37512-36-0

Upstream product

• 7310-95-4 2-Hydroxy-5-methylisophthalaldehyde 
• 79-19-6 thiosemicarbazide 
• 91-04-3 2,6-bis(hydroxymethyl)-4-methylphenol 
• 106-44-5 p-cresol 

Relevant academic research and scientific papers

Facile synthesis of bis-thiosemicarbazone derivatives as key precursors for the preparation of functionalised bis-thiazoles

A new class of bis-thiosemicarbazones was designed and synthesised by the condensation of 2,6-diformylphenol derivatives and thiosemicarbazide using either ultrasound or conventional methods. Both thiosemicarbazone groups of these derivatives underwent a heterocyclisation process to give a series of novel bis-thiazole derivatives as major products. The structures of all the synthesised compounds were characterised by multinuclear NMR (1H and 13C), IR, HRMS and elemental analyses.

A thiosemicarbazone based chemo and fluorogenic sensor for Zn2+ with CHEF and ESIPT behaviour: Computational studies and cell imaging application

We report herein the development of a novel, diformyl-p-cresol (DFC)-thiosemicarbazide (TS) based sensor (DFC-TS) that selectively and sensitively recognizes Zn2+ by both UV-Vis and fluorescence methods. The gradual addition of Zn2+ to a solution of the ligand developed a new absorption band at 430 nm, while the bands at 370 and 316 nm gradually decrease generating one well defined isosbestic point at 390 nm exhibiting ～17 fold turn-on fluorescent enhancement (FE). When we plot absorbance (at 430 nm) vs. [Zn2+] there is a gradual increase in absorption with [Zn2+], becoming saturated at ～1 equivalent of Zn2+ and then again it increases with the increase in [Zn2+] and ultimately becomes saturated at ～2 equivalents of added Zn2+. This clearly demonstrates that the Zn2+ binding event to the ligand occurs in two steps, one at a time. Non-linear least-squares computer-fitting of these data gives the parameters: K′f1 = (9.70 ± 5.51) × 105 M-1, n = (1.28 ± 0.05) for the first step and K′f2 = (1.11 ± 0.65) × 105 M-1 and n = (1.01 ± 0.06) for the second step. So far, this study provides the opportunity where we have successfully, for the first time, determined the stepwise formation constants; though they have values of the same order of magnitude. The ground state geometries of DFC-TS, both enol and keto forms and [Zn(DFC-TS)(OAc)], [Zn(DFC-TS)(OAc)]-, and [Zn2(DFC-TS)(OAc)2] were optimized using the Gaussian-03 suit program and bond distances of all species are in reasonable agreement with the reported values.

New thiosemicarbazide and dithiocarbazate based oxidovanadium(iv) and dioxidovanadium(v) complexes. Reactivity and catalytic potential

The Schiff bases {H3dfmp-(smdt)2} (I), {H3dfmp-(sbdt)2} (II) and {H3dfmp-(tsc)2} (III) are synthesized by reaction of 2,6-diformyl-4-methylphenol (H3dfmp) and S-methyldithiocarbazate (smdt), S-benzyldithiocarbazate (sbdt) and thiosemicarbazide (tsc), respectively. Addition of [VIVO(acac)2] to solutions of these compounds in methanol leads to the formation of the oxidovanadium(iv) complexes [VIVO{Hdfmp-(smdt)2(CH3OH)}] (1), [VIVO{Hdfmp-(sbdt)2(CH3OH)}] (2) and [VIVO{Hdfmp-(tsc)2(CH3OH)}] (3). All these VIVO-compounds can be oxidized to the corresponding dioxidovanadium(v) (VVO2) complexes in methanolic solution upon aerial oxidation in the presence of KOH. The isolated compounds are K[VVO2{Hdfmp-(smdt)2}] (4), K[VVO2{Hdfmp-(sbdt)2}] (5) and K[VVO2{Hdfmp-(tsc)2}] (6). The Cs+ salts of these complexes i.e. Cs[VVO2{Hdfmp-(smdt)2}] (7), Cs[VVO2{Hdfmp-(sbdt)2}] (8) and Cs[VVO2{Hdfmp-(tsc)2}] (9) are prepared similarly in the presence of CsOH. All these compounds are characterized by various spectroscopic techniques like FT-IR, UV-visible, and 1H and 51V NMR and thermal studies. IR spectral data confirm the coordination of ligands through the azomethine nitrogen, the sulphur and the phenolic oxygen atoms to the metal. These complexes show excellent catalytic activity and selectivity for the oxidation of benzyl alcohol and ethylbenzene in the presence of H2O2 as an oxidant. Various parameters such as the amount of catalyst and oxidant, reaction time, reaction temperature and solvent were taken into consideration to optimize these catalytic oxidations. Compound 7 was also remarkably efficient and selective in the catalytic oxidation of primary and secondary alcohols to the corresponding aldehyde/ketone, as well as of several aromatic compounds such as toluene, benzene, cumene and tetralin.

