19486-73-8

Basic information

• Product Name: N-tert-Butyl-4-methoxybenzamide
• Synonyms: N-(1,1-Dimethylethyl)-4-methoxybenzamide;N-tert-Butyl-4-methoxybenzamide;N-tert-Butyl-p-anisamide;N-tert-Butyl-p-methoxybenzamide
• CAS NO: 19486-73-8
• Molecular Formula: C₁₂H₁₇NO₂
• Molecular Weight: 207.27
• Mol File: 19486-73-8.mol
• Article Data: 76

Chemical Properties

• Melting Point: 114-116 °C
• Boiling Point: 346.0±25.0 °C(Predicted)
• Appearance: /
• Density: 1.019±0.06 g/cm3(Predicted)
• Storage Temp.: Room temperature.
• PKA: 15.11±0.46(Predicted)
• CAS DataBase Reference: N-tert-Butyl-4-methoxybenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-tert-Butyl-4-methoxybenzamide(19486-73-8)
• EPA Substance Registry System: N-tert-Butyl-4-methoxybenzamide(19486-73-8)

Safety Data

• Hazardous Substances Data: 19486-73-8(Hazardous Substances Data)

Usage

General Description

N-tert-Butyl-4-methoxybenzamide is an organic chemical compound with the molecular formula C13H19NO2. It is a white to off-white powder that is commonly used in the synthesis of pharmaceuticals and agrochemicals. N-tert-Butyl-4-methoxybenzamide is a derivative of 4-methoxybenzamide, with a tert-butyl group attached to the nitrogen atom. It is also known for its use in the development of novel materials and as a reagent in organic chemical reactions. N-tert-Butyl-4-methoxybenzamide is considered to be a stable and non-hazardous chemical when handled and used in accordance with proper safety protocols.

Upstream product

• 100-07-2 4-methoxy-benzoyl chloride 
• 75-64-9 tert-butylamine 
• 43052-01-3 2-tert-butyl-3-(4-methoxyphenyl)-1,2-oxaziridine 
• 15875-74-8 N-(4-methoxybenzylidene)-2-methylpropan-2-amine 
• 82079-47-8 (E)-2-(tert-butyl)-3-(4-methoxyphenyl)oxarizidine 
• 540-88-5 acetic acid tert-butyl ester 
• 874-90-8 4-methoxybenzonitrile 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 75-65-0 tert-butyl alcohol 
• 119072-55-8 tert-butylisonitrile 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 104-94-9 4-methoxy-aniline 
• 123-11-5 4-methoxy-benzaldehyde 
• 104-93-8 p-methylanizole 

Downstream Products

• 100-09-4 4-methoxybenzoic acid 
• 1450753-65-7 N-tert-butyl-4-methoxy-2-(4-nitrobenzamido)benzamide 
• 5894-65-5 N-t-butylbenzamide 
• 136546-48-0 N-tert-Butyl-4-methoxy-2-methylsulfanyl-benzamide 
• 611-94-9 4-Methoxybenzophenone 
• 105-13-5 4-Methoxybenzyl alcohol 

Relevant articles and documents

Thermolysis of 2-diazo-3-aryl ketoesters: New route to α-aryl malonates and aromatic esters

Thermochemical excitation enabled efficient α-aryl malonates synthesis from 2-diazo-3-aryl ketoesters and alcohols under transition metal-free reaction conditions. Furthermore, an unusual C[sbnd]C bond cleavage and C[sbnd]O/(N) bond formation occurred whe

Mechanistic insights and safety evaluation of the Ritter reaction utilizing tert -butyl acetate as the tert -butyl cation source

The Ritter reaction utilizing tert-butyl acetate as the tert-butyl cation source was investigated by in situ FTIR and calorimetry under various reaction conditions. It was established that, when a batch mode reaction in acetic acid was performed, minimal isobutylene was evolved into the headspace, thereby avoiding pressurization of the reaction vessel. The safety of these conditions is due to the equilibrium of isobutylene and acetic acid with tert-butyl acetate. In addition, the observation of acetic anhydride provided insight into the role of acetic acid in the mechanistic pathway.

Catalyst-free synthesis of phenanthridinesviaelectrochemical coupling of 2-isocyanobiphenyls and amines

Catalyst free synthesis of 6-aryl phenanthridines and amides through an electrochemical reaction is reported in this study. The coupling reaction proceeds by the cathodic reduction ofin situformed diazonium ions, which are formed from anilines and an alkyl nitrite. The generated aryl radical diazonium ions coupled from isocyanides furnished the desired products in good yields. This cascade reaction was conducted in an undivided cell equipped with an RVC as the anode and Pt as the cathode usingnBu4NBF4as the electrolyte at room temperature. A series of detailed mechanistic studies have also been performed, including a radical clock experiment and cyclic voltammetry analysis.

Insight into Regioselective Control in Aerobic Oxidative C-H/C-H Coupling for C3-Arylation of Benzothiophenes: Toward Structurally Nontraditional OLED Materials

The installation of (benzo)thiophene-containing biaryls via coupling reactions has become a staple in designing photoelectric materials. Undeniably, C-H/C-H cross-coupling reactions between two (hetero)aromatics would be a shortcut toward these structural fragments. While more reliable cross-coupling technologies are well-established to provide C2-arylated (benzo)thiophenes, efficient methods that arylate the C3-position remain underdeveloped. Herein we provide insight into the factors that determine regioselectivity switching for these cross-coupling reactions. X-ray crystallographic analysis gives solid evidence for the key roles of triflate in regioselective dearomatization and acetate in base-assisted anti-β-deprotonated rearomatization. The first isolation and X-ray characterization of a medium-sized dearomatized cyclometalated adduct involving both substrates provide extra insight into aerobic oxidative Ar-H/Ar-H cross-coupling reactions. The mechanistic breakthrough incubates the first example, enabling C-H/C-H-type C3-arylation of benzothiophenes. Finally, this chemistry is used to design blue-emitting thermally activated delayed fluorescence (TADF) materials with a helicene conformation that exhibit a high maximum external quantum efficiency of 25.4% in OLED.