5520-66-1

Basic information

• Product Name: 4'-DIETHYLAMINOACETOPHENONE
• Synonyms: 1-[4-(Diethylamino)phenyl]ethanone;P-DIETHYLAMINOACETOPHENONE;TIMTEC-BB SBB008297;4'-DIETHYLAMINOACETOPHENONE;4-DIETHYLAMINOACETOPHENONE;4'-Diethylaminoacetophenone,99%;4-Acetyl-N,N-diethylaniline
• CAS NO: 5520-66-1
• Molecular Formula: C₁₂H₁₇NO
• Molecular Weight: 191.27
• Product Categories: Aromatic Acetophenones & Derivatives (substituted)
• Mol File: 5520-66-1.mol
• Article Data: 10

Chemical Properties

• Melting Point: 49°C
• Boiling Point: 313.9 °C at 760 mmHg
• Flash Point: 114.4 °C
• Appearance: /
• Density: 0.996 g/cm³
• Vapor Pressure: 0.000482mmHg at 25°C
• Refractive Index: 1.536
• Storage Temp.: 0-10°C
• PKA: 3.72±0.32(Predicted)
• BRN: 2093988
• CAS DataBase Reference: 4'-DIETHYLAMINOACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-DIETHYLAMINOACETOPHENONE(5520-66-1)
• EPA Substance Registry System: 4'-DIETHYLAMINOACETOPHENONE(5520-66-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-24/25
• Hazardous Substances Data: 5520-66-1(Hazardous Substances Data)

Usage

Description

4'-DIETHYLAMINOACETOPHENONE is an organic compound that serves as an important intermediate in the synthesis of various chemical products. It is characterized by its chemical structure, which includes a diethylamino group attached to an acetophenone molecule.

Uses

Used in Photocurable Coatings and Inks:
4'-DIETHYLAMINOACETOPHENONE is used as a key component in the synthesis of photocurable coatings and inks. Its application in this industry is due to its ability to enhance the curing process and improve the overall performance of the final product.
Used in Coloring Materials for Recording Media and Dyestuffs:
In the field of coloring materials, 4'-DIETHYLAMINOACETOPHENONE is utilized as a vital ingredient for the production of recording media and dyestuffs. Its use in this application is attributed to its ability to provide a wide range of colors and improve the quality of the end products.

InChI:InChI=1/C12H17NO/c1-4-13(5-2)12-8-6-11(7-9-12)10(3)14/h6-9H,4-5H2,1-3H3

Upstream product

• 99-90-1 para-bromoacetophenone 
• 1066-87-1 (N,N-diethylamino)tributyltin 
• 109-89-7 diethylamine 
• 64-67-5 diethyl sulfate 
• 99-92-3 p-aminobenzophenone 
• 75-03-6 ethyl iodide 
• 74-96-4 ethyl bromide 
• 13329-40-3 4-Iodoacetophenone 
• 403-41-8 1-(4-Fluorophenyl)ethanol 
• 403-42-9 1-(4-fluorophenyl)ethanone 

Downstream Products

• 207986-25-2 2-bromo-4'-(diethylamino)acetophenone 
• 496916-88-2 N-[4'-(diethylamino)phenacyl]phthalimide 
• 496916-89-3 N-[4'-(diethylamino)phenacyl]phthalamic acid 
• 1133873-92-3 β-chloro-β-(4-N,N-diethylaminophenyl)propenal 
• 1252008-42-6 C₂₂H₂₇NO₄ 
• 199915-40-7 4-(diethylaminophenyl)-thiazol-2-ylamine 
• 1346239-33-5 6-(4-diethylaminophenyl)-4-dimethylamino-2-oxo-2H-pyran-3-carbonitrile 
• 1346239-32-4 6-(4-diethylaminophenyl)-4-methylsulfanyl-2-oxo-2H-pyran-3-carbonitrile 
• 73318-99-7 1-(4-(ethylamino)phenyl)ethanone 
• 75-07-0 acetaldehyde 

Relevant articles and documents

A general strategy to optimize the performance of aza-BODIPY-based probes for enhanced photoacoustic properties

In this chapter, we describe a generalizable strategy to obtain a high PA output platform that is optimized for ratiometric imaging. Our approach entails conformationally restricting pendant aryl rings on the aza-BODIPY core to enhance orbital overlap which consequently increases the extinction coefficient. This strategy can potentially be applied to other dye platforms to enhance their signal intensity. We provide detailed protocols for the synthesis, in vitro characterization, and in vivo application.

A Conformationally Restricted Aza-BODIPY Platform for Stimulus-Responsive Probes with Enhanced Photoacoustic Properties

Photoacoustic (PA) dyes, which absorb near-infrared (NIR) light to generate an ultrasonic signal, can be detected at centimeter depths in tissues with significantly higher resolution than dyes imaged with fluorescence-based methods. As such, PA agents show great promise as research tools for the study of live-animal disease models. However, the development of activatable PA probes has been hampered by the relative scarcity of appropriate PA-active molecular platforms with properties that can be manipulated in a rational manner. Herein we synthesized and evaluated six modifications to the aza-BODIPY dye platform with respect to their absorbance, fluorescence, and PA properties. We identified a promising conformationally restricted aza-BODIPY (CRaB) scaffold that prioritizes three criteria necessary for the design of stimulus-responsive dyes with optimal ratiometric PA response: absorbance at NIR wavelengths, strong PA intensity, and large Δλ upon interaction with the desired stimulus. Using this scaffold, we synthesized three chemically diverse stimulus-responsive PA probes and demonstrated between 2- and 8-fold improvements in theoretical ratiometric response in vitro. This suggests that improvements in PA parameters are generalizable. Finally, we validated the in vitro turnover of each CRaB PA probe and demonstrated the in vivo potential of the CRaB scaffold by direct comparison to an established hypoxia-responsive probe for the detection of tumor hypoxia.

CuI/DMPAO-catalyzed N-arylation of acyclic secondary amines

DMPAO has been found to be a powerful ligand to enable copper-catalyzed coupling of aryl halides with aliphatic acyclic secondary amines take place under relatively mild conditions, and coupling of aryl halides with primary amines and cyclic secondary amines proceeds at low catalyst loading.