Chemicals list & Research Gallery

Boronic Acid
CAS number: 74930-82-8
A boronic acid is an organic compound related to boric acid (B(OH) 3 ) in which one of the three hydroxyl groups ( −OH) is replaced by an alkyl or aryl group.
The formation of diarylanthracene 3 from 9,10-dibromoanthracene (1) and boronic acid 2 was planned.
The formation of diarylanthracene 3 from 9,10-dibromoanthracene (1) and boronic acid 2 was planned.
Acetonitrile
CAS number: 75-05-8
Acetonitrile is a toxic, colorless liquid with an ether-like odor and a sweet, burnt taste. It is extremely dangerous and can cause severe health effects.
Cyclic voltammetry performed at a gold-disk electrode (d = n1 mm) at 22 °C in acetonitrile (S) containing Bu4NBF4 (0.3 M) as the supporting electrolyte: (a) Reduction of [FeIICl2(S)4] (4S; 4 mM) at a scan rate of 0.5 V s−1; (b) [FeIICl2(S)4] (4S; 4 mM) in the presence of NaBH4 (4 equiv) at a scan rate of 5 V s−1; (c) reduction of isolated [(η1-H3BH)FeIICl(S)4] (5; 4 mM) at a scan rate of 0.5 V s−1.
Cyclic voltammetry performed at a gold-disk electrode (d = n1 mm) at 22 °C in acetonitrile (S) containing Bu4NBF4 (0.3 M) as the supporting electrolyte: (a) Reduction of [FeIICl2(S)4] (4S; 4 mM) at a scan rate of 0.5 V s−1; (b) [FeIICl2(S)4] (4S; 4 mM) in the presence of NaBH4 (4 equiv) at a scan rate of 5 V s−1; (c) reduction of isolated [(η1-H3BH)FeIICl(S)4] (5; 4 mM) at a scan rate of 0.5 V s−1.
Postulated Iron(II) Complexes Formed in Acetonitrile
Postulated Iron(II) Complexes Formed in Acetonitrile
Synthesis of [(η1-H3BH)FeCl(NCCH3)4] (5) by Reaction of NaBH4 with {Fe(μ-Cl)2(NCCH3)2}n in Acetonitrile
Synthesis of [(η1-H3BH)FeCl(NCCH3)4] (5) by Reaction of NaBH4 with {Fe(μ-Cl)2(NCCH3)2}n in Acetonitrile
Distribution of (a) Mono- and (b) Bis-Borohydrido FeII Species Obtained by Reaction of Excess NaBH4 with [FeCl2(S)4](4S) in Acetonitrile
Distribution of (a) Mono- and (b) Bis-Borohydrido FeII Species Obtained by Reaction of Excess NaBH4 with [FeCl2(S)4](4S) in Acetonitrile
Stern–Volmer quenching experiments of Ru(bpy)3 for 4a, 4b, and 5a. The concentration of [Ru(bpy)3](PF6)2 in MeCN was 1.17 × 10−5 M. The lifetime of the photocatalyst in the excited state τ = 890 ns in MeCN.
Stern–Volmer quenching experiments of Ru(bpy)3 for 4a, 4b, and 5a. The concentration of [Ru(bpy)3](PF6)2 in MeCN was 1.17 × 10−5 M. The lifetime of the photocatalyst in the excited state τ = 890 ns in MeCN.
A plausible reaction mechanism.
A plausible reaction mechanism.
a) UV–vis absorption spectroscopy of DHA 1 and VHF 2 in MeCN. Irradiation of DHA 1 (1.0 × 10−5 M) with UV light (365 nm) induces ring-opening reaction to VHF 2. The initial DHA 1 and final VHF 2 absorption spectra are indicated by thick lines. VHF 2 undergoes a thermally-induced ring-closure reaction back to DHA 1. b) Raman spectra of solid-state powders composed of DHA 1 only, a mixture of DHA 1 and VHF 2, and VHF 2 only. c) Upon UV exposure, the color of the powders changed from transparent to deep red. Initially bright blue fluorescence was also observed which rapidly disappeared during photoconversion. The scale bar is 20 μm.
a) UV–vis absorption spectroscopy of DHA 1 and VHF 2 in MeCN. Irradiation of DHA 1 (1.0 × 10−5 M) with UV light (365 nm) induces ring-opening reaction to VHF 2. The initial DHA 1 and final VHF 2 absorption spectra are indicated by thick lines. VHF 2 undergoes a thermally-induced ring-closure reaction back to DHA 1. b) Raman spectra of solid-state powders composed of DHA 1 only, a mixture of DHA 1 and VHF 2, and VHF 2 only. c) Upon UV exposure, the color of the powders changed from transparent to deep red. Initially bright blue fluorescence was also observed which rapidly disappeared during photoconversion. The scale bar is 20 μm.
