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

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

Downstream Products

• 84627-37-2 N-2,4-dinitrophenyl-N-p-methoxybenzyloxyamine 
• 84627-39-4 N-benzyl-O-(4-methoxybenzyl)hydroxylamine 
• 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 
• 1353742-30-9 (3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-((4-methoxybenzyl)oxy)piperidine 
• 1401529-78-9 C₁₂H₁₄BrNO₃ 
• 1446946-06-0 C₁₉H₂₇N₃O₅ 
• 1446946-19-5 C₁₈H₂₇N₃O₄ 
• 1446946-32-2 7-[3-amino-4-(4'-methoxybenzyloxyimino)piperidin-1-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1446945-93-2 C₁₉H₂₅N₃O₄ 
• 1335111-19-7 N-allyl-N-Boc-O-(4-methoxybenzyl)hydroxylamine 
• 1335111-27-7 N-allyl-O-(4-methoxybenzyl)hydroxylamine 
• 154083-67-7 N-Boc-O-(4-methoxybenzyl)hydroxylamine 

Relevant articles and documents

Synthesis, Crystal Structure, Herbicidal Activity, and SAR Study of Novel N-(Arylmethoxy)-2-chloronicotinamides Derived from Nicotinic Acid

Nicotinic acid, also known as niacin, is a natural product, which is widely found in plants and animals. To discover novel natural-product-based herbicides, a series of N-(arylmethoxy)-2-chloronicotinamides were designed and synthesized. Some of the new N-(arylmethoxy)-2-chloronicotinamides exhibited excellent herbicidal activity against Agrostis stolonifera (bentgrass) at 100 μM. Compound 5f (2-chloro-N-((3,4-dichlorobenzyl)oxy)nicotinamide) possessed excellent herbicidal activity against Lemna paucicostata (duckweed), with an IC50 value of 7.8 μM, whereas the commercial herbicides clomazone and propanil had values of 125 and 2 μM, respectively. The structure-activity relationships reported in this paper could be used for the development of new herbicides against monocotyledonous weeds.

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.