1420-07-1

Usage

InChI:InChI=1/C10H12N2O5/c1-10(2,3)7-4-6(11(14)15)5-8(9(7)13)12(16)17/h4-5,13H,1-3H3

Upstream product

• 96-76-4 2,4-di-tert-Butylphenol 
• 20039-94-5 2,4-di-tert-butyl-6-nitrophenol 
• 100-02-7 4-nitro-phenol 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 732-26-3 2,4,6-tri-tert-butylphenoxol 
• 7664-93-9 sulfuric acid 
• 94037-78-2 2,6-di-tert-butyl-4,6-dinitrocyclohexa-2,4-dienone 
• 94037-79-3 2,4-di-tert-butyl-4,6-dinitrocyclohexa-2,5-dienone 
• 1421-49-4 3,5-Di-tert-butyl-4-hydroxybenzoic acid 
• 728-40-5 4-nitro-2,6-di-tert-butylphenol 
• 128-39-2 2,6-di-tert-butylphenol 
• 88-18-6 2-tert-Butylphenol 
• 6683-81-4 2-tert-butyl-4-nitrophenol 

Downstream Products

• 719298-32-5 2-tert-butyl-4,6-dinitro-aniline 
• 874522-73-3 2-bromo-1-tert-butyl-3,5-dinitro-benzene 
• 141990-50-3 2-tert-butyl-4,6-dinitrophenyl α-D-galactopyranoside 
• 141990-35-4 2-tert-4,6-dinitrophenyl β-D-galactopyranoside 
• 141990-34-3 2-tert-butyl-4,6-dinitrophenyl β-D-glucopyranoside 
• 141990-32-1 2-tert-butyl-4,6-dinitrophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 141990-37-6 2-tert-butyl-4,6-dinitrophenyl 2,3,4,6-tetra-O-chloroacetyl-β-D-galactopyranoside 
• 141990-48-9 2-tert-butyl-4,6-dinitrophenyl 2,3,4,6-tetra-O-chloroacetyl-α-D-galactopyranoside 
• 141990-36-5 2-tert-butyl-4,6-dinitrophenyl-2,3,4,6-tetra-O-chloroacetyl-β-D-glucopyranoside 
• 141990-47-8 2-tert-butyl-4,6-dinitrophenyl 2,3,4,6-tetra-O-chloroacetyl-α-D-glucopyranoside 
• 141990-33-2 2-tert-butyl-4,6-dinitrophenyl 2,3,4,6-tetra-O-acetyl-β-D-galctopyranoside 
• 29516-72-1 1-tert-Butyl-2-(4-chloro-benzyloxy)-3,5-dinitro-benzene 
• 6099-80-5 2-tert-butyl-4,6-dinitro-anisole 

Relevant academic research and scientific papers

Heme/O2/?NO nitric oxide dioxygenase (NOD) reactivity: Phenolic nitration via a putative heme-peroxynitrite intermediate

(Chemical Equation Presented) An oxy-heme complex, the heme-superoxo species (tetrahydrofuran)(F8)FeIII-(O2 ?-) (2) (F8 = an ortho-difluoro substituted tetraarylporphyrinate), reacts with nitrogen monoxide (?NO; nitric oxide) to produce a nitrato-iron(III) compound (F8)FeIII-(NO 3-) (3) (X-ray). The chemistry mimics the action of ?NO Dioxygenases (NODs), microbial and mammalian heme proteins which facilitate ?NO detoxification/homeostasis. A peroxynitrite intermediate complex is implicated; if 2,4-di-tert-butylphenol is added prior to ?NO reaction with 2, o-nitration occurs giving 2,4-di-tert-butyl-6-nitrophenol. The iron product is (F8)FeIII-(OH) (4). The results suggest that heme/O2/?NO chemistry may lead to peroxynitrite leakage and/or exogenous substrate oxidative/nitrative reactivity.

Synthesis and antimicrobial evaluation of new 2-substituted 5,7-di-tert-butylbenzoxazoles

Various synthetic pathways of the 30 novel 2-substituted 5,7-di-tert-butylbenzoxazoles as new potential antimicrobial drugs are discussed. The 28 intermediates are described as well. The compounds were characterized by 1H and 13C NMR spectra, MS spectra, IR/UV spectra and by means of CHN analysis. The purity of the final compounds was checked by HPLC and their lipophilicity (log K) was also determined by means of RP-HPLC. In the present study, the correlation between RP-HPLC retention parameter log K (the logarithm of capacity factor K) and various calculated log P data is shown. The target compounds were tested for their in vitro antimycobacterial activity. Several compounds showed antituberculotic activity comparable with or higher than the standard isoniazide. In vitro cytotoxicity testing of the most active benzoxazoles and isoniazide as a reference drug was performed using MTT assay and compared with isoniazide as a reference drug. Structure-activity relationships among the chemical structures, the physical properties and the biological activities of the evaluated compounds are discussed in the article.

