BENZANILIDE

BENZANILIDE Basic information
Product Name:BENZANILIDE
Synonyms:N-PHENYLBENZAMIDE;N-BENZOYLANILINE;BENZANILIDE;Benzamide, N-phenyl-;Benzamide,N-phenyl-;Benzanilid;Benzoic acid anilide;Benzoylanilide
CAS:93-98-1
MF:C13H11NO
MW:197.23
EINECS:202-292-7
Product Categories:Pharmaceutical Intermediates;1
Mol File:93-98-1.mol
BENZANILIDE Structure
BENZANILIDE Chemical Properties
Melting point 161-163 °C(lit.)
Boiling point 117 °C10 mm Hg(lit.)
density 1,315 g/cm3
refractive index 1.6050 (estimate)
Fp 117°C/10mm
storage temp. Store below +30°C.
solubility H2O: insoluble
pka13.52±0.70(Predicted)
form Powder
Colour Index 42095
color Grayish to yellow-green
Water Solubility Insoluble
Merck 14,1061
BRN 1102980
CAS DataBase Reference93-98-1(CAS DataBase Reference)
NIST Chemistry ReferenceN-Phenylbenzoic acid amide(93-98-1)
EPA Substance Registry SystemBenzanilide (93-98-1)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22-36/37/38
Safety Statements 22-24/25-36-26
WGK Germany 3
TSCA Yes
HS Code 29242990
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
BENZANILIDE Usage And Synthesis
Chemical Propertiesgreyish to yellow-green powder
Usesmanufacture of dyes and perfumes.
UsesBenzanilide is used to make dyes, active pharmaceutical ingredients and perfumes. It is also used to study the influence of beta-cyclodextrin on photorearrangement of acetanilide, benzanilide and ethyl phenyl carbonate. Further, it is used as an amide model compound to study the reaction between the amide and epoxy. In addition to this, it reacts with aryltriflates in the presence of palladium-based catalyst system to get N-(2,6-diarylbenzoyl)anilines.
Synthesis Reference(s)Journal of Heterocyclic Chemistry, 24, p. 187, 1987 DOI: 10.1002/jhet.5570240135
The Journal of Organic Chemistry, 20, p. 1482, 1955 DOI: 10.1021/jo01128a004
Tetrahedron Letters, 31, p. 1063, 1990 DOI: 10.1016/S0040-4039(00)94431-9
General DescriptionBenzanilide undergoes diarylation with aryl triflates or bromides in the presence of a palladium-based catalyst system to form corresponding N-(2,6-diarylbenzoyl)anilines. It is used in manufacture of dyes and perfumes.
Purification MethodsCrystallise 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.]
NAPHTHOL AS-BI PHOSPHATE 5-CHLOROSALICYLANILIDE Phthalylsulfathiazole BENZANILIDE 4-CHLOROBENZANILIDE N-(2,3-Dihydro-2-oxo-1H-benzimidazol-5-yl)-3-hydroxy-2-naphthalenecarboxamide 5,6,11,12-TETRAHYDRODIBENZ[B,F]AZOCIN-6-ONE N N'-BIS(2 5-DI-T-BU-PHENYL)-3 4 9 10- Fast Blue BB 10,11-DIHYDRODIBENZ[B,F][1,4]OXAZEPIN-11-ONE FAST RED VIOLET LB BASE 2-CHLORO-4-BENZAMIDO-5-METHYLBENZENE DIA FAST BLUE RR SALT N-Phenylbenzohydroxamic acid NAPHTHOL AS ACETATE CI 37155 Salicylanilide XYLIDYL BLUE I SODIUM SALT

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