Three-component reaction of dimedon, aromatic aldehydes, and acetonitrile.
Three-component reaction of dimedon, aromatic aldehydes, and acetonitrile.
Plots of on-line pressure monitored versus time for reactions using CH3CN/H2O/Et3N (2:8:0.2) as solvent mixture under irradiation at l=447 nm.
Plots of on-line pressure monitored versus time for reactions using CH3CN/H2O/Et3N (2:8:0.2) as solvent mixture under irradiation at l=447 nm.
CD spectra of peptoids 7 and 8 at 60 µM in acetonitrile.
CD spectra of peptoids 7 and 8 at 60 µM in acetonitrile.
CD spectra of peptoids 2, 9, and 10 at 60 µM in acetonitrile.
CD spectra of peptoids 2, 9, and 10 at 60 µM in acetonitrile.
Acetaldehyde
CAS number: 75-07-0
Acetaldehyde is a substance that is produced in the human body during metabolic processes, for example when the body breaks down alcohol. It is mainly used as an intermediate in the synthesis of other chemicals.
Simplified scheme of the reaction of acetaldehyde and heptanal on a solid basic and acid catalyst.
Simplified scheme of the reaction of acetaldehyde and heptanal on a solid basic and acid catalyst.
Cross-condensation between the carbanion of acetaldehyde and heptanal.
Cross-condensation between the carbanion of acetaldehyde and heptanal.
Selectivity to 1 as a function of heptanal conversion in the reaction of acetaldehyde and heptanal at different reaction temperatures.
Selectivity to 1 as a function of heptanal conversion in the reaction of acetaldehyde and heptanal at different reaction temperatures.
Selectivity to 1 as a function of heptanal (A) and acetaldehyde (B) conversions in the reaction of acetaldehyde and heptanal at different acetaldehyde/heptanal molar ratios.
Selectivity to 1 as a function of heptanal (A) and acetaldehyde (B) conversions in the reaction of acetaldehyde and heptanal at different acetaldehyde/heptanal molar ratios.
Dichloromethane
CAS number: 75-09-2
Dichloromethane, or methylene chloride, is a solvent used in research and manufacturing, and is used to decaffeinate coffee beans.
a) Changes in the UV-Vis-NIR spectrum of 1,8-Am2Aq in dichloromethane upon the gradual addition of TFSIH; b) Changes in the UV-Vis-NIR spectrum of 1,8-AmFcAq in dichloromethane upon the gradual addition of TFSIH; (c) UV-Vis-NIR spectrum superposition of [1,8-Ar2Pyl](TFSI).
a) Changes in the UV-Vis-NIR spectrum of 1,8-Am2Aq in dichloromethane upon the gradual addition of TFSIH; b) Changes in the UV-Vis-NIR spectrum of 1,8-AmFcAq in dichloromethane upon the gradual addition of TFSIH; (c) UV-Vis-NIR spectrum superposition of [1,8-Ar2Pyl](TFSI).
Cyclic voltammogram of 4 in CH2Cl2.
Cyclic voltammogram of 4 in CH2Cl2.
Reagents and conditions: (a) ethyl acetoacetate, acetic anhydride, triethylamine, dichloromethane, room temperature, 30 min; (b) trifluroacetic, acetonitrile, room temperature, 45 min; (c) 40 psi H2, 10% Pd=C, methanol, 24 h.
Reagents and conditions: (a) ethyl acetoacetate, acetic anhydride, triethylamine, dichloromethane, room temperature, 30 min; (b) trifluroacetic, acetonitrile, room temperature, 45 min; (c) 40 psi H2, 10% Pd=C, methanol, 24 h.
UV/Vis spectrum of 6c in CH2Cl2.
UV/Vis spectrum of 6c in CH2Cl2.
