1199-98-0

Basic information

• Product Name: 4-Phenylbutanamide
• Synonyms: 4-Phenylbutanamide;4-Phenylbutyramide;Benzenebutanamide
• CAS NO: 1199-98-0
• Molecular Formula: C₁₀H₁₃NO
• Molecular Weight: 163.22
• Mol File: 1199-98-0.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 350.4°Cat760mmHg
• Flash Point: 165.7°C
• Appearance: /
• Density: 1.045g/cm³
• Vapor Pressure: 4.42E-05mmHg at 25°C
• Refractive Index: 1.535
• CAS DataBase Reference: 4-Phenylbutanamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Phenylbutanamide(1199-98-0)
• EPA Substance Registry System: 4-Phenylbutanamide(1199-98-0)

Safety Data

• Hazardous Substances Data: 1199-98-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 949, 1989 DOI: 10.1055/s-1989-27441

InChI:InChI=1/C10H13NO/c11-10(12)8-4-7-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2,(H2,11,12)

Upstream product

• 861598-45-0 2,2-dibromo-4-phenyl-butyric acid amide 
• 495-40-9 propiophenone 
• 18496-54-3 phenylbutyric acid chloride 
• 2046-18-6 4-phenylbutyronitrile 
• 26121-45-9 (E)-4-phenyl-3-butenamide 
• 1162643-33-5 C₂₉H₃₀N₆O₄ 
• 939-88-8 rac-(1R,2R)-2-phenylcyclopropanecarboxamide 
• 5861-31-4 methyl trans-2-phenylcyclopropanecarboxylate 
• 939-90-2 trans-2-phenylcyclopropane-1-carboxylic acid 
• 13214-66-9 4-phenyl-1-butylamine 
• 3360-41-6 4-phenyl-butan-1-ol 
• 300-57-2 allylbenzene 
• 201230-82-2 carbon monoxide 
• 5281-18-5 benzaldehyde, hydrazone 

Downstream Products

• 13214-66-9 4-phenyl-1-butylamine 
• 2038-57-5 3-Phenylpropan-1-amine 
• 2046-18-6 4-phenylbutyronitrile 
• 302567-97-1 N-(3-methoxyphenyl)-4-phenylbutanamide 
• 75056-45-0 N-(1-phenylethyl)-4-phenylbutyramide 
• 1197883-02-5 C₄₉H₇₉NO₉Si₂ 
• 177665-17-7 4-phenyl-thiobutyric acid amide 
• 4521-18-0 4-(4-Chlorophenyl)butyric acid amide 
• 205752-93-8 1-(dimethyl(phenyl)silyl)-4-phenylbutan-1-one 
• 22534-75-4 N-acetyl-4-phenylbutanamide 
• 2987-28-2 N-Chlor-4-phenyl-buttersaeure-amid 

Relevant articles and documents

Mechanochemical synthesis of primary amides from carboxylic acids using TCT/NH4SCN

A facile and effective approach toward the synthesis of primary amides from carboxylic acids has been developed. In the presence of 2,4,6-trichloro-1,3,5-triazine, a combination of ammonium thiocyanate and potassium carbonate led to the rapid conversion of carboxylic acids into the corresponding amides within five minutes grinding at room temperature. The use of ammonium thiocyanate as the amine source is unprecedented and exclusive formation of primary amides is observed only under the liquid-assisted grinding conditions.

Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes

Here, a photocatalytic deoxygenative amidation protocol using readily available amine-boranes and carboxylic acids is described. This approach features mild conditions, moderate-to-good yields, easy scale-up, and up to 62 examples of functionalized amides with diverse substituents. The synthetic robustness of this method was also demonstrated by its application in the late-stage functionalization of several pharmaceutical molecules.

Highly Selective Ruthenium-Catalyzed Direct Oxygenation of Amines to Amides

Reports on aerobic oxidation of amines to amides are rare, and those reported suffer from several limitations like poor yield or selectivity and make use of pure oxygen under elevated pressure. Herein, we report a practical and an efficient ruthenium-catalyzed synthetic protocol that enables selective oxidation of a broad range of primary aliphatic, heterocyclic and benzylic amines to their corresponding amides, using readily available reagents and ambient air as the sole oxidant. Secondary amines instead, yield benzamides selectively as the sole product. Mechanistic investigations reveal intermediacy of nitriles, which undergo hydration to afford amide as the final product.