60028-84-4

Basic information

• Product Name: Benzamide, 4-(1,1-dimethylethyl)-N-methyl-
• Synonyms: 4-tert-Butyl-N-methylbenzamide
• CAS NO: 60028-84-4
• Molecular Formula: C₁₂H₁₇NO
• Molecular Weight: 191.2695
• Mol File: 60028-84-4.mol
• Article Data: 10

Chemical Properties

• Melting Point: 108-109 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 316.2°C at 760 mmHg
• Flash Point: 187.7°C
• Appearance: /
• Density: 0.973g/cm³
• Vapor Pressure: 0.000417mmHg at 25°C
• Refractive Index: 1.504
• PKA: 15.28±0.46(Predicted)
• CAS DataBase Reference: Benzamide, 4-(1,1-dimethylethyl)-N-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, 4-(1,1-dimethylethyl)-N-methyl-(60028-84-4)
• EPA Substance Registry System: Benzamide, 4-(1,1-dimethylethyl)-N-methyl-(60028-84-4)

Safety Data

• Hazardous Substances Data: 60028-84-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H17NO/c1-12(2,3)10-7-5-9(6-8-10)11(14)13-4/h5-8H,1-4H3,(H,13,14)

Upstream product

• 421-20-5 Methyl fluorosulfonate 
• 4210-32-6 4-tert-butyl benzonitrile 
• 123-39-7 N-Methylformamide 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 80-43-3 bis(1-methyl-1-phenylethyl)peroxide 
• 56108-12-4 4-tert-butylbenzamide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 13939-06-5 molybdenum hexacarbonyl 
• 3288-99-1 4-tert-butylbenzyl cyanide 
• 74-89-5 methylamine 
• 65542-26-9 N-(4-tert-butylbenzyl)methylamine 
• 67-56-1 methanol 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 

Downstream Products

• 101846-35-9 N-4-(1,1-Dimethylethyl)-N-methyl-benzolmethanamin hydrochlorid 
• 65542-26-9 N-(4-tert-butylbenzyl)methylamine 
• 22679-54-5 4-tert-butylbenzophenone 

Relevant articles and documents

Tandem Transformation of Aldoximes to N-Methylated Amides Using Methanol

Tandem conversion of aldoximes to N-methylated amides with methanol in presence of a single Ru(II) catalyst is accomplished through the Ru(II)-mediated rearrangement followed by the reductive N-methylation. Employing this protocol, several aldoximes were directly transformed to the N-methylated amides using methanol. Kinetic experiments with H218O advocated that the aldoxime is acted as the nucleophile during the aldoxime to amide rearrangement process. Involvement of nitrile intermediate during this transformation is realized from the kinetic study. (Figure presented.).

Chemoselective Synthesis of Aryl Ketones from Amides and Grignard Reagents via C(O)-N Bond Cleavage under Catalyst-Free Conditions

Conversion of a wide range of N-Boc amides to aryl ketones was achieved with Grignard reagents via chemoselective C(O)-N bond cleavage. The reactions proceeded under catalyst-free conditions with different aryl, alkyl, and alkynyl Grignard reagents. α-Ketoamide was successfully converted to aryl diketones, while α,β-unsaturated amide underwent 1,4-addition followed by C(O)-N bond cleavage to provide diaryl propiophenones. N-Boc amides displayed higher reactivity than Weinreb amides with Grignard reagents. A broad substrate scope, excellent yields, and quick conversion are important features of this methodology.

I2-Catalyzed Oxidative Amidation of Benzylamines and Benzyl Cyanides under Mild Conditions

We report a novel and efficient method for the oxidation of benzylic carbons (amines and cyanides) into corresponding benzamides using a catalytic amount of I2 and TBHP as the green oxidant via the C-H bond cleavage of the benzylic carbon under mild reaction conditions. According to the literature survey, this is the first report for the oxidative amidation of benzylamines and decyanation of benzyl cyanides in one pot under metal-free conditions.