15235-32-2

Basic information

• Product Name: 4-tert-butyl-N,N-dimethylbenzamide
• Synonyms: Benzamide, 4-(1,1-dimethylethyl)-N,N-dimethyl-; N1,N1-dimethyl-4-(tert-butyl)benzamide
• CAS NO: 15235-32-2
• Molecular Formula: C₁₃H₁₉NO
• Molecular Weight: 205.2961
• Mol File: 15235-32-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 316.7°C at 760 mmHg
• Flash Point: 136.1°C
• Density: 0.971g/cm³
• Vapor Pressure: 0.000404mmHg at 25°C
• Refractive Index: 1.508
• CAS DataBase Reference: 4-tert-butyl-N,N-dimethylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-tert-butyl-N,N-dimethylbenzamide(15235-32-2)
• EPA Substance Registry System: 4-tert-butyl-N,N-dimethylbenzamide(15235-32-2)

Safety Data

• Hazardous Substances Data: 15235-32-2(Hazardous Substances Data)

Upstream product

• 18503-89-4 N,N-dimethylformamide diisopropyl acetal 
• 3972-56-3 4-(tert-butyl)chlorobenzene 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 201230-82-2 carbon monoxide 
• 35779-04-5 1-tert-butyl-4-iodobenzene 
• 54528-00-6 N-amino-aza-3-bicyclo<3.3.0>octane 
• 68-12-2 N,N-dimethyl-formamide 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 124-40-3 dimethyl amine 
• 1710-98-1 p-tert-butyl benzoyl chloride 

Downstream Products

• 76471-78-8 4,4'-di-tert-butylbenzil 
• 116412-95-4 (3,4-dimethoxyl phenyl)(4-tert-Butylphenyl)methanone 
• 17064-48-1 2-(4-(tert-butyl)phenyl)-5-phenyl-1,3,4-oxadiazole 
• 1613045-40-1 (Z)-N-(1-(4-(tert-butyl)phenyl)-1-(dimethylamino)-3-oxo-3-phenylprop-1-en-2-yl)-4-methylbenzenesulfonamide 
• 1613045-41-2 C₂₈H₃₂N₂O₃S 
• 1246788-77-1 1-(4-tert-butylphenyl)-2-(trifluoromethyl)prop-2-en-1-one 
• 16955-85-4 N-(4-tert.-Butyl-benzyliden)-amino-acetaldehyd-diethylacetal 
• 16955-86-5 N-(4-t-Butylbenzyl)-aminoacetaldehyd-diethylacetal 
• 72864-63-2 4-tert.-Butyl-N,N-dimethylselenobenzamid 
• 939-97-9 4-tert-Butylbenzaldehyde 

Relevant articles and documents

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Aminocarbonylation (hydrazinocarbonylation) of iodoalkenes and iodoarenes

Iodoalkenes such as 1-iodocyclohexene, 4-tert-butyl-1-iodocyclohexene, α-iodostyrene and 17-iodoandrost-16-ene were aminocarbonylated in palladium-catalysed reaction using 1,1-disubstituted (cyclic) hydrazines (3-amino-3-azabicyclo[3.3.0]octane and (S)-1-amino-2-methoxymethylpyrrolidine (SAMP)/(R)-1-amino-2-methoxymethyl-pyrrolidine (RAMP)) as N-nucleophiles. The corresponding hydrazides were formed in moderate to high yields. The hydrazinocarbonylation of iodobenzene using the above 1,1-disubstituted hydrazines resulted in a rather complex reaction mixture due to two major types of side-reactions: i) the deamination of the 3-amino-3-azabicyclo[3.3.0]octane, and ii) the double carbon monoxide insertion. In this way, in addition to the expected benzoylhydrazide derivative, phenylglyoxylhydrazide (double CO insertion product) and benzamide (‘deamination’ product) were also formed. By the appropriate modification of the reaction conditions, good selectivities towards the target compounds were achieved even in these cases. The formation of the products/side-products were rationalized on the basis of a simplified catalytic cycle.

Aminocarbonylation of aryl halides using a nickel phosphite catalytic system

(Formula Presented) The nickel and phosphite catalytic system with sodium methoxide enables a very efficient aminocarbonylation reaction to be performed between aryl iodides or bromides and N,N-dimethylformamide (DMF). Phosphite ligand 1, which is very st