61224-32-6

Basic information

• Product Name: 4-Aminobenzylalcohol
• Synonyms: 1-(Phenylamino)methanol;N-Hydroxymethylaniline
• CAS NO: 61224-32-6
• Molecular Formula: C₇H₉NO
• Molecular Weight: 123.15
• Mol File: 61224-32-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 75
• Boiling Point: 271.09 °C at 760 mmHg
• Flash Point: 155.833 °C
• Appearance: /
• Density: 1.157
• PKA: 13.14±0.10(Predicted)
• CAS DataBase Reference: 4-Aminobenzylalcohol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Aminobenzylalcohol(61224-32-6)
• EPA Substance Registry System: 4-Aminobenzylalcohol(61224-32-6)

Safety Data

• Hazardous Substances Data: 61224-32-6(Hazardous Substances Data)

Usage

Description

4-Aminobenzylalcohol, also known as 4-(Hydroxymethyl)aniline, is a chemical compound that features a benzene ring with a primary amino group and a hydroxyl group attached to it. It is a white solid with a mild amine odor.

Uses

Used in Pharmaceutical Industry:
4-Aminobenzylalcohol is used as a building block for the preparation of various pharmaceuticals due to its versatile chemical structure that can be modified to create a range of medicinal compounds.
Used in Dye Industry:
It is used as a component in the production of dyes, where its chemical properties allow for the creation of different colorants for various applications.
Used in Polymer Industry:
4-Aminobenzylalcohol is utilized in the synthesis of polymers, contributing to the development of new materials with specific properties for a range of uses.
Used as a Reagent in Organic Synthesis:
It serves as a reagent in the synthesis of other organic compounds, facilitating chemical reactions that lead to the formation of desired products.
Safety Precautions:
4-Aminobenzylalcohol is considered to be moderately toxic. Therefore, safety measures such as wearing protective clothing and gloves when handling it, and working in a well-ventilated area, are essential to minimize health risks.

Upstream product

• 50-00-0 formaldehyd 
• 62-53-3 aniline 

Downstream Products

• 103-84-4 Acetanilid 
• 50-00-0 formaldehyd 
• 62-53-3 aniline 

Relevant articles and documents

Computational and experimental studies on the mechanism of formation of poly(hexahydrotriazine)s and poly(hemiaminal)s from the reactions of amines with formaldehyde

Combined experimental and computational studies have been performed on the mechanism of formation of poly(hexahydrotriazine) and hemiaminal dynamic covalent network (PHT and HDCN) thermosetting polymers from the reactions of diamines with formaldehyde (Science 2014, 344, 732-735). Results suggest that these polymers are formed by a mechanism involving the water promoted stepwise addition of amines with formaldehyde in preference to dimerization or cyclotrimerization of imine intermediates or self-catalysis by the amine reagents. The predicted mechanism also explains experimentally observed electronic effects for hexahydrotriazine formation. (Chemical Equation Presented).

A mechanistic study of the reactions of formaldehyde with aniline in the presence of sulfite

1H NMR results are reported for the reactions of hydroxymethanesulfonate, 1, with aniline and its derivatives to produce anilinomethanesulfonates, 3. The mechanism of the reaction involves dissociation of 1 to produce formaldehyde, as a steady state intermediate, which reacts with aniline to give a carbinolamine;? subsequent dehydration and reaction with sulfite produces the product. The kinetics of individual steps have been investigated. The release of sulfite from 1, measured by reaction with iodine, is shown to involve the ionised, dianionic form when pH >3. Rate constants, k2, and equilibrium constants, K2, are reported for carbinolamine formation; the values of k2, but not K2, are affected significantly by substituents in the aniline. It is deduced that the rate-limiting step in the overall formation of products 3 changes in the pH range 6-8 from carbinolamine formation to carbinolamine dehydration.