7463-28-7

Basic information

• Product Name: 4'-dimethylaminoacetanilide
• Synonyms: 4'-dimethylaminoacetanilide;N,N-Dimethyl-4-(acetylamino)aniline;N-[4-(Dimethylamino)phenyl]acetamide
• CAS NO: 7463-28-7
• Molecular Formula: C₁₀H₁₄N₂O
• Molecular Weight: 178.23096
• EINECS: 231-253-7
• Mol File: 7463-28-7.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 366.7°Cat760mmHg
• Flash Point: 175.6°C
• Appearance: /
• Density: 1.11g/cm³
• CAS DataBase Reference: 4'-dimethylaminoacetanilide(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-dimethylaminoacetanilide(7463-28-7)
• EPA Substance Registry System: 4'-dimethylaminoacetanilide(7463-28-7)

Safety Data

• Hazardous Substances Data: 7463-28-7(Hazardous Substances Data)

Usage

General Description

4'-dimethylaminoacetanilide is a chemical compound with the molecular formula C10H13N2O. It is a derivative of acetanilide, and its structure includes a dimethylamino group attached to the para position of the phenyl ring. 4'-dimethylaminoacetanilide is commonly used as an intermediate in the synthesis of various pharmaceuticals and dyes. It is also known to have analgesic and antipyretic properties, which make it an important ingredient in the manufacturing of pain relievers and fever reducers. However, 4'-dimethylaminoacetanilide is not without its risks, as it has been associated with liver and kidney damage when used in high doses or for long periods of time. Therefore, it is important to handle this chemical with care and follow proper safety precautions when working with it.

Upstream product

• 108-24-7 acetic anhydride 
• 99-98-9 4-amino-N,N-dimethylaniline 
• 64-19-7 acetic acid 
• 60-35-5 acetamide 
• 75-36-5 acetyl chloride 
• 127-17-3 2-oxo-propionic acid 
• 138-89-6 p-dimethylaminonitrosobenzene 
• 50-00-0 formaldehyd 
• 122-80-5 N-acetyl-p-phenylenediamine 
• 24564-52-1 4-(dimethylamino)benzenediazonium tetrafluoroborate 
• 75-05-8 acetonitrile 
• 762-72-1 allyl-trimethyl-silane 
• 71-43-2 benzene 
• 104-04-1 N-(4-Nitrophenyl)acetamide 

Downstream Products

• 54480-44-3 N,N-dimethyl-N'-(4-methoxyphenyl)-1,4-phenylendiamine 
• 103323-68-8 acetic acid-(3-chloro-4-dimethylamino-anilide) 
• 29124-72-9 4-N,N-dimethylamino-2-nitroacetanilide 
• 5367-35-1 N⁴-Acetyl-N¹,N¹-dimethyl-2-nitro-p-phenylendiamin 
• 857621-26-2 acetic acid-[4-(methyl-nitroso-amino)-anilide] 
• 857623-53-1 acetic acid-(4-dimethylamino-2,5-dinitro-anilide) 
• 408329-01-1 acetic acid-(4-dimethylamino-3,5-dinitro-anilide) 
• 857621-25-1 acetic acid-[4-(methyl-nitroso-amino)-3,5-dinitro-anilide] 
• 6085-59-2 2-Chloro-N(1),N(1)-dimethyl-benzene-1,4-diamine 
• 59192-06-2 trans-3-Chlor-4-dimethylamino-azobenzol 
• 74008-61-0 Cr₂[(CH₃)2NC₆H₄NC(O)CH₃]4(C₄H₈O) 
• 103-84-4 Acetanilid 
• 214360-60-8 N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide 
• 16293-12-2 N⁴,N⁴-Dimethyl-2-nitro-1,4-phenylenediamine 

Relevant articles and documents

Increasing the Activity of Copper Guanidine Quinoline Catalysts: Substitution at the Quinoline Backbone Leads to Highly Active Complexes for ATRP

Copper bromide complexes with the ligands TMG6NO2qu, TMG6Brqu, TMG6Methoxyqu, TMG6NMe2qu, TMG6EHOqu and TMG6dBAqu were examined regarding their activity in atom transfer radical polymerization (ATRP). The ligands were inspired by 1,1,3,3-tetramethyl-2-(quinolin-8-yl)guanidine (TMGqu) and the substituents have been chosen with a large range between electron withdrawing and donating abilities. The donor properties of the ligands can be strongly influenced and further highly active catalysts based on these systems can be obtained. The ligands with strong donating moieties were in addition modified by alkyl groups to increase the solubility in apolar monomers like styrene. CuI and CuII bromide complexes were crystallised and the structural data correlated to the different substituents and the catalyst activity. The electrochemical potentials E1/2, the equilibrium constants KATRP and rate constants kact and kdeact were determined. Polymerizations of styrene were conducted in solution whereas the catalyst based on TMG6EHOqu shows a good solubility and performance in bulk.

Visible-light-induced Beckmann rearrangement by organic photoredox catalysis

A facile and general strategy for efficient direct conversion of oximes to amides using an inexpensive organic photocatalyst and visible light is described. This radical Beckmann rearrangement can be performed under mild conditions. Various alkyl aryl ketoximes and diaryl ketoximes can be effectively converted into the corresponding amides in excellent yields.

An Electrochemical Beckmann Rearrangement: Traditional Reaction via Modern Radical Mechanism

Abstract: Electrosynthesis as a potential means of introducing heteroatoms into the carbon framework is rarely studied. Herein, the electrochemical Beckmann rearrangement, i. e. the direct electrolysis of ketoximes to amides, is presented for the first time. Using a constant current as the driving force, the reaction can be easily carried out under neutral conditions at room temperature. Based on a series of mechanistic studies, a novel radical Beckmann rearrangement mechanism is proposed. This electrochemical Beckmann rearrangement does not follow the trans-migration rule of the classical Beckmann rearrangement.