nitroanilines and the O-formylation of alcohols only succeeds in the presence of a catalytic amount of imidazole leading to 2g,h and 3a-e, respectively.

A green protocol for the N-formylation of amines using molybdate sulfuric acid as a reusable solid catalyst

A novel and efficient method for the N-formylation of amines via the reaction of orthoformates and amines is developed. The reactions are mediated by a catalytic amount of molybdate sulfuric acid as a heterogeneous solid acid.

Formyloxy-acetonitrile - A reagent for convenient N- and O-formylations

-

Polyphosphoric acid supported on silica-coated NiFe2O 4 nanoparticles: An efficient and magnetically-recoverable catalyst for N-formylation of amines

A rapid, green and simple method for the N-formylation of various aromatic amines with formic acid using polyphosphoric acid supported on silica-coated NiFe2O4 magnetic nanoparticles (NiFe2O 4@SiO2-PPA) under solvent-free conditions at room temperature has been developed. The magnetic catalyst can be easily removed by a simple magnet and reused at least three times without any loss of its high catalytic activity. In addition to its facility, this protocol enhances product purity and promises economic and also environmental profits.

HCl-mediated transamidation of unactivated formamides using aromatic amines in aqueous media

We report transamidation protocol to synthesize a range of secondary and tertiary amides from weakly nucleophilic aromatic and hetero-aryl amines with low reactive formamide derivatives, utilizing hydrochloric acid as catalyst. This current acid mediated strategy is beneficial because it eliminates the need for a metal catalyst, promoter or additives in the reaction, simplifies isolation and purification. Notably, this approach conventionally used to synthesize molecules on gram scales with excellent yields and a high tolerance for functional groups.

Catalyst-Free Transamidation of Aromatic Amines with Formamide Derivatives and Tertiary Amides with Aliphatic Amines

A simple catalyst- and promoter-free protocol has been developed for the transamidation of weakly nucleophilic aromatic amines with formamide derivatives and low-reactivity tertiary amides with aliphatic amines. This strategy is advantageous because no catalyst or promoters are needed, no additives are required, separation and purification is easy, and the reaction is scalable. Significantly, this strategy was further applied to synthesize several pharmaceutical molecules on a gram scale, and excellent yields were achieved.