101-24-6

Basic information

• Product Name: 3-nitro-N-(3-nitrophenyl)benzamide
• Synonyms: 3-Nitro-N-(3-nitrophenyl)benzamide;3,3'-dinitrobenzanilide
• CAS NO: 101-24-6
• Molecular Formula: C₁₃H₉N₃O₅
• Molecular Weight: 287.22766
• EINECS: 202-927-8
• Mol File: 101-24-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 384.6°Cat760mmHg
• Flash Point: 186.4°C
• Appearance: /
• Density: 1.496g/cm³
• CAS DataBase Reference: 3-nitro-N-(3-nitrophenyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-nitro-N-(3-nitrophenyl)benzamide(101-24-6)
• EPA Substance Registry System: 3-nitro-N-(3-nitrophenyl)benzamide(101-24-6)

Safety Data

• Hazardous Substances Data: 101-24-6(Hazardous Substances Data)

Usage

Description

3,3'-Dinitrobenzanilide is a chemical compound characterized by a molecular structure that features two benzene rings, each bearing a nitro group (-NO2) and an amide group (-CONH2). The presence of these functional groups endows the compound with unique chemical and physical properties, making it a versatile building block for the synthesis of various organic compounds and a potential candidate for applications in different fields.

Uses

Used in Organic Synthesis:
3,3'-Dinitrobenzanilide is used as a synthetic intermediate for the preparation of other organic compounds. Its structural versatility allows chemists to modify and functionalize the molecule, leading to the development of new compounds with specific properties and applications.
Used in Medicinal Chemistry:
3,3'-Dinitrobenzanilide is used as a lead compound in the discovery and development of new pharmaceutical agents. The presence of the nitro and amide groups can be exploited to design molecules with potential biological activities, such as antimicrobial, antiviral, or anticancer properties.
Used in Material Science:
3,3'-Dinitrobenzanilide can be used as a building block for the synthesis of novel materials with specific characteristics. 3,3'-dinitrobenzanilide's structural features can be utilized to create materials with unique optical, electronic, or mechanical properties, which can be applied in various industries, such as electronics, photonics, or nanotechnology.
Used in Analytical Chemistry:
3,3'-Dinitrobenzanilide can be employed as a reagent or a reference compound in analytical techniques, such as chromatography, spectroscopy, or electrochemistry. Its distinct chemical properties can be used to study the behavior of other compounds or to develop new analytical methods for the detection and quantification of specific substances.

Upstream product

• 99-09-2 3-nitro-aniline 
• 121-90-4 m-nitrobenzoic acid chloride 
• 13277-62-8 m-nitrobenzoyl bromide 

Downstream Products

• 101-12-2 3,3'-Diaminobenzanilide 

Relevant articles and documents

Naphthalene-1,8-diylbis(diphenylmethylium) as an organic two-electron oxidant: Benzidine synthesis via oxidative self-coupling of N,N-dialkylanilines

Naphthalene-1,8-diylbis(diphenylmethylium) exhibits a unique electron-transfer reduction behavior due to the close proximity of the two triarylmethyl cations, which form a C-C bond while accepting two electrons, leading to 1,1,2,2-tetraphenylacenaphthene. The preparation of the dication was readily accomplished under anhydrous conditions starting from a cyclic bis(triarylmethyl) ether, derived from 1,8-dibromonaphthalene. The process proceeded via deoxygenation accompanying the formation of a disiloxane on treatment with a silylating agent (Me3SiClO4 or Me 3SiOTf) in 1,1,1,3,3,3-hexafluoropropan-2-ol. The dication was successfully employed for oxidative coupling of N,N-dialkylanilines at the paraposition to afford the corresponding benzidines in good to excellent yield.

JOINT EFFECT OF STRUCTURE OF REAGENTS AND TEMPERATURE ON REACTIVITY OF AROYL BROMIDE-PRIMARY ARYLAMINE SYSTEMS IN BENZENE. CROSSED CORRELATION

The kinetics of the reactions of aroyl bromides with primary arylamines in benzene were studied at 10, 25, 40, and 55 deg C.The effects of factors (temperature, the structure of the aroyl bromides and primary arylamines) varied separately and in pairs and also the joint effect of the three factors on the process rate were assessed quantitatively.The joint effect of the structure of the primary arylamines and the temperature on the reactivity of the system is nonadditive, and the effect of the structure of the aroyl bromides and temperature is additive.The influence of the varied parameters on the nature of the translation states in the reactions is discussed.

TRANSITION THROUGH AN ISOPARAMETRIC POINT RELATIVE TO SUBSTITUENT IN THE REACTION OF AROYL BROMIDES WITH PRIMARY ARYLAMINES. RELATIONSHIP BETWEEN REACTIVITY AND SELECTIVITY

Rates were measured for the reactions of aroyl bromides with primary arylamines in 1:1 chlorobenzene-cyclohexane at 25 deg C.The kinetic data were treated by the Hammett-Taft equations and cross correlation.This is the first reported transition through an isoparametric point relative to the structure of the nucleophile accompanied by inversion of the sign of the sensitivity parameter relative to the substrate structure in the aroyl bromide-primary arylamine reaction system.The results of the cross correlation analysis were interpreted on the basis of a concerted mechanism involving nucleophilic substitution at the carbonyl carbon atom.The relationship between the reactivity of the system studied and its selectivity was examined.