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3-Ethylaminophenol, also known as N-ethylaniline, is an organic compound with the chemical formula C8H11NO. It is a very viscous deep orange liquid at room temperature. 3-ETHYLAMINOPHENOL is characterized by its aromatic ring structure with an ethylamine group attached to the third carbon position, which gives it unique chemical properties and potential applications in various industries.

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  • 621-31-8 Structure
  • Basic information

    1. Product Name: 3-ETHYLAMINOPHENOL
    2. Synonyms: 3-(ethylamino)-pheno;3-(ethylamino)phenol;m-(ethylamino)-pheno;m-(ethylamino)phenol;3-Hydroxyphenylethylamine
    3. CAS NO:621-31-8
    4. Molecular Formula: C8H11NO
    5. Molecular Weight: 137.17904
    6. EINECS: 210-678-1
    7. Product Categories: N/A
    8. Mol File: 621-31-8.mol
    9. Article Data: 21
  • Chemical Properties

    1. Melting Point: 62°C
    2. Boiling Point: 252.03°C (rough estimate)
    3. Flash Point: 147.2 °C
    4. Appearance: Very viscous deep orange liquid
    5. Density: 1.0630 (rough estimate)
    6. Vapor Pressure: 0.00202mmHg at 25°C
    7. Refractive Index: 1.5560 (estimate)
    8. Storage Temp.: 2-8°C
    9. Solubility: Chloroform (Slightly), Methanol (Slightly)
    10. PKA: 10.36±0.10(Predicted)
    11. CAS DataBase Reference: 3-ETHYLAMINOPHENOL(CAS DataBase Reference)
    12. NIST Chemistry Reference: 3-ETHYLAMINOPHENOL(621-31-8)
    13. EPA Substance Registry System: 3-ETHYLAMINOPHENOL(621-31-8)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: 34
    3. Safety Statements: 26-36/37/39
    4. RIDADR: 1759
    5. WGK Germany:
    6. RTECS:
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 621-31-8(Hazardous Substances Data)

621-31-8 Usage

Uses

Used in Hair Dye Industry:
3-Ethylaminophenol is used as an intermediate chemical for the production of hair dye compositions. Its ability to form color complexes with hair proteins makes it a valuable component in the formulation of hair dyes, providing a wide range of shades and hues.
Used in Chemical Synthesis:
3-Ethylaminophenol can also be used as a building block in the synthesis of various organic compounds, such as dyes, pharmaceuticals, and other specialty chemicals. Its reactivity and functional groups make it a versatile starting material for the development of new molecules with specific properties and applications.
Used in Research and Development:
Due to its unique chemical structure, 3-Ethylaminophenol is often utilized in research and development for the study of chemical reactions, mechanisms, and the development of new synthetic methods. It can serve as a model compound for understanding the behavior of similar aromatic amines and their interactions with other molecules.

Air & Water Reactions

3-ETHYLAMINOPHENOL may be sensitive to prolonged exposure to air. . Slightly soluble in water.

Reactivity Profile

An amine and phenol. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. Phenols do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid.

Fire Hazard

Flash point data for 3-ETHYLAMINOPHENOL are not available, however, 3-ETHYLAMINOPHENOL is probably combustible.

Check Digit Verification of cas no

The CAS Registry Mumber 621-31-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 1 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 621-31:
(5*6)+(4*2)+(3*1)+(2*3)+(1*1)=48
48 % 10 = 8
So 621-31-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H11NO/c1-2-9-7-4-3-5-8(10)6-7/h3-6,9-10H,2H2,1H3

621-31-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(Ethylamino)phenol

1.2 Other means of identification

Product number -
Other names hydroxy-3 N-ethylaniline

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:621-31-8 SDS

621-31-8Relevant articles and documents

OXAZINE-BASED WATER-SOLUBLE FLUOROPHORE COMPOUNDS FOR IN VIVO NERVE IMAGING

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Page/Page column 36-38, (2021/07/10)

This invention provides novel oxazine-based, water soluble fluorophore compounds useful in in vivo nerve imaging, as well as compositions comprising them and methods for their use.

NERVE-SPECIFIC FLUOROPHORE FORMULATIONS FOR DIRECT AND SYSTEMIC ADMINISTRATION

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Page/Page column 24-26, (2021/08/13)

Nerve-specific fluorophore formulations of Formula (I) for direct or systemic administration are described. The formulations can be used in fluorescence-guided surgery (FGS) to aid in nerve preservation during surgical interventions.

NEAR-INFRARED NERVE-SPARING FLUOROPHORES

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Page/Page column 41-42, (2020/02/17)

Provided are far red to near-infrared nerve-sparing fluorescent compounds, compositions comprising them, and methods of their use in medical procedures.

NERVE-SPECIFIC FLUOROPHORE FORMULATIONS FOR DIRECT AND SYSTEMIC ADMINISTRATION

-

Paragraph 0150; 0152, (2020/03/02)

Nerve-specific fluorophore formulations for direct or systemic administration are described. The formulations can be used in fluorescence-guided surgery (FGS) to aid in nerve preservation during surgical interventions.

