932-30-9

Basic information

• Product Name: 2-Hydroxybenzylamine
• Synonyms: 2-(3-CHLOROPHENOXY)MALONDIALDEHYDE;2-HYDROXYBENZYLAMINE[2-(AMINOMETHYL)PHENOL] ;Phenol, 2-(aminomethyl)-;2-(Aminomethyl)phenol;2-Hydroxybenzylamine;Salicylamine;2-Hydroxybenzylamine,98%;2-Hydroxybenzylamine, (2-Hydroxyphenyl)methylamine
• CAS NO: 932-30-9
• Molecular Formula: C₇H₉NO
• Molecular Weight: 123.15
• EINECS: 213-249-7
• Product Categories: Anilines, Aromatic Amines and Nitro Compounds;Aminomethyl's;Phenyls & Phenyl-Het;Amine;Phenyls & Phenyl-Het;Amines;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 932-30-9.mol
• Article Data: 39

Chemical Properties

• Melting Point: 127 °C
• Boiling Point: 245°Cat760mmHg
• Flash Point: 102°C
• Appearance: COA
• Density: 1.141g/cm³
• Vapor Pressure: 0.0188mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: Chloroform (Slightly), Methanol (Very Slightly, Heated)
• PKA: 8.63±0.35(Predicted)
• CAS DataBase Reference: 2-Hydroxybenzylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxybenzylamine(932-30-9)
• EPA Substance Registry System: 2-Hydroxybenzylamine(932-30-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 932-30-9(Hazardous Substances Data)

Usage

Description

2-Hydroxybenzylamine is an organic compound with the chemical formula C7H9NO2. It is a derivative of benzylamine, featuring a hydroxyl group attached to the benzene ring. 2-Hydroxybenzylamine is known for its potential applications in various fields due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
2-Hydroxybenzylamine is used as a pharmaceutical intermediate for the synthesis of various drugs and active pharmaceutical ingredients. Its ability to form stable compounds with other molecules makes it a valuable building block in the development of new medications.
Used in Chemical Research:
In the field of chemical research, 2-Hydroxybenzylamine is utilized as a reagent and a starting material for the synthesis of various organic compounds. Its unique structure allows for the exploration of new chemical reactions and the creation of novel molecules with potential applications.
Used in Antioxidant Applications:
2-Hydroxybenzylamine is used as a potent γ-ketoaldehyde scavenger, which has been shown to protect cardiac sodium channels (NaV1.5) from oxidant-induced inactivation. This property makes it a promising candidate for the development of antioxidants that can help prevent damage to the heart and other tissues caused by oxidative stress.

Synthesis Reference(s)

Tetrahedron, 48, p. 4301, 1992 DOI: 10.1016/S0040-4020(01)80441-5

InChI:InChI=1/C7H9NO/c8-5-6-3-1-2-4-7(6)9/h1-4,9H,5,8H2/p+1

Upstream product

• 81249-98-1 benzoic acid-[(2-hydroxy-benzylidene)-phenyl-hydrazide] 
• 64-19-7 acetic acid 
• 7664-93-9 sulfuric acid 
• 6850-57-3 2-methoxybenzylamine 
• 918885-51-5 (R)-N-(2-hydroxybenzyl)-2-methylpropane-2-sulfinamide 
• 89985-53-5 1-(2-hydroxyphenyl)ethylamine 
• 1206675-01-5 (2-hydroxyphenyl)methanaminium acetate 
• 390427-07-3 tert-butyl (2-hydroxybenzyl)carbamate 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 90-02-8 salicylaldehyde 
• 854893-81-5 benzyl 2-hydroxybenzylcarbamate 
• 6329-74-4 5-bromo-2-hydroxybenzamide 
• 524-38-9 N-hydroxyphthalimide 
• 60-34-4 methylhydrazine 

Downstream Products

• 80311-94-0 N-(2-hydroxybenzyl)acetamide 
• 91133-29-8 1-acetoxy-2-(acetylamino-methyl)-benzene 
• 14680-18-3 N-(2-hydroxybenzyl)benzamide 
• 22953-80-6 N-<1-Methyl-2-hydroxyimino-propyliden>-salicylamin 
• 14680-13-8 2-(4-isopropyl-phenyl)-3,4-dihydro-2H-benzo[e][1,3]oxazine 
• 106384-35-4 2-phenyl-3,4-dihydro-2H-benzo[e][1,3,2]oxazaborinine 
• 66955-51-9 3,4-dihydro-2H-1,3-benzoxazine 
• 106553-21-3 hydroxy-o-hyba 
• 159591-72-7 2-allyl-N,N'-bis(2-hydroxybenzyl)malondiamide 
• 198127-13-8 2-({[2-(1,4-dioxaspiro[4.5]dec-7-yl)ethyl]amino}methyl)phenol 
• 308124-51-8 N,N-bis(ethoxycarbonylmethyl)-2-hydroxybenzylamine 
• 90-02-8 salicylaldehyde 
• 1125-85-5 3,4-dihydro-2H-benzo[e][1,3]oxazin-2-one 
• 20920-83-6 (ethoxymethyl)2-phenol 

Relevant articles and documents

-

-

Comparative account of catalytic activity of Ru- and Ni-based nanocomposites towards reductive amination of biomass derived molecules

This work includes an effective comparison of metallic ruthenium and nickel nanoparticles loaded on montmorillonite clay (MMT) for reductive amination reaction of biomass-derived molecules. It comprises an eco-friendly reaction using water as a solvent, utilizing molecular hydrogen and liquor ammonia (25% aq. solution) for the synthesis of primary amines from bio-derived aldehydes within 3–10 h of reaction time. Various parameters such as temperature, hydrogen pressure, substrate/ammonia concentration ratio, and reaction time were optimized while comparing the selectivity of primary amines for both catalysts. The applicability scope of these catalysts was explored with a library of aryl and heterocyclic aldehydes. The reductive amination of crude furfural extracted from biomass feedstock (rice husk) and pure xylose sugar was tested, showing yields in the range of 11–36%, to show the wider industrial scope of both nanocomposites. Gram scale conversion was also carried out to showcase the bulk scalability of the Ru/MMT catalyst.

Method for synthesizing hydroxybenzylamine

The invention discloses a method for synthesizing hydroxybenzylamine, and belongs to the technical field of organic synthesis. The principle of the method comprises that a demethylation reaction is carried out on methoxybenzylamine under the action of hydrobromic acid; the method is characterized in that methoxybenzylamine and hydrobromic acid are distilled in a reflux state to remove redundant water so as to increase the reaction temperature and increase the concentration of the hydrobromic acid in a reaction mixture, so that the demethylation effect of hydrobromic acid on methoxybenzylamineis enhanced, the reaction time is shortened, and the conversion rate is increased; when no bromomethane gas generation is observed, distillation is continued, excessive hydrobromic acid is recovered to further improve the reaction temperature and the conversion rate, meanwhile, the consumption of the raw material hydrobromic acid is reduced, and the treatment capacity of subsequent steps and the consumption of the raw material sodium hydroxide can also be reduced; therefore, the method has the advantages of simple technological process; the reaction time is short; the product is easy to purify; raw material consumption is low; the reaction yield is high.