Plant-protective pesticidal composition

The invention relates to a plant-protective solution containing 2.5 to 40 % by weight of one or more water-insoluble plant-protective ingredient(s) 20 to 71.5 % by weight of dimethylformamide and/or dimethylsulfoxide and/or acetone as water-miscible solvent, 10 to 71.5 % by weight of furfurol and/or furfuryl alcohol as partially water-miscible solvent, 1 to 15 % by weight of commonly used additives such as anionic and/or nonionic surface active agents and macromolecules. The invention also relates to the ready-for-use plant-protective suspension containing 0.2 to 10 % by weight of one or more water-insoluble plant-protective ingredient(s) with a particle size of 0.1 to 50 μm, 0 to 60 % by weight of a fertilizer, 0.2 to 10 % by weight of dimethylformamide and/or dimethylsulfoxide and/or acetone as water-miscible solvent, 0.2 to 10 % by weight of furfurol and/or furfuryl alcohol as partially water-miscible solvent, 0.05 to 2.5 by weight of a commonly used additive such as anionic and/or nonionic surface active agents macromolecules and water in an amount supplementing up to 100 % by weight.

Reactions of 2-t-Butyl-4,6-dimethylphenol, 2,4-Di-t-butyl-6-methylphenol and 2,4,6-Tri-t-butylphenol with Nitrogen Dioxide

Reaction of 2-t-butyl-4,6-dimethylphenol (10) with nitrogen dioxide in benzene gives the C4-epimeric 4,5,6-trinitrocyclohex-2-enones (13) and (14).In contrast, similar reaction of 2,4-di-t-butyl-6-methylphenol (11) gives substituted cyclohex-3-enones, 2,5,6-trinitro ketones (20)-(23), 2-hydroxy-5,6-dinitro ketones (27) and (28) and the 6-hydroxy-2,5-dinitro ketone (29).Reaction of 2,4,6-tri-t-butylphenol (12) with nitrogen dioxide gives initially the 4-nitro dienone (35), but de-t-butylated products (36) and (37) are formed in long-term reactions.X-ray crystal structures are reported for compounds (13), (14), (21), (22), (23), (27), (28)and (29).

ipso Nitration. XXV. Nitration of di-tert-butylphenols, α-(3,5-di-tert-butylphenoxy)isobutyric acid, and 3,5-di-tert-butylphenoxyacetic acid: formation of nitrodienones and nitrodienes containing a secondary nitro group

Nitration of 2,6-di-tert-butylphenol in acetic anhydride or chloroform gives 2,6-di-tert-butyl-4-nitrophenol and 2-tert-butyl-4,6-dinitrophenol.The intermediates 2,6-di-tert-butyl-4-nitrocyclohexa-2,5-dienone and 2,6-di-tert-butyl-4,6-dinitrocyclohexa-2,4-dienone, have been observed by 1H and 13C nmr.Nitration of 2,4-di-tert-butylphenol gives succesively 2,4-di-tert-butyl-6-nitrocyclohexa-2,4-dienone, 2,4-di-tert-butyl-6-nitrophenol, 2,4-di-tert-butyl-4,6-dinitrocyclohexa-2,5-dienone, and 2-tert-butyl-4,6-dinitrophenol.Nitration of 3,5-di-tert-butylphenol gives succesively 3,5-di-tert-butyl-6-nitrocyclohexa-2,4-dienone, 3,5-di-tert-butyl-2-nitrophenol, 3,5-di-tert-butyl-2,4-dinitrocyclohexa-2,5-dienone, and 3,5-di-tert-butyl-2,6-dinitrophenol. 3,5-Di-tert-butyl-4-nitrocyclohexa-2,5-dienone and 3,5-di-tert-butyl-2,6-dinitrocyclohexa-2,4-dienone are also formed as intermediates.Nitration of 3,5-di-tert-butylphenoxyacetic and isobutyric acids gives in each case the 2-nitro derivative.Further nitration of 3,5-di-tert-butyl-2-nitrophenoxyacetic and isobutyric acids gives a mixture of the adducts 7,9-di-tert-butyl-6,10-dinitro-1,4-dioxaspirodeca-6,8-dien-2-one and its 6,8-dinitro-6,9-diene isomer from the former and their 3,3-dimethyl derivatives from the latter.No dinitro acids are formed.

Electrochemical Oxidation, VII. Synthesis and Structure of 7-tert-Butyl-2-methylbenzoxazoles

Anodic oxidation of 15 tert-butylphenols 1a - o in absolute acetonitrile or acetonitrile/perchloric acid leads to the corresponding 7-tert-butyl-2-methylbenzoxazoles 3a - o.The proof of the structure was achieved by independent synthesis of 3k, and by 13C NMR spectroscopy as well as by X-ray analysis of 7-tert-butyl-2-methyl-5-benzoxazolecarbaldehyde (3j).The influence of the supporting electrolyte on the formation of the oxidation products is discussed.