Structural modifications of nile red carbon monoxide fluorescent probe: Sensing mechanism and applications

Klán, Petr,Madea, Dominik,Martínek, Marek,Muchová, Lucie,Váňa, Ji?í,Vítek, Libor

, p. 3473 - 3489 (2020/03/25)

Carbon monoxide (CO) is a cell-signaling molecule (gasotransmitter) produced endogenously by oxidative catabolism of heme, and the understanding of its spatial and temporal sensing at the cellular level is still an open challenge. Synthesis, optical properties, and study of the sensing mechanism of Nile red Pd-based CO chemosensors, structurally modified by core and bridge substituents, in methanol and aqueous solutions are reported in this work. The sensing fluorescence "off-on" response of palladacycle-based sensors possessing low-background fluorescence arises from their reaction with CO to release the corresponding highly fluorescent Nile red derivatives in the final step. Our mechanistic study showed that electron-withdrawing and electron-donating core substituents affect the rate-determining step of the reaction. More importantly, the substituents were found to have a substantial effect on the Nile red sensor fluorescence quantum yields, hereby defining the sensing detection limit. The highest overall fluorescence and sensing rate enhancements were found for a 2-hydroxy palladacycle derivative, which was used in subsequent biological studies on mouse hepatoma cells as it easily crosses the cell membrane and qualitatively traces the localization of CO within the intracellular compartment with the linear quantitative response to increasing CO concentrations.

Acrylamide-Coumarin-Benzaldehyde as a Turn-on Fluorescent Probe Providing an Enhanced Water Solubility for Detection of Cysteine and Homocysteine

Chang, Min Jung,Joo, Jin Hui,Lee, Min Hee

, p. 539 - 543 (2019/05/07)

We presented an acrylamide conjugated coumarin (1) as a fluorescent probe for detection of cysteine (Cys) and homocysteine (Hcy). Probe 1 is composed of coumarin as a fluorophore, acrylamide as a reactive site to Cys/Hcy, and benzaldehyde for improvement of the water solubility. To Cys/Hcy, the acrylamide group of 1 readily undergoes Michael addition resulting in a strong fluorescence at 420 nm through an inhibition of photo-induced electron transfer (PET). The turn-on fluorescence change of 1 was observed for Cys and Hcy, but not seen for other biologically abundant thiols (e.g., glutathione, H2S), reactive oxygen and nitrogen species, anions, and metal ions. Moreover, 1 can give strong fluorescence upon the addition of Cys and Hcy in wide pH range and their limits of detection for Cys and Hcy turned out to be 17.25 and 8.69 μM, respectively.

Tuning thiol addition to squaraines by ortho-substitution and the use of serum albumin

Diehl, Katharine L.,Bachman, J. Logan,Anslyn, Eric V.

, p. 316 - 324 (2017/03/02)

Tuning the reactivity of squaraine dyes toward nucleophilic addition of thiols was investigated. A series of water soluble, aniline-derived squaraines were synthesized with various ortho substitutions to the squaraine ring. As hypothesized, we found that placing moderately electron donating groups in the ortho position conveyed intermediate reactivity to thiols between the essentially non-reactive hydroxyl-substituted squaraines and very reactive non-substituted squaraines. Furthermore, serum albumin was tested for its influence on the addition of thiols to the squaraines. The dyes bind in the hydrophobic cavities of the protein, and thus we expected serum albumin to affect the squaraines' reactivity. Rather than a protective effect by the protein, we found a cooperative effect for thiol addition.

Synthesis and photophysical studies of new benzo[a]phenoxazinium chlorides as potential antifungal agents

Leit?o, M. Inês P.S.,Raju, B. Rama,Naik, Sarala,Coutinho, Paulo J.G.,Sousa, Maria Jo?o,Gon?alves, M. Sameiro T.

supporting information, p. 3936 - 3941 (2016/08/09)

A set of four new benzo[a]phenoxazinium chlorides possessing ethyl, propyl, decyl and tetradecyl groups at the 9-amino function of the heterocycle along with a propyl group at the 5-amino position was efficiently synthesized. These compounds displayed fluorescence with maximum emission wavelengths of 673 and 685?nm, in anhydrous ethanol and water. All the benzo[a]phenoxazines were evaluated against the yeast Saccharomyces cerevisiae in a broth microdilution assay. It was found that their antifungal activity depended on the variation in the lengths of the aliphatic chains. The highest MIC activity of 1.56?μM was obtained for compound 7 comprising a di-alkylated propyl substituent at 9-amino position and a propyl chain at the 5-amino position of the heterocycle core.

Biomaker for mitochondrial target and hyperthermia using the same

-

Paragraph 0058; 0059; 0061; 0063, (2017/05/16)

The present invention relates to a marker for a mitochondrial target and a hyperthermo-treating method using the same, represented by Chemical formula 1 or Chemical formula 2. According to the present invention, when near-infrared ray is irradiated, a temperature of mitochondria is increased to allow the mitochondria to become extinct, thereby inhibiting a tumor.(AA) Compound of [Chemical formula3] + 2.0 W/cm^2(BB) Compound of [Chemical formula3] + 6.0 W/cm^2(CC,FF) Compound of [Chemical formula3] + 10 W/cm^2(EE) Compound of [Chemical formula3] + 6 W/cm^2COPYRIGHT KIPO 2016

BODIPY-Coumarin Conjugate as an Endoplasmic Reticulum Membrane Fluidity Sensor and Its Application to ER Stress Models

Lee, Hoyeon,Yang, Zhigang,Wi, Youngjin,Kim, Tae Woo,Verwilst, Peter,Lee, Yun Hak,Han, Ga-In,Kang, Chulhun,Kim, Jong Seung

, p. 2474 - 2480 (2015/12/24)

An endoplasmic reticulum (ER) membrane-selective chemosensor composed of BODIPY and coumarin moieties and a long alkyl chain (n-C18) was synthesized. The emission ratio of BODIPY to coumarin depends on the solution viscosity. The probe is localized to the ER membrane and was applied to reveal the reduced ER membrane fluidity under ER stress conditions.

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