89985-53-5

Basic information

• Product Name: 2-(1-aminoethyl)phenol
• Synonyms: 2-(1-aminoethyl)phenol;2-(1-aminoethyl)phenol(SALTDATA: HCl)
• CAS NO: 89985-53-5
• Molecular Formula: C₈H₁₁NO
• Molecular Weight: 137.18
• Mol File: 89985-53-5.mol

Chemical Properties

• Boiling Point: 246.3°C at 760 mmHg
• Flash Point: 102.8°C
• Appearance: /
• Density: 1.096g/cm³
• Vapor Pressure: 0.0174mmHg at 25°C
• Refractive Index: 1.572
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 2-(1-aminoethyl)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1-aminoethyl)phenol(89985-53-5)
• EPA Substance Registry System: 2-(1-aminoethyl)phenol(89985-53-5)

Safety Data

• Hazardous Substances Data: 89985-53-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(1-aminoethyl)phenol is used as an intermediate in the synthesis of various pharmaceuticals for its ability to form essential chemical structures that contribute to the therapeutic effects of drugs.
Used in Dye Industry:
In the dye industry, 2-(1-aminoethyl)phenol is utilized as a component in the production of dyes, where its chemical properties contribute to the color and stability of the final products.
Used in Analytical Chemistry:
2-(1-aminoethyl)phenol is used as a chelating and complexing agent in analytical chemistry, enabling the analysis and detection of various metal ions through the formation of stable complexes.
Used in Cosmetic Industry:
2-(1-aminoethyl)phenol is used as an ingredient in hair dyes and skincare products, where it may contribute to the coloration and conditioning properties of these cosmetics.
Used in Organic Synthesis:
As an intermediate in organic synthesis, 2-(1-aminoethyl)phenol is used to produce a range of organic compounds, highlighting its importance in the synthesis of complex molecules for various applications.

InChI:InChI=1/C8H11NO/c1-6(9)7-4-2-3-5-8(7)10/h2-6,10H,9H2,1H3

Upstream product

• 1196-29-8 2-hydroxyacetophenoneoxime 
• 54758-74-6 1-(2-hydroxyphenyl)ethan-1-one O-methyl oxime 
• 3376-33-8 O-methyl acetophenone oxime 
• 1422447-35-5 2-(1-p-tosylethyl)phenol 
• 21895-22-7 2’-hydroxyacetophenone imine 
• 118-93-4 o-hydroxyacetophenone 
• 21895-22-7 2-(1-iminoethyl)phenol 
• 909394-43-0 2-{1-[(6-chloro-pyridin-2-yl)-hydrazono]-ethyl}-phenol 

Downstream Products

• 123982-82-1 (+)-1-(2-benzyloxyphenyl)ethylamine 
• 1105678-26-9 3-{[1-(2-hydroxyphenyl)ethyl]amino}-4-(pyridin-4-ylamino)cyclobut-3-ene-1,2-dione 
• 123983-05-1 2?[(1R)?1-aminoethyl]phenol 
• 133511-37-2 2-[(1S)-1-aminoethyl]phenol 
• 932-30-9 2-Hydroxybenzylamine 

Relevant articles and documents

Asymmetric Transfer Hydrogenation of o-Hydroxyphenyl Ketones: Utilizing Directing Effects That Optimize the Asymmetric Synthesis of Challenging Alcohols

A systematic range of o-hydroxyphenyl ketones were reduced under asymmetric transfer hydrogenation conditions using the C3-tethered catalyst 2. Two directing effects, i.e., an o-hydroxyphenyl coupled to a bulky aromatic on the opposite side of the ketone substrate, combine in a matched manner to deliver reduction products with very high enantiomeric excess.

Ruthenium-Catalyzed Direct Asymmetric Reductive Amination of Diaryl and Sterically Hindered Ketones with Ammonium Salts and H2

A Ru-catalyzed direct asymmetric reductive amination of ortho-OH-substituted diaryl and sterically hindered ketones with ammonium salts is reported. This method represents a straightforward route toward the synthesis of synthetically useful chiral primary diarylmethylamines and sterically hindered benzylamines (up to 97 % yield, 93–>99 % ee). Elaborations of the chiral amine products into bioactive compounds and a chiral ligand were demonstrated through manipulation of the removable and convertible -OH group.

Ligand-Promoted Pd-Catalyzed Oxime Ether Directed C-H Hydroxylation of Arenes

An efficient Pd-catalyzed oxime ether directed ortho C-H hydroxylation of arenes under neutral conditions has been developed. The efficiency of this hydroxylation is significantly improved by a ligand. Oxone, an inexpensive, readily available, and safe reagent, was employed as terminal oxidant and oxygen source. The challenging electron-deficient substrates could also be monohydroxylated in high efficiency. Drug modification with this protocol was also successfully demonstrated.

Direct amination of 2-(1-tosylalkyl)phenols with aqueous ammonia: A metal-free synthesis of primary amines

A metal-free and concise method for the selective synthesis of primary amines directly from 2-(1-tosylalkyl)phenols with aqueous ammonia under mild conditions has been developed. In addition, primary amine could be conveniently converted to benzoxazinone in good yield.

Direct enantioseparation of 1-(2-hydroxyphenyl) ethylamines via diastereomeric salt formation: Chiral recognition mechanism based on the crystal structure

In this study, the direct enantioseparation of unprotected 1-(2-hydroxyphenyl)ethylamines (1a and 1b) via diastereomeric salt formation is reported. After the one-pot synthesis of racemic 1, the screening of seven acidic chiral resolving agents showed tha

Design and synthesis of chiral oxathiozinone scaffolds: Efficient synthesis of hindered enantiopure sulfinamides and sulfinyl ketimines

Is that S-O? The title scaffolds have a highly active and properly differentiated S-O bond for the efficient synthesis of enantiopure sulfinamides. The method is practical, green, and has the potential to provide an economical commercial process for the synthesis of bulky sulfinamides. Copyright

Chiral phosphoric acid-catalyzed enantioselective transfer hydrogenation of ortho-hydroxyaryl alkyl N - H ketimines

The first enantioselective chiral phosphoric acid-catalyzed transfer hydrogenation of unprotected ortho-hydroxyaryl alkyl N - H ketimines using Hantszch di-tert-butyl ester as a reductant is reported. A variety of ortho-hydroxybenzylamines were obtained in good to excellent yields and enantiomeric excesses.

Identification and SAR of squarate inhibitors of mitogen activated protein kinase-activated protein kinase 2 (MK-2)

A novel series of inhibitors for mitogen activated protein kinase-activated protein kinase 2 (MK-2) are reported. These squarate based inhibitors were identified via a high-throughput screen. An MK2 co-structure with the starting ligand was obtained and a structure based approach was followed to optimize potency and selectivity.

Voltammetric, potentiometric and spectrophotometric studies of some hydrazones and their metal complexes in ethanolic-aqueous buffered solutions

The electrochemical behavior of some hydrazones derived from 6-chloro-2-hydrazinopyridine in the Britton-Robinson universal buffer of pH 2-11 containing 35% ethanol was investigated at the mercury electrode using dc-polarography, controlled-potential coulometry, and cyclic voltammetry techniques. The examined hydrazones were reduced in solutions of pH 2 single bond. The mechanistic pathway of the electrode reaction of the studied compounds was elucidated and discussed. The pK a values of the examined hydrazones and the stoichiometry of their complexes in solution with some transition metal ions were determined spectrophotometrically. The dissociation constants and the thermodynamic parameters of the investigated hydrazones, and the stability constants of their metal complexes in solution were determined potentiometrically. Springer-Verlag 2006.