A highly sensitive turn-on fluorescent chemosensor for recognition of Zn2?+ and Hg2?+ and applications

A fluorescence probe has been designed and synthesized, and applied with a combined theoretical and experimental study. Research suggests that the probe can be used to sense Zn2?+ and Hg2?+ through selective turn-on fluorescence responses in the aqueous HEPES buffer (0.05M, pH?=?7.4). The limit of detection (LOD) were determined as 1.46?×?10??7?M (Zn2?+) and 2.50?×?10??7?M (Hg2?+). Moreover, based on DFT, the geometry optimizations of probe 1, [1-Hg2?+] complex and [1-Zn2?+] complex were carried out using the Gaussian 09 program, in which the B3LYP function was used. The electronic properties of free probe 1 and the metal complexes were studied based on the Natural Bond Orbital (NBO) analyses. The probe 1 has also been successfully applied to detection of Zn2?+ and Hg2?+ in living cells.

Preparation method and application of bis-schiff base based fluorescent sensing material

The invention relates to a preparation method and application of a bis-schiff base based fluorescent sensing material and belongs to the technical field of chemical fluorescent sensing materials. 2,6-dihydroxymethyl phenol p-methyl phenol and thiosemicarbazide are adopted as basic raw materials, active manganese dioxide firstly serves as an oxidizing agent to oxidize the 2,6-dihydroxymethyl phenol p-methyl phenol into aldehyde, then glacial acetic acid is adopted as a catalyst to prepare the fluorescent sensing material through nucleophilic reaction and the thiosemicarbazide. The prepared material is based on symmetrical bis-schiff base, is stable in structure, and the water-soluble thiosemicarbazide is introduced to make the water solubility of the sensing material greatly enhanced. The prepared fluorescent sensing material has dual response, respectively has the sensitive selective recognition properties on Hg and Zn, shows different fluorescence emissions, is short in response time, is macroscopic under change of fluorescence signals of an ultraviolet lamp, and other common metal ion interferences are small.

Utilization of ultrasonic irradiation as green and effective one-pot protocol to prepare a novel series of bis-2-amino-1, 3, 4-oxa(thia)diazoles and bis-tetrazoles

In an effective and straightforward conversion, bis-semicarbazones and bis-thiosemicarbazones are transformed into a diversity of novel substituted bis-2-amino-1, 3, 4-oxadiazoles and bis-2-amino-1, 3, 4-thiadiazoles, respectively under ultrasonic irradiation. Bis-tetrazoles are obtained from the dialdehydes by sequential reaction with hydroxylamine hydrochloride, phosphorus pentoxide and sodium azide without isolation of the intermediates oximes and nitriles. All the reactions proceed cleanly and smoothly under mild conditions, with short reaction times and broad functional groups possibility. No side reactions were observed.

Tri-color emission and colorimetric recognition of acetate using semicarbazide and thio-semicarbazide derivatives: Experimental and computational studies

Two new fluorescence probes having semicarbazide (DSC) and thio-semicarbazide (DTSC) units have been derived upon reaction with 2-hydroxy-5-methylbenzene-1,3-dialdehyde. Both the probes show excellent selectivity for acetate ion in DMSO medium whereby DTS

Synthesis, characterization, reactivity and catalytic activity of dioxidomolybdenum(VI) complexes derived from tribasic ONS donor ligands

The reaction of three Schiff bases, H3dfmp(sbdt)2 (I), H3dfmp(smdt)2 (II) and H3dfmp(tsc) 2 (III) [derived from the condensation of 2,6-diformyl-4-methylphenol (dfmp) with S-benzyldithiocarbazate (sbdt), S-methyldithiocarbazate (smdt) and thiosemicarbazide (tsc)], with [MoVIO2(acac)2] (Hacac = acetylacetone) on stirring in methanol results in the formation of the dioxidomolybdenum(VI) complexes [MoVIO2{Hdfmp(sbdt) 2}(H2O)] (1), [MoVIO2{Hdfmp(smdt) 2}(H2O)] (2) and [MoVIO2{Hdfmp(tsc) 2}(H2O)] (3), respectively. All these complexes have been characterized in the solid state and in solution by elemental analyses, spectroscopic techniques (IR, electronic, 1H and 13C NMR) and thermogravimetric analyses. The structures of complexes 1, 2 and 3, confirmed by a single crystal X-ray study, reveal that only one set of azomethine nitrogen, enthiolate sulfur and phenolate oxygen atoms of the ligands are coordinated to the molybdenum centre. All the complexes form an antiparallel dimer through different π-π interactions. These molybdenum complexes catalyze the oxidation of styrene and cyclohexene using 30% H 2O2 as an oxidant in the presence of sodium bicarbonate. Styrene, under optimized reaction conditions, gave two reaction products, namely phenylacetaldehyde as the major product and styrene oxide as the minor product. Oxidation of cyclohexene selectively gave 2-cyclohexene-1-ol.