93-98-1 Usage
Description
BENZANILIDE is an organic compound with the chemical formula C13H11NO, consisting of a benzene ring and an amide functional group. It is a white crystalline solid that is soluble in organic solvents and has a characteristic odor. BENZANILIDE is known for its versatile chemical properties and is widely used in various industries.
Uses
Used in Chemical Industry:
BENZANILIDE is used as a key intermediate in the synthesis of dyes and perfumes. Its unique chemical structure allows it to form a wide range of colored compounds, making it an essential component in the production of various dyes. Additionally, its aromatic properties contribute to the creation of various fragrances in the perfume industry.
Used in Pharmaceutical Industry:
BENZANILIDE serves as an active pharmaceutical ingredient in the development of drugs. Its amide group can form hydrogen bonds with biological targets, making it a valuable component in the design of new medications.
Used in Research and Development:
BENZANILIDE is utilized as a model compound in the study of chemical reactions, particularly in the investigation of the influence of beta-cyclodextrin on the photorearrangement of acetanilide, benzanilide, and ethyl phenyl carbonate. This research helps in understanding the behavior of similar compounds under various conditions.
Furthermore, BENZANILIDE is used as an amide model compound to study the reaction between the amide and epoxy. This research provides insights into the reactivity and properties of amides, which can be applied to the development of new materials and compounds.
In addition to these applications, BENZANILIDE reacts with aryltriflates in the presence of a palladium-based catalyst system to produce N-(2,6-diarylbenzoyl)anilines. This reaction is an important step in the synthesis of various organic compounds and demonstrates the versatility of BENZANILIDE in organic synthesis.
Synthesis Reference(s)
Journal of Heterocyclic Chemistry, 24, p. 187, 1987 DOI: 10.1002/jhet.5570240135The Journal of Organic Chemistry, 20, p. 1482, 1955 DOI: 10.1021/jo01128a004Tetrahedron Letters, 31, p. 1063, 1990 DOI: 10.1016/S0040-4039(00)94431-9
Purification Methods
Crystallise benzanilide from pet ether (b 70-90o) using a Soxhlet extractor, and dry it overnight at 120o. Also crystallise it from EtOH. [Beilstein 12 IV 417.]
Check Digit Verification of cas no
The CAS Registry Mumber 93-98-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 3 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 93-98:
(4*9)+(3*3)+(2*9)+(1*8)=71
71 % 10 = 1
So 93-98-1 is a valid CAS Registry Number.
InChI:InChI=1/C13H11NO/c15-13(11-7-3-1-4-8-11)14-12-9-5-2-6-10-12/h1-10H,(H,14,15)
93-98-1Relevant articles and documents
Proton-Transfer Spectroscopy of Benzanilide. The Amide-Imidol Tautomerism
Tang, Guo-Qing,MacInnis, Jean,Kasha, Michael
, p. 2531 - 2533 (1987)
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Generation of Oxyphosphonium Ions by Photoredox/Cobaloxime Catalysis for Scalable Amide and Peptide Synthesis in Batch and Continuous-Flow
Chen, Xiangyang,Houk, Kendall N.,Mo, Jia-Nan,Su, Junqi,Umanzor, Alexander,Zhang, Zheng,Zhao, Jiannan
supporting information, (2022/01/06)
Phosphine-mediated deoxygenative nucleophilic substitutions, such as the Mitsunobu reaction, are of great importance in organic synthesis. However, the conventional protocols require stoichiometric oxidants to trigger the formation of the oxyphosphonium i
TBAI-catalyzed C–N bond formation through oxidative coupling of benzyl bromides with amines: a new avenue to the synthesis of amides
Kumar, Dhirendra,Maury, Suresh Kumar,Kumari, Savita,Kamal, Arsala,Singh, Himanshu Kumar,Singh, Sundaram,Srivastava, Vandana
supporting information, p. 424 - 432 (2022/02/09)
A new green approach for the synthesis of amide through TBAI-catalyzed oxidative coupling of benzyl bromides with amine was developed in the presence of tert-butyl hydroperoxide (TBHP) as an oxidant. Various electron-donating and withdrawing groups containing benzyl bromides and various amines, were subjected to the reaction and transformed to the corresponding amide in good to excellent yields.