67014-02-2

Basic information

• Product Name: Benzamide, 4-acetyl- (9CI)
• Synonyms: Benzamide, 4-acetyl- (9CI)
• CAS NO: 67014-02-2
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 163.17326
• Product Categories: AMIDE;ACETYLGROUP
• Mol File: 67014-02-2.mol

Chemical Properties

• Melting Point: 190 °C
• Boiling Point: 349.3±25.0 °C(Predicted)
• Appearance: /
• Density: 1.168±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 15.38±0.50(Predicted)
• CAS DataBase Reference: Benzamide, 4-acetyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, 4-acetyl- (9CI)(67014-02-2)
• EPA Substance Registry System: Benzamide, 4-acetyl- (9CI)(67014-02-2)

Safety Data

• Hazardous Substances Data: 67014-02-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Benzamide, 4-acetyl(9CI) is used as a building block in the synthesis of various pharmaceutical compounds for its potential biological activity and pharmacological properties. Its unique structure allows for the development of new drugs with specific therapeutic effects.
Used in Organic Synthesis:
In the field of organic synthesis, Benzamide, 4-acetyl(9CI) serves as a key intermediate for the production of a wide range of organic compounds. Its reactivity and functional groups enable chemists to create diverse molecules with various applications.
Used in Materials Science:
Benzamide, 4-acetyl(9CI) is utilized in materials science for the development of novel materials with specific properties. Its incorporation into polymers or other materials can lead to improved characteristics, such as enhanced stability or specific interactions with biological systems.

Upstream product

• 13329-40-3 4-Iodoacetophenone 
• 201230-82-2 carbon monoxide 
• 64-18-6 formic acid 
• 3609-53-8 methyl 4-acetylbenzoate 
• 33695-58-8 4-ethylbenzamide 
• 99-90-1 para-bromoacetophenone 
• 13939-06-5 molybdenum hexacarbonyl 
• 99-91-2 para-chloroacetophenone 
• 1443-80-7 4-cyanophenyl methyl ketone 
• 110-82-7 cyclohexane 
• 114691-91-7 4-acetylbenzoyl azide 
• 75-65-0 tert-butyl alcohol 
• 31076-84-3 4-acetylbenzoyl chloride 
• 586-89-0 4-acetyl-benzoic acid 

Downstream Products

• 552845-34-8 4-[3E-(5-BENZO[b]THIOPHEN-2-YL-2,4-DIMETHOXYPHENYL)ACRYLOYL]BENZAMIDE 
• 26586-55-0 1-[4-(4-methylpiperazin-1-yl)phenyl]ethanone 
• 10342-85-5 4-piperidinoacetophenone 
• 1443-80-7 4-cyanophenyl methyl ketone 
• 72531-22-7 1-(4-acetylphenyl)-3-butylurea 
• 348163-48-4 N-(4-acetylphenyl)hexanamide 
• 1162128-96-2 N-(4-acetylphenyl)pentane-1-sulfonamide 

Relevant articles and documents

Manganese-Pincer-Catalyzed Nitrile Hydration, α-Deuteration, and α-Deuterated Amide Formation via Metal Ligand Cooperation

A simple and efficient system for the hydration and α-deuteration of nitriles to form amides, α-deuterated nitriles, and α-deuterated amides catalyzed by a single pincer complex of the earth-abundant manganese capable of metal-ligand cooperation is reported. The reaction is selective and tolerates a wide range of functional groups, giving the corresponding amides in moderate to good yields. Changing the solvent from tert-butanol to toluene and using D2O results in formation of α-deuterated nitriles in high selectivity. Moreover, α-deuterated amides can be obtained in one step directly from nitriles and D2O in THF. Preliminary mechanistic studies suggest the transformations contributing toward activation of the nitriles via a metal-ligand cooperative pathway, generating the manganese ketimido and enamido pincer complexes as the key intermediates for further transformations.

Fe3O4@GlcA@Cu-MOF: A Magnetic Metal-Organic Framework as a Recoverable Catalyst for the Hydration of Nitriles and Reduction of Isothiocyanates, Isocyanates, and Isocyanides

A novel magnetic metal-organic framework (Fe3O4@GlcA@Cu-MOF) has been prepared and characterized by spectroscopic, microscopic, and magnetic techniques. This magnetically separable catalyst exhibited high catalytic activity for nitrile hydration and the ability to reduce isothiocyanates, isocyanates, and isocyanides with excellent activity and selectivity without any additional reducing agent.

Supported palladium catalyzed aminocarbonylation of aryl iodides employing bench-stable CO and NH3surrogates

A simple, efficient and phosphine free protocol for carbonylative synthesis of primary aromatic amides under polystyrene supported palladium (Pd?PS) nanoparticle (NP) catalyzed conditions has been demonstrated. Herein, instead of using two toxic and difficult to handle gases simultaneously, we have employed the solid, economical, bench stable oxalic acid as the CO source and ammonium carbamate as the NH3source in a single pot reaction. For the first time, we have applied two non-gaseous surrogates simultaneously under heterogeneous catalyst (Pd?PS) conditions for the synthesis of primary amides using an easy to handle double-vial (DV) system. The developed strategy showed a good functional group tolerance towards a wide range of aryl iodides and afforded primary aromatic amides in good yields. The Pd?PS catalyst was easy to separate and can be recycled up to four consecutive runs with small loss in catalytic activity. We have successfully extended the scope of the methodology to the synthesis of isoindole-1,3-diones from 1,2-dihalobenzene, 2-halobenzoates and 2-halobenzoic acid following double and single carbonylative cyclization approaches.

