16869-24-2

Basic information

• Product Name: 4-NITROBENZYL BROMOACETATE
• Synonyms: P-NITROBENZYL BROMOACETATE;4-NITROBENZYL BROMOACETATE;Bromoacetic acid 4-nitrobenzyl ester;4-NITROBENZYL BROMOACETATE, 98+%;4-Nitrobenzyl 2-broMoacetate
• CAS NO: 16869-24-2
• Molecular Formula: C₉H₈BrNO₄
• Molecular Weight: 274.07
• Product Categories: Building Blocks;C8 to C9;Carbonyl Compounds;Chemical Synthesis;Esters;Organic Building Blocks
• Mol File: 16869-24-2.mol
• Article Data: 10

Chemical Properties

• Melting Point: 48-50°C
• Boiling Point: 105-106°C/5mm
• Flash Point: 105-106°C/5mm
• Appearance: /
• Density: 1.638g/cm³
• Vapor Pressure: 1.27E-05mmHg at 25°C
• Refractive Index: 1.59
• BRN: 2531330
• CAS DataBase Reference: 4-NITROBENZYL BROMOACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITROBENZYL BROMOACETATE(16869-24-2)
• EPA Substance Registry System: 4-NITROBENZYL BROMOACETATE(16869-24-2)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39
• RIDADR: 3335
• WGK Germany: 3
• Hazardous Substances Data: 16869-24-2(Hazardous Substances Data)

Usage

General Description

4-NITROBENZYL BROMOACETATE is a chemical compound that is commonly used in organic synthesis and chemical research. It is a bromoester derivative with a nitrobenzyl group, making it a versatile building block for the synthesis of various organic compounds. This chemical is known for its reactivity and ability to undergo various chemical reactions, making it a valuable tool for creating new molecules and studying their properties. It is often used in the production of pharmaceuticals, agrochemicals, and materials science research due to its unique properties and versatility in chemical transformations. However, it is important to handle and use this compound with caution, as it can be hazardous if not handled properly.

InChI:InChI=1/C9H8BrNO4/c10-5-9(12)15-6-7-1-3-8(4-2-7)11(13)14/h1-4H,5-6H2

Upstream product

• 619-73-8 4-nitrobenzyl chloride 
• 79-08-3 bromoacetic acid 
• 1068-52-6 sodium 2-bromoacetate 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 598-21-0 2-Bromoacetyl bromide 

Downstream Products

• 397887-06-8 5-{(R)-2-[(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-(4-nitro-benzyloxycarbonylmethyl)-4-oxo-azetidin-2-yl]-propionyl}-4-oxo-3-phenyl-1-oxa-5-aza-spiro[5.5]undec-2-ene-2-carboxylic acid methyl ester 
• 174787-25-8 2,3-butanedione N-(4-nitrobenzyloxycarbonylmethyl)-N-((2R,3R)-2,3-epoxybutane)monohydrazone 
• 142267-56-9 C₄₅H₄₃NO₁₂ 
• 87996-95-0 racemic (3S,4R)-1-(p-nitrobenzylcarbonyl)methyl-3-((R)-1-t-butyldimethylsilyloxyethyl)-4-triphenylmethylthio-2-azetidinone 
• 84701-02-0 trans-3-ethyl-1-p-nitrobenzyloxycarbonylmethyl-4-phenylthioazetidin-2-one 
• 126579-11-1 p-nitrobenzyl (3S,4R)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-2-oxo-4-(2-propenyl)-1-azetidineacetate 
• 2748-00-7 O,O'--diglycolsaeure-bis-(4-nitro-benzylester) 
• 37700-74-6 Z-Ala-OGlyc-ONB 
• 63760-39-4 (p-Nitrobenzyloxycarbonylmethylene)triphenylphosphorane 

Relevant articles and documents

Convenient synthesis, antimalarial and antimicrobial potential of thioethereal 1,4-disubstituted 1,2,3-triazoles with ester functionality

This paper elicits the synthesis of twenty five 1,4-disubstituted 1,2,3-triazole analogs (5a–5y) comprising thioether and ester linkages from aryl(prop-2-yn-1-yl)sulfanes and benzyl 2-azidoacetates employing Cu(I) catalyzed Huisgen 1,3-dipolar cycloaddition. Structures of synthesized compounds were elucidated by spectroscopic techniques like FTIR, 1H NMR, 13C NMR, and HRMS. Newly synthesized compounds were screened for in vitro antimalarial evaluation against P. falciparum strain and microbicidal potential against B. subtilis, S. epidermidis, E. coli, P. aeruginosa, C. albicans, and A. niger. Some of synthesized triazoles displayed moderate antimalarial activity against tested strain, while, the compounds 5i and 5n were found to exhibit significant inhibitory activity against most of the tested microbial strains.

A chiral Br?nsted acid-catalyzed highly enantioselective Mannich-type reaction of α-diazo esters with in situ generated N -acyl ketimines

A chiral phosphoric acid-catalyzed asymmetric Mannich-type reaction of α-diazo esters with in situ generated N-acyl ketimines, derived from 3-hydroxyisoindolinones has been demonstrated in this communication. A variety of isoindolinone-based α-amino diazo esters bearing a quaternary stereogenic center were afforded in high yields (up to 99%) with excellent enantioselectivities (up to 99% ee). Furthermore, the synthetic utility of the products has been depicted by the hydrogenation of the diazo moiety of adducts.

In Situ Generation of Oxazole Ylide and Interception with Sulfonamide: Construction of Amidines Using Two Diazo Molecules

A novel generation of oxazole ylide and interception with sulfonamide have been well developed to construct fully substituted amidines. This copper-catalyzed four-component reaction incorporates two diazo molecules to target amidines and shows broad substrate scope, excellent functional groups tolerance and good to excellent yields.