102-41-0

Basic information

• Product Name: 2-m-Tolylaminoethanol
• Synonyms: 2-[(3-Methylphenyl)amino]ethanol;Hydroxyethyl-3-toluidine;2-m-toluidinoethanol;m-tolylethanolamine;2-(3-Methylphenylamino)ethanol;2-(3-methylanilino)ethanol
• CAS NO: 102-41-0
• Molecular Formula: C₉H₁₃NO
• Molecular Weight: 151.20562
• EINECS: 203-029-9
• Mol File: 102-41-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 302.5 °C at 760 mmHg
• Flash Point: 146.6 °C
• Appearance: /
• Density: 1.086 g/cm³
• Vapor Pressure: 0.000434mmHg at 25°C
• Refractive Index: 1.588
• PKA: 14.72±0.10(Predicted)
• CAS DataBase Reference: 2-m-Tolylaminoethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-m-Tolylaminoethanol(102-41-0)
• EPA Substance Registry System: 2-m-Tolylaminoethanol(102-41-0)

Safety Data

• Hazardous Substances Data: 102-41-0(Hazardous Substances Data)

Usage

General Description

2-m-Tolylaminoethanol, also known as 2-(3-Methylphenylamino)ethanol, is often used as a building block or intermediate in organic synthesis for the production of various pharmaceuticals, agrochemicals, and specialty chemicals. Its specific uses can vary depending on the synthetic pathways and reactions in which it is employed.

InChI:InChI=1/C9H13NO/c1-8-3-2-4-9(7-8)10-5-6-11/h2-4,7,10-11H,5-6H2,1H3

Upstream product

• 75-21-8 oxirane 
• 108-44-1 1-amino-3-methylbenzene 
• 107-07-3 2-chloro-ethanol 
• 107-21-1 ethylene glycol 
• 5198-45-8 N-(3-methylphenyl)oxazolidin-2-one 
• 625-95-6 3-Iodotoluene 
• 141-43-5 ethanolamine 
• 52316-60-6 2-hydroxyethylchloramine 
• 108-88-3 toluene 

Downstream Products

• 741684-11-7 1-m-tolyl-aziridine 
• 114553-02-5 1-acetoxy-2-(N-acetyl-4-fluoren-2-ylazo-3-methyl-anilino)-ethane 
• 110330-41-1 2-(4-fluoren-2-ylazo-3-methyl-anilino)-ethanol 
• 5198-45-8 N-(3-methylphenyl)oxazolidin-2-one 
• 29518-13-6 4-m-tolyl-morpholin-3-one 
• 103502-45-0 N-(2-vinyloxy-ethyl)-m-toluidine 

Relevant articles and documents

Green synthesis of N-(2-hydroxyethyl)anilines by the selective alkylation reaction in H2O

Based on our previous work, a safer and more sustainable protocol for the synthesis of N-(2-Hydroxyethyl)anilines has been developed. The synthesis included the selective alkylation reaction of aniline with 2-chloroethanol in H2O, eliminating the need for any catalysts and solvents during synthesis. Comparing with our previous work, the salient features of this methodology are eco-friendliness, economic benefit, and the ease of obtaining target compounds. The selective alkylation reaction in H2O is amenable to scale-up for the synthesis of N-(2-Hydroxyethyl)anilines.

β-Amino alcohols from anilines and ethylene glycol through heterogeneous Borrowing Hydrogen reaction

Borrowing Hydrogen (BH), also called Hydrogen Autotransfer (HA), reaction with neat ethylene glycol represents a key step in the preparation of β-amino alcohols. However, due to the stability of ethylene glycol, mono-activation has rarely been achieved. Herein, a combination of Pd/C and ZnO is reported as heterogeneous catalyst for this BH/HA reaction. This system results in an extremely air and moisture stable, and economic catalyst able to mono-functionalize ethylene glycol in water, without further activation of the diol. In this work, different diols and aromatic amines have been explored affording a new approach towards amino alcohols. This study reveals how the combination of two solid species can afford interesting catalytic properties in heterogeneous phase. ZnO activates ethylene glycol while Pd/C is the responsible of the BH/HA cycle. This catalytic system has also been found useful to dehydrogenate indoles affording indolines that undergo in situ BH/HA cycle prior to re-aromatization, representing a tandem heterogeneous process.

Substrate-promoted copper-catalyzed N-arylation of amino alcohols with aryl iodides in water

An efficient method has been developed for the N-arylation of a variety of water-soluble amino alcohols (1.2 mmol) with aryl iodides (1.0 mmol) in water under CuI-catalyzed conditions. The reaction was conducted via substrate-promoted action and did not require an additional ligand or phase-transfer catalyst, and afforded the desired N-aryl amines in acceptable to excellent yields (64%-93%) under mild reaction conditions with a small excess of the amino alcohol.