Transamidation for the Synthesis of Primary Amides at Room Temperature

Various primary amides have been synthesized using the transamidation of various tertiary amides under metal-free and mild reaction conditions. When (NH4)2CO3 reacts with a tertiary amide bearing an N-electron-withdrawing substituent, such as sulfonyl and diacyl, in DMSO at 25 °C, the desired primary amide product is formed in good yield with good funcctional group tolerance. In addition, N-tosylated lactam derivatives afforded their corresponding N-tosylamido alkyl amide products via a ring opening reaction.

Trash to treasure: Eco-friendly and practical synthesis of amides by nitriles hydrolysis in WepPA

The hydration of nitriles to amides in a water extract of pomelo peel ash (WEPPA) was realized with moderate to excellent yields without using external transition metals, bases or organic solvents. This reaction features a broad substrate scope, wide functional group tolerance, prominent chemoselectivity, and good reusability. Notably, a magnification experiment in this bio-based solvent at 100 mmol further demonstrated its practicability.

Method for synthesizing p-acetyl benzamide

The invention discloses a method for synthesizing p-acetyl benzamide. The method comprises the following steps: carrying out an aminolysis reaction on a raw material methyl 4-acetylbenzoate and concentrated ammonia liquor, and purifying the obtained react

A selective hydration of nitriles catalysed by a Pd(OAc)2-based system in water

In situ formation of a [Pd(OAc)2bipy] (bipy = 2,2′-bipyridyl) complex in water selectively catalyses the hydration of a wide range of organonitriles at 70 °C. Catalyst loadings of 5 mol% afford primary amide products in excellent yields in the absence of hydration-promoting additives such as oximes and hydroxylamines.

A Brevibacterium process for synthesizing amide

The invention discloses a method for synthesizing amide through nitrile hydrolysis. The method comprises the following steps: adding nitrile, acetaldoxime, water, a water-soluble rhodium complex to a reaction vessel, and cooling to room temperature after reaction of a reaction mixture for several hours at the temperature of 50-80 DEG C; and adding ethyl acetate for extraction so as to obtain an organic layer, and carrying out rotary evaporation to remove a solvent, thus obtaining a target product. Compared with a method for synthesizing amide through nitrile hydrolysis by using oxime as a water source in a transition metal catalysis process, the method has the advantages that a used catalyst is low in loading and does not contain a phosphine ligand seriously polluting environments, synthesis can be performed in air, and nitrogen protection is not needed; and therefore, the method meets the green chemistry requirements and has a wide development prospect.

Phosphinous Acid-Assisted Hydration of Nitriles: Understanding the Controversial Reactivity of Osmium and Ruthenium Catalysts

The synthesis and catalytic behavior of the osmium(II) complexes [OsCl2(η6-p-cymene)(PR2OH)] [R=Me (2 a), Ph (2 b), OMe (2 c), OPh (2 d)] in nitrile hydration reactions is presented. Among them, the best catalytic results were obtained with the phosphinous acid derivative [OsCl2(η6-p-cymene)(PMe2OH)] (2 a), which selectively provided the desired primary amides in excellent yields and short times at 80 °C, employing directly water as solvent, and without the assistance of any basic additive (TOF values up to 200 h?1). The process was successful with aromatic, heteroaromatic, aliphatic, and α,β-unsaturated organonitriles, and showed a high functional group tolerance. Indeed, complex 2 a represents the most active and versatile osmium-based catalyst for the hydration of nitriles reported so far in the literature. In addition, it exhibits a catalytic performance similar to that of its ruthenium analogue [RuCl2(η6-p-cymene)(PMe2OH)] (4). However, when compared to 4, the osmium complex 2 a turned out to be faster in the hydration of less-reactive aliphatic nitriles, whereas the opposite trend was generally observed with aromatic substrates. DFT calculations suggest that these differences in reactivity are mainly related to the ring strain associated with the key intermediate in the catalytic cycle, that is, a five-membered metallacyclic species generated by intramolecular addition of the hydroxyl group of the phosphinous acid ligand to the metal-coordinated nitrile.

A Convenient Palladium-Catalyzed Aminocarbonylation of Aryl Iodides to Primary Amides under Gas-Free Conditions

A convenient procedure for the synthesis of aromatic primary amides through palladium-catalyzed aminocarbonylation of aryl iodides has been developed. With ammonium hydrogen carbonate as the solid nitrogen source and formic acid as the liquid CO source, a variety of primary amides were obtained in moderate to excellent yields under gas-free conditions.