17271-88-4

Basic information

• Product Name: 4-Nitrobenzyl azide
• Synonyms: 1-(Azidomethyl)-4-nitrobenzene;4-Nitro-1-azidomethylbenzene;4-Nitrobenzyl azide
• CAS NO: 17271-88-4
• Molecular Formula: C₇H₆N₄O₂
• Molecular Weight: 178.14814
• Mol File: 17271-88-4.mol
• Article Data: 126

Chemical Properties

• Melting Point: 210-212 °C
• Boiling Point: 144-148 °C
• Appearance: /
• CAS DataBase Reference: 4-Nitrobenzyl azide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Nitrobenzyl azide(17271-88-4)
• EPA Substance Registry System: 4-Nitrobenzyl azide(17271-88-4)

Safety Data

• Hazardous Substances Data: 17271-88-4(Hazardous Substances Data)

Upstream product

• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 100-14-1 4-nitrobenzyl chloride 
• 619-73-8 4-nitrobenzyl chloride 
• 18483-99-3 2-(4-nitrobenzyloxy)tetrahydro-2H-pyran 
• 5651-83-2 3-methoxy-4-(prop-2-ynyloxy)benzaldehyde 
• 62-23-7 4-nitro-benzoic acid 
• 7409-30-5 p-nitrobenzylamine 
• 99-99-0 1-methyl-4-nitrobenzene 
• 98-95-3 nitrobenzene 
• 4450-68-4 4-nitrobenzyl tosylate 
• 92567-06-1 1-(diazidomethyl)-4-nitrobenzene 
• 555-16-8 4-nitrobenzaldehdye 
• 74796-72-8 3-cyano-1-(4-nitrobenzyl)pyridinium chloride 
• 39628-94-9 4-nitrobenzyl methanesulfonate 

Downstream Products

• 7409-30-5 p-nitrobenzylamine 
• 104926-74-1 1-(4-nitrobenzyl)-4-phenyl-1,2,3-triazole 
• 1207328-61-7 C₁₇H₁₅IN₄O₄ 
• 1207328-57-1 C₁₆H₁₃IN₄O₃ 
• 1207328-56-0 5-iodo-1-(4-nitrobenzyl)-4-phenyl-1H-1,2,3-triazole 
• 1245773-38-9 (2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-(1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl)-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate 
• 62-23-7 4-nitro-benzoic acid 
• 1135413-76-1 4-(4-methoxyphenyl)-1-(4-nitrobenzyl)-1H-1,2,3-triazole 

Relevant articles and documents

Synthesis of new chrysin derivatives with substantial antibiofilm activity

Abstract: Multidrug resistance mechanism of microorganisms towards conventional antimicrobials nowadays faces a common health problem. So, searching and development of new antibacterials are in the frontier areas of biochemistry. Functionalizations of various natural products or synthesis of compounds through molecular modeling followed by virtual screening are the ways to obtain potential leads. Chrysin is one of the plant secondary metabolites and is ubiquitously present in majority of plants. It has multi-dimensional potentiality however, with a very low bioavailability causing a very low efficacy. Very few chrysin derivatives possessing antimicrobial activity with a low anti-biofilm efficacy have been found in the literature. Thus, it has been attempted to synthesize a series of new chrysin derivatives (CDs). In this study, twenty-two new derivatives have been synthesized via its 7-OH modulation and antibiofilm activity was evaluated against a model bacterium viz. Escherichia coli MTCC 40 (Gram negative). Eleven CDs coded as 2a, 2b, 2c, 2e, 2f, 2g, 2h, 2i, 3j, 3k and 3l have been found more potent compared to chrysin (precursor of CDs) against planktonic form of E. coli. Biofilm inhibition studies indicated a noteworthy results for 2a (93.57%), 2b (92.14%), 2f (92.14%) and 3l (93.57%) compared to chrysin (33.57%). E. coli motility was also highly restricted by 2a, 2b, 2f and 3l than chrysin at their sub-inhibitory concentrations. Solubility studies indicated an extended-release of 2a, 2b, 2f and 3l in physiological systems. Relatively higher bioavailability of 2a, 2b, 2f and 3l than chrysin was revealed from the dissolution experiments and was further validated through in silico ADME-based SAR analysis. Hence, this study is more interesting in regard to antibacterial potentiality of chrysin derivatives against Escherichia coli MTCC 40 (Gram negative). Thus, this article might be useful for further design and development of new leads in the context of biofilm-associated bacterial infections. Graphic abstract: [Figure not available: see fulltext.].

86. Erstes Beispiel einer H-Verschiebung in "Thiocarbonyl-aminiden" (N-(Alkylidensulfonio)aminiden)

Reaction of benzyl azide (15a) with the sterically hindered C=S group of 4,4-dimethyl-1,3-thiazole-5(4H)-thiones 14 (Scheme 3) and 1,1,3,3-tetramethylindane-2-thione (17, Scheme 4) at 80 deg C leads to the corresponding imines in high yield, without forma

Triphenylphosphine/2,3-dichloro-5,6-dicyanobenzoquinone in the presence of n-Bu4NN3 is a useful system for efficient conversion of tetrahydropyranyl (THP) ethers to their corresponding alkyl azides

Triphenylphosphine/2,3-dichloro-5,6-dicyanobenzoquinone/tetrabutylammonium azide was used as an efficient system in conversion of tetrahydropyranyl ethers to corresponding alkyl azides. Copyright Taylor & Francis Inc.

Interrupted CuAAC-Thiolation for the Construction of 1,2,3-Triazole-Fused Eight-Membered Heterocycles from O-/N-Propargyl derived Benzyl Thiosulfonates with Organic Azides

A copper(I)-catalyzed interrupted click-sulfenylation of O-/N-propargyl benzyl thiosulfonates with organic azides has been disclosed. The unified CuAAC-thiolation provides a wide range of triazole-fused eight-membered heterocycles in good to high (51–94%) yields under mild reaction conditions. Moreover, a three-component reaction is also achieved involving O-/N-propargyl benzyl thiosulfonates, benzyl bromide, and sodium azide to deliver fused-triazoles in 61–74% yields. From a synthetic point of view, the present protocol has been demonstrated at gram-scale reactions. A plausible mechanism is also proposed based on experimental results and control experiments. (Figure presented.).

Dipolar HCP materials as alternatives to DMF solvent for azide-based synthesis

Hypercrosslinked polymers HCP-DMF and HCP-DMF-SO3H containing abundant and flexible DMF moieties were designed and synthesized. Benefitting from the solvation microenvironment provided by the pseudo-DMF moities, the polar HCPs manifested outstanding performances in the conversions of NaN3 to benzylic azides and 1,2,3-triazoles in EtOH (95%), respectively, avoiding the use of risky DMF and improving the separation processes of the products.