6358-20-9

Basic information

• Product Name: 5-(diethylamino)-2-nitrosophenol
• Synonyms: 5-(diethylamino)-2-nitrosophenol;2-Nitroso-5-(diethylamino)phenol;Phenol, 5-(diethylaMino)-2-nitroso-
• CAS NO: 6358-20-9
• Molecular Formula: C₁₀H₁₄N₂O₂
• Molecular Weight: 194.23036
• Mol File: 6358-20-9.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 358.1°C at 760 mmHg
• Flash Point: 170.4°C
• Appearance: /
• Density: 1.12g/cm³
• Vapor Pressure: 1.27E-05mmHg at 25°C
• Refractive Index: 1.54
• PKA: 6.45±0.10(Predicted)
• CAS DataBase Reference: 5-(diethylamino)-2-nitrosophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(diethylamino)-2-nitrosophenol(6358-20-9)
• EPA Substance Registry System: 5-(diethylamino)-2-nitrosophenol(6358-20-9)

Safety Data

• Hazardous Substances Data: 6358-20-9(Hazardous Substances Data)

Usage

General Description

5-(diethylamino)-2-nitrosophenol, also known as "Schiff's reagent," is a chemical compound with the molecular formula C10H15NO2. It is a yellow crystalline solid that is commonly used as a reagent in the laboratory for the detection of aldehydes. The compound is known for its ability to form colored derivatives with aldehydes, making it a valuable tool in chemical analysis. It works by reacting with the aldehyde group to form a colored product, which can then be quantified and used to determine the presence and concentration of aldehydes in a given sample. Schiff's reagent is also used in the field of histology to detect the presence of aldehydes in tissue samples, and it has applications in the study of aging and oxidative stress.

InChI:InChI=1/C10H14N2O2/c1-3-12(4-2)8-5-6-9(11-14)10(13)7-8/h5-7,13H,3-4H2,1-2H3

Upstream product

• 120-22-9 N,N-diethyl-4-nitrosoaniline 
• 25953-06-4 4-nitroso-3-hydroxy-N,N-diethylaniline hydrochloride 
• 91-68-9 3-diethylaminophenol 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 1207857-77-9 C₁₈H₁₈N₂O₃ 
• 1207857-78-0 C₁₉H₂₀N₂O₃ 
• 302811-95-6 C₁₇H₁₇ClN₂O 
• 1207857-79-1 C₁₈H₂₀N₂O 
• 17626-05-0 2-amino-5-(diethylamino)phenol 
• 188712-75-6 9-diethylamino-2-hydroxy-benzo[a]phenoxazin-5-one 

Relevant articles and documents

Superoxide Radical Photogenerator with Amplification Effect: Surmounting the Achilles' Heels of Photodynamic Oncotherapy

Strong oxygen dependence, poor tumor targeting, and limited treatment depth have been considered as the "Achilles' heels" facing the clinical usage of photodynamic therapy (PDT). Different from common approaches, here, we propose an innovative tactic by u

Substituted 9-Diethylaminobenzo[ a]phenoxazin-5-ones (Nile Red Analogues): Synthesis and Photophysical Properties

Nile Red is a benzo[a]phenoxazone dye containing a diethylamino substituent at the 9-position. In recent years, it has become a popular histological stain for cellular membranes and lipid droplets due to its unrivaled fluorescent properties in lipophilic environments. This makes it an attractive lead for chemical decoration to tweak its attributes and optimize it for more specialized microscopy techniques, e.g., fluorescence lifetime imaging or two-photon excited fluorescence microscopy, to which Nile Red has never been optimized. Herein, we present synthesis approaches to a series of monosubstituted Nile Red derivatives (9-diethylbenzo[a]phenoxazin-5-ones) starting from 1-naphthols or 1,3-naphthalenediols. The solvatochromic responsiveness of these fluorophores is reported with focus on how the substituents affect the absorption and emission spectra, luminosity, fluorescence lifetimes, and two-photon absorptivity. Several of the analogues emerge as strong candidates for reporting the polarity of their local environment. Specifically, the one- and two-photon excited fluorescence of Nile Red turns out to be very responsive to substitution, and the spectroscopic features can be finely tuned by judiciously introducing substituents of distinct electronic character at specific positions. This new toolkit of 9-diethylbenzo[a]phenoxazine-5-ones constitutes a step toward the next generation of optical molecular probes for advancing the understanding of lipid structures and cellular processes.

A selective Nile Red based solvatochromic probe: A study of fluorescence in LUVs and GUVs model membranes

In this work, a membrane probe (NR18) with a Nile Red-based chromophore, a long tail of 18 carbon atoms and a zwitterionic head was synthesized. The probe is optimized to remain anchored to the phospholipid bilayer without internalizing. NR18 was fully ch

Nile Red-Based GPCR Ligands as Ultrasensitive Probes of the Local Lipid Microenvironment of the Receptor

The local lipid microenvironment of transmembrane receptors is an essential factor in G protein coupled receptor (GPCR) signaling. However, tools are currently missing for studying endogenously expressed GPCRs in primary cells and tissues. Here, we introd