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5-(diethylamino)-2-nitrosophenol, commonly known as "Schiff's reagent," is a chemical compound with the molecular formula C10H15NO2. It is a yellow crystalline solid that serves as a reagent in laboratory settings for the detection of aldehydes. Schiff's reagent is recognized for its capacity to form colored derivatives with aldehydes, which is instrumental in chemical analysis. The reaction with the aldehyde group results in a colored product that can be quantified, thereby facilitating the determination of the presence and concentration of aldehydes in a sample.

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  • 6358-20-9 Structure
  • Basic information

    1. Product Name: 5-(diethylamino)-2-nitrosophenol
    2. Synonyms: 5-(diethylamino)-2-nitrosophenol;2-Nitroso-5-(diethylamino)phenol;Phenol, 5-(diethylaMino)-2-nitroso-
    3. CAS NO:6358-20-9
    4. Molecular Formula: C10H14N2O2
    5. Molecular Weight: 194.23036
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 6358-20-9.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 358.1°C at 760 mmHg
    3. Flash Point: 170.4°C
    4. Appearance: /
    5. Density: 1.12g/cm3
    6. Vapor Pressure: 1.27E-05mmHg at 25°C
    7. Refractive Index: 1.54
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 6.45±0.10(Predicted)
    11. CAS DataBase Reference: 5-(diethylamino)-2-nitrosophenol(CAS DataBase Reference)
    12. NIST Chemistry Reference: 5-(diethylamino)-2-nitrosophenol(6358-20-9)
    13. EPA Substance Registry System: 5-(diethylamino)-2-nitrosophenol(6358-20-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 6358-20-9(Hazardous Substances Data)

6358-20-9 Usage

Uses

Used in Chemical Analysis:
5-(diethylamino)-2-nitrosophenol is used as a detection reagent for aldehydes due to its ability to form colored derivatives with them. This characteristic makes it a valuable tool in identifying and quantifying aldehyde concentrations in various samples.
Used in Histology:
In the field of histology, 5-(diethylamino)-2-nitrosophenol is employed to detect the presence of aldehydes in tissue samples. This application aids in the study of tissue composition and related biochemical processes.
Used in Aging and Oxidative Stress Research:
5-(diethylamino)-2-nitrosophenol has applications in the study of aging and oxidative stress, where the detection of aldehydes can provide insights into the processes and mechanisms involved in these biological phenomena.

Check Digit Verification of cas no

The CAS Registry Mumber 6358-20-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,3,5 and 8 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 6358-20:
(6*6)+(5*3)+(4*5)+(3*8)+(2*2)+(1*0)=99
99 % 10 = 9
So 6358-20-9 is a valid CAS Registry Number.
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

6358-20-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-(diethylamino)-2-nitrosophenol

1.2 Other means of identification

Product number -
Other names p-Nitroso-m-hydroxy-N,N-diethylanilin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6358-20-9 SDS

6358-20-9Relevant articles and documents

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

Li, Mingle,Xiong, Tao,Du, Jianjun,Tian, Ruisong,Xiao, Ming,Guo, Lianying,Long, Saran,Fan, Jiangli,Sun, Wen,Shao, Kun,Song, Xiangzhi,Foley, James W.,Peng, Xiaojun

, p. 2695 - 2702 (2019)

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

Synthesis, characterization, and antibacterial activity of novel (1H-Benzo[d]imidazole-2-yl)-6-(diethylamino)-3H-one-xanthene, phenoxazine, and oxazine

Patil, Vikas S.,Padalkar, Vikas S.,Phatangare, Kiran R.,Umape, Prashant G.,Borase, Bhushan N.,Sekar

, p. 124 - 129 (2015)

A series of novel (1H-benzo[d]imidazole-2-yl)-6-(diethylamino)-3H-one-xanthene, phenoxazine, and oxazine derivatives have been synthesized from 2-(2',4'-dihydroxyphenyl) benzimidazole intermediate. Synthesized compounds 8a-8d are fluorescent in solution,

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

Hornum, Mick,Mulberg, Mads W.,Szomek, Maria,Reinholdt, Peter,Brewer, Jonathan R.,Wüstner, Daniel,Kongsted, Jacob,Nielsen, Poul

supporting information, p. 1471 - 1488 (2021/01/13)

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.

Difunctional fluorescent probe for detecting lipid droplets and/or protein aggregates and preparation method and application thereof

-

Paragraph 0064; 0066; 0072, (2021/11/06)

The invention belongs to the technical field of fluorescence detection. The invention discloses a bifunctional fluorescent probe for detecting lipid droplets and/or protein aggregates and a preparation method and application thereof. After a series of ste

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

Brunetti, Jlenia,Concilio, Simona,Di Martino, Miriam,Miele, Ylenia,Nardiello, Anna Maria,Panunzi, Barbara,Piotto, Stefano,Rossi, Federico,Sessa, Lucia

, (2021/09/04)

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

Synthesis and characterization of bichromophoric 1-deoxyceramides as FRET probes

Izquierdo, Eduardo,Casasampere, Mireia,Fabriàs, Gemma,Abad, José Luís,Casas, Josefina,Delgado, Antonio

, p. 2456 - 2467 (2021/04/02)

The suitability as FRET probes of two bichromophoric 1-deoxydihydroceramides containing a labelled spisulosine derivative as a sphingoid base and two differently ω-labelled fluorescent palmitic acids has been evaluated. The ceramide synthase (CerS) cataly

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

Hanser, Fabien,Marsol, Claire,Valencia, Christel,Villa, Pascal,Klymchenko, Andrey S.,Bonnet, Dominique,Karpenko, Julie

, p. 651 - 660 (2021/04/12)

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

Exploring the dark: detecting long-lived Nile Red3ILCT states in Ru(ii) polypyridyl photosensitisers

Condon, Claire,Conway-Kenny, Robert,Cui, Xiaoneng,Draper, Sylvia M.,Hallen, Lukas J.,Twamley, Brendan,Watson, Graeme W.,Zhao, Jianzhang

supporting information, p. 14573 - 14577 (2021/11/09)

Two novel Ru(ii) photosensitisers sporting ethynyl-Nile Red chromophores are shown to absorb strongly in the visible region, and to have two distinct but weakly emissive states (1ILCT* and3MLCT*). In addition a long-lived, lower ener

Fluorescence spectroscopy studies of crossed aldol reactions: A reactive Nile red dye reveals catalyst-dependent product formation

Bautista-Gomez, Judith,Bossmann, Stefan H.,Higgins, Daniel A.,Hohn, Keith L.,Rafferty, Ryan J.,Usman, Abdulhafiz,Zhang, Man

, p. 5579 - 5592 (2020/09/17)

The synthesis of a new Nile red derivative incorporating a reactive aldehyde moiety (NR-CHO) is reported and its use in spectroscopic studies of heterogeneous catalyst activity in crossed aldol reactions is demonstrated. 1H and 13C NMR, and high-resolutio

Ratio type near-infrared fluorescent probe for detecting sulfur dioxide derivatives and preparation method thereof

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Paragraph 0033; 0042; 0045; 0051, (2020/11/09)

The invention belongs to the technical field of fluorescence detection, and particularly relates to a ratio type near-infrared fluorescent probe for detecting sulfur dioxide (SO2) derivatives, a preparation method and application thereof to detection of S

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