21038-22-2

Basic information

• Product Name: O-[(4-methoxyphenyl)methyl]Hydroxylamine
• Synonyms: O-[(4-methoxyphenyl)methyl]Hydroxylamine;O-(4-Methoxybenzyl)hydroxylaMine;O-(4-Methoxybenzyl)
• CAS NO: 21038-22-2
• Molecular Formula: C₈H₁₁NO₂
• Molecular Weight: 153.18
• EINECS: -0
• Mol File: 21038-22-2.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 286.5°C at 760 mmHg
• Flash Point: 144.2°C
• Appearance: White/Solid
• Density: 1.095g/cm³
• Vapor Pressure: 0.00263mmHg at 25°C
• Refractive Index: 1.529
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: O-[(4-methoxyphenyl)methyl]Hydroxylamine(CAS DataBase Reference)
• NIST Chemistry Reference: O-[(4-methoxyphenyl)methyl]Hydroxylamine(21038-22-2)
• EPA Substance Registry System: O-[(4-methoxyphenyl)methyl]Hydroxylamine(21038-22-2)

Safety Data

• Hazardous Substances Data: 21038-22-2(Hazardous Substances Data)

Usage

General Description

O-[(4-methoxyphenyl)methyl]hydroxylamine is a chemical compound with the molecular formula C8H11NO2. It is a hydroxylamine derivative with a methoxyphenylmethyl group. O-[(4-methoxyphenyl)methyl]hydroxylamine has been studied for its potential use in the pharmaceutical industry as a potential drug candidate. Hydroxylamines are important intermediates in organic synthesis, and are used in the production of pharmaceuticals, dyes, and polymers. The presence of the methoxy group in O-[(4-methoxyphenyl)methyl]hydroxylamine makes it a potential candidate for further research and development in the pharmaceutical industry.

InChI:InChI=1/C8H11NO2/c1-10-8-4-2-7(3-5-8)6-11-9/h2-5H,6,9H2,1H3

Upstream product

• 92851-07-5 p-methoxybenzyl benzohydroxamate 
• 16115-50-7 O-p-Methoxy-benzylacethydroximsaeure-aethylester 
• 105-13-5 4-Methoxybenzyl alcohol 
• 2014-61-1 N-(4-methoxybenzyloxy)phthalimide 
• 824-94-2 p-methoxybenzyl chloride 
• 2746-25-0 p-Methoxybenzyl bromide 
• 36016-38-3 tert-Butyl N-hydroxycarbamate 

Downstream Products

• 84627-37-2 N-2,4-dinitrophenyl-N-p-methoxybenzyloxyamine 
• 84627-39-4 N-benzyl-O-(4-methoxybenzyl)hydroxylamine 
• 106-49-0 p-toluidine 
• 696609-56-0 N-(4-methoxy-benzyloxy)-2-(3-methoxy-4-methoxymethoxy-phenyl)-acetamide 
• 92851-07-5 p-methoxybenzyl benzohydroxamate 
• 681146-07-6 2-[2-(4-methoxy-benzyloxyamino)-ethyl]-isoindole-1,3-dione 
• 882175-60-2 (S)-2-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-(4-methoxy-benzyloxyamino)-propan-1-ol 
• 663169-49-1 N-(4-methoxybenzyloxy)azetidin-2-one 

Relevant articles and documents

N-(benzyloxy)-2-chloronicotinamide compound as well as preparation method and application thereof

The invention belongs to the technical field of chemical synthesis and medicine application, and particularly relates to preparation and application of an N-(benzyloxy)-2-chloronicotinamide compound. The preparation method comprises the following steps: reacting phthalic anhydride with hydroxylamine, then reacting with triethylamine for acidification to prepare N-hydroxyphthalimide, then carrying out substitution and hydrazinolysis, and finally reacting with dichloronicotinoyl chloride to prepare the N-(benzyloxy)-2-chloronicotinamide compound. The preparation method disclosed by the invention is simple and convenient to operate, the structure of the obtained product is confirmed by a nuclear magnetic hydrogen spectrum, herbicidal activity tests are carried out on the obtained 15 target products, and results show that all target compounds have an obvious inhibition effect on the seeds of the Agrostis matsumurae under the concentration of 1mM, and the inhibition effect reaches 100%; and along with the decrease of the concentration, even if the concentration reaches 100 [mu] M, the target compound can still show good herbicidal activity.

Catalytic asymmetric aza-Michael addition of fumaric monoacids with multifunctional thiourea/boronic acids

The first chemical enantioselective synthesis of N-hydroxyaspartic acid derivatives using chiral multifunctional thiourea/boronic acid organocatalysts was developed. A series of fumaric monoacids underwent an intermolecular asymmetric aza-Michael addition of O-alkyl hydroxylamines in excellent regioselectivity. The addition of another carboxylic acid raised the enantiomeric enrichment up to 97% ee. O-Deprotection of the aza-Michael adduct provided an aspartate-derived hydroxylamine fragment applicable for KAHA (α-keto acid-hydroxylamine) ligation.

Visible-Light-Mediated Iminyl Radical Generation from Benzyl Oxime Ether: Synthesis of Pyrroline via Hydroimination Cyclization

The treatment of an O-(4-methoxybenzyl) oxime ether bearing an olefin substituent and 1-chloroanthraquinone (1-Cl-AQN) catalyst in 2-butanone under visible-light irradiation affords pyrroline via an iminyl radical intramolecular hydroimination. Mechanistic studies indicate that iminyl radical generation mainly proceeds by hydrogen abstraction of the photocatalyst from the benzyl position of the oxime. Moreover, the hydrogen atom was identified in circulation from the benzylic position of the substrates between AQN and 2-butanone to quench the carbon radical without requiring any additional reagents.