Normalized PL spectra of 4 in dichloromethane solution at 298 K, in an alcoholic glass (4: 1 EtOH/MeOH) at 77 K and in solid state at 298 K.
Normalized PL spectra of 4 in dichloromethane solution at 298 K, in an alcoholic glass (4: 1 EtOH/MeOH) at 77 K and in solid state at 298 K.
Cyclopropane
CAS number: 75-19-4
Cyclopropane is the cycloalkane with the molecular formula (CH2)3, consisting of three methylene groups (CH2) linked to each other to form a triangular ring. Because of its strained ring structure, it is more reactive and explosive than other saturated hydrocarbons. It was discovered by A. Freund in 1881; the same year he proposed the correct structure and synthesized it by treating 1,3-dibromopropane with sodium. For a while, cyclopropane was used as an anesthetic, but this use has been discontinued because the gas is dangerous to manufacture and handle.
Generation of Cyclopropanes 64a−c at Low Temperature
Generation of Cyclopropanes 64a−c at Low Temperature
tert-Butanol
CAS number: 75-65-0
Tert-Butanol, also known as tert-butyl alcohol or t-butanol, is a tertiary alcohol appears as a colorless, crystalline solid or liquid (depending on temperature) with a camphor-like odor and is moderately soluble in water.
Synthesis of nucleoside borane conjugates by “chemical ligation” of nucleoside borane acceptors and borane donors: 17–24. i) 2, 5, or 6, CuSO4·5H2O/potassium ascorbate, tert-butyl alcohol/water 1:1; ii) 7 or 8, CuSO4·5H2O/potassium ascorbate, tert-butyl alcohol/water 1:1
Synthesis of nucleoside borane conjugates by “chemical ligation” of nucleoside borane acceptors and borane donors: 17–24. i) 2, 5, or 6, CuSO4·5H2O/potassium ascorbate, tert-butyl alcohol/water 1:1; ii) 7 or 8, CuSO4·5H2O/potassium ascorbate, tert-butyl alcohol/water 1:1
Methanesulfonic acid
CAS number: 75-75-2
Methanesulfonic acid is an alkanesulfonic acid in which the alkyl group directly linked to the sulfo functionality is methyl. Methanesulfonic acid with high acidity is not only the catalyst in the process of chitin acylation, but also is a good solvent for partially acylated chitin.
Synthesis of liquid crystals 1–4: (i) 3,4,5-tridodecyloxybenzyl chloride, K2CO3, DMF; (ii) 4-bromoanisole, Mg, THF; (iii) phenol, methanesulfonic acid; (iv) BBr3, CH2Cl2.
Synthesis of liquid crystals 1–4: (i) 3,4,5-tridodecyloxybenzyl chloride, K2CO3, DMF; (ii) 4-bromoanisole, Mg, THF; (iii) phenol, methanesulfonic acid; (iv) BBr3, CH2Cl2.
Synthesis of the liquid crystal 8: (i) 4-bromoanisole, Mg, THF; (ii) phenol, methanesulfonic acid; (iii) CH3I, K2CO3, DMF; (iv) 1,4-phenyldiboronic acid, Pd(PPh3)4, Na2CO3, THF, H2O; (v) BBr3, CH2Cl2; (vi) 3,4,5-tridodecyloxybenzyl chloride, K2CO3, DMF.
Synthesis of the liquid crystal 8: (i) 4-bromoanisole, Mg, THF; (ii) phenol, methanesulfonic acid; (iii) CH3I, K2CO3, DMF; (iv) 1,4-phenyldiboronic acid, Pd(PPh3)4, Na2CO3, THF, H2O; (v) BBr3, CH2Cl2; (vi) 3,4,5-tridodecyloxybenzyl chloride, K2CO3, DMF.
First, the aryl triazene is converted to the corresponding aryl diazonium salt with the help of methanesulfonic acid. Then, the generated aryl diazonium salt undergoes oxidative addition with Pd(0) to obtain an aryl palladium complex, which, after coordination and insertion of a CO molecule, gives an acyl palladium intermediate. The terminal alkyne is then generated, and a new Pd-C bond is formed with the help of MeSO3−, which gives the desired alkynone after reductive elimination and provides Pd(0) for the next catalytic cycle. In this process, methanesulfonic acid may play three roles: (1) the aryl triazene generates an aryl diazonium salt; (2) MeSO3 deprotonates the terminal alkyne and re-forms methanesulfonic acid; (3) the regenerated methanesulfonic acid reacts with the previously released free amine, avoiding the nucleophilic attack of the amine on the acyl palladium intermediate and generating the non-target amide.
First, the aryl triazene is converted to the corresponding aryl diazonium salt with the help of methanesulfonic acid. Then, the generated aryl diazonium salt undergoes oxidative addition with Pd(0) to obtain an aryl palladium complex, which, after coordination and insertion of a CO molecule, gives an acyl palladium intermediate. The terminal alkyne is then generated, and a new Pd-C bond is formed with the help of MeSO3−, which gives the desired alkynone after reductive elimination and provides Pd(0) for the next catalytic cycle. In this process, methanesulfonic acid may play three roles: (1) the aryl triazene generates an aryl diazonium salt; (2) MeSO3 deprotonates the terminal alkyne and re-forms methanesulfonic acid; (3) the regenerated methanesulfonic acid reacts with the previously released free amine, avoiding the nucleophilic attack of the amine on the acyl palladium intermediate and generating the non-target amide.
2-Aminonicotinaldehyde
CAS number: 7521-41-7
2-Aminonicotinaldehyde is a biochemical reagent that can be used as a biological material or organic compound for life science related research.
Reagents and conditions: (a) LHMDS, THF, -78 °C to rt, 20%; (b) 2-aminonicotinaldehyde or 2-aminobenzaldehyde, KOH, EtOH, reflux, 47%. (c) ethylsulfonylethene, TEA, MeOH, reflux; (d) 4-fluoro-3-trifluoromethylphenylacetic acid, EDC, HOBt, NMM, DMF, rt, 80–90% two steps. (e) Pd(PPh3)4, CuI, NaCN, MeCN, microwave, 120 °C, 80–90%. Enantiomerically pure products were isolated by chiral phase HPLC.
Reagents and conditions: (a) LHMDS, THF, -78 °C to rt, 20%; (b) 2-aminonicotinaldehyde or 2-aminobenzaldehyde, KOH, EtOH, reflux, 47%. (c) ethylsulfonylethene, TEA, MeOH, reflux; (d) 4-fluoro-3-trifluoromethylphenylacetic acid, EDC, HOBt, NMM, DMF, rt, 80–90% two steps. (e) Pd(PPh3)4, CuI, NaCN, MeCN, microwave, 120 °C, 80–90%. Enantiomerically pure products were isolated by chiral phase HPLC.
L-Prolinamide
CAS number: 7531-52-4
L-Prolinamide is a tripeptide component of thyrotropin-releasing hormone that plays a role in promoting secretion of TSH and prolactin in specific cells, and is also involved in modulatory neuropeptide functions in the central nervous system.
l-Prolinamide organocatalysts.
l-Prolinamide organocatalysts.
meta-Topolin
CAS number: 75737-38-1
Meta-topolin (mT) is a relatively new cytokinin isolated from poplar leaves in 1975 and is closely related to 6-benzyladenine (BA).
Comparison of the perception of THP and THF substituted 6-(3-hydroxybenzylamino)purine (meta-topolin, mT) and mT by selected cytokinin receptors. The effect of 6-(3-hydroxybenzylamino)-9-tetrahydropyran-2-ylpurine (6(3OHBA)9THPP) and 6-(3-hydroxybenzylamino)-9-tetrahydrofuran-2-ylpurine (6(3OHBA)9THFP) on the sensing of mT by the cytokinin receptors CRE1/AHK4 (A) and AHK3 (B). trans-Zeatin (tZ) was used as the positive control.
Comparison of the perception of THP and THF substituted 6-(3-hydroxybenzylamino)purine (meta-topolin, mT) and mT by selected cytokinin receptors. The effect of 6-(3-hydroxybenzylamino)-9-tetrahydropyran-2-ylpurine (6(3OHBA)9THPP) and 6-(3-hydroxybenzylamino)-9-tetrahydrofuran-2-ylpurine (6(3OHBA)9THFP) on the sensing of mT by the cytokinin receptors CRE1/AHK4 (A) and AHK3 (B). trans-Zeatin (tZ) was used as the positive control.