Tag: M.W:200-300

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Zhurnal Obshchei Khimii called Chlorination and bromination of acetaldehyde and lower homologs, Author is Shchukina, M. N., which mentions a compound: 3400-55-3, SMILESS is CC(Br)C(OCC)OCC, Molecular C7H15BrO2, Product Details of 3400-55-3.

Chlorination of AcH at 16-18° proceeds through a substance composed of 2 moles ClCH2CHO, 1 mole AcH, and 1 mole HCl, which on distillation dissociate and gives 60% ClCH2CHO. Prolonged chlorination of AcH at 70-80° gives mainly Cl2CHCHO, while at 80-90° chloral forms mainly, with some MeCHClCCl2CHO. Bromination of AcH and homologs proceeds at a lower temperature than the chlorination and gives 1,2-di-Br alcs. as primary products; further action is slow and requires a higher temperature The mechanism of chlorination and bromination must be regarded as consisting of proton addition to give an intermediate which has a hydroxycarbenium structure in one of the equilibrium states; the presence of the incomplete electron octet explains the ease of halogenation and the polymerization tendency; the difficulty of continued reaction is explained by decreased weight of the carbenium structure after introduction of 1 Br atom. Passage of dry Cl into 44 g. AcH leads to a temperature rise despite cooling and is best done at 16-18°, as an initially preset -5° temperature leads to violent action delayed 2-10 min.; HCl evolution starts after 24 g. Cl is taken up. When a 3 mols. AcH:2 mols. Cl ratio is reached, Cl is no longer absorbed; 13-14 g. HCl is recovered and the product, 78-84 g., is a fuming colorless liquid, whose analysis confirms the above-given complex. Distillation gives 13 g. HCl, 8 g. AcH, 47 g. ClCH2CHO, b. 80-6° (2,4-dinitrophenylhydrazone, m. 158-9°), and 10 g. residue of trichloroparaldehyde, m. 83-4°. On standing 24 hrs. the complex seps. into 2 layers: upper, aqueous HCl; and bottom, ClCH2CHO.H2O, b. 88-93°, b20-1 23-5°. Addition of 44 g. of the complex to 50 g. thiourea in water, followed by 28 g. NaHCO3 and heating 2 hrs. at 85-90°, gave 48-50% 2-aminothiazole, m. 96° (from benzene). If the chlorination is continued 12 hrs. with gradual heating to 70-80°, there is obtained 90 g. product, which on distillation gives 57.5% Cl2CHCHO, b. 88-90°, yielding, with 2,4-(O2N)2C6H3NHNH2 the corresponding glyoxal derivative, m. 315°; on standing, Cl2HCCHO gives a solid polymer which dissociates on distillation Similar chlorination carried further 8 hrs. at 80°, 12 hrs. at 80-90°, and 8 hrs. at 90° (Cl absorption stops) gave 120 g. crude product yielding on distillation 50% chloral, followed by 9.5 g. trichlorobutyraldehyde, m. 78° (b. about 150°); addition of Fe chloride (from 3 g. Fe and HCl) gives a somewhat lower yield of chloral. Bromination was conducted as described earlier (Stepanov, et al., C.A. 21, 731) and is facilitated by illumination; the induction period is 2-3 min. and the addition of Br must be halted until the initial action subsides. When 1 mol. Br is added at 5°, the addition stops and addition of alcs. to this primary product gives α-bromoacetals; in this manner the di-Et acetals of BrCH2CHO, MeCHBrCHO, EtCHBrCHO, and Me2CHCHBrCHO were obtained in 69-73% yields (no data). Addition of a 2nd Br requires 6-7 hrs. at 25-40°; passage of dry N or CO2 is used to remove the HBr prior to isolation of the products; treatment with P2O5 and distillation gave 55% Br2CHCHO, b. 137-40°, 48% MeCBr2CHO, b730 128-30° (with semicarbazide-HCl this gives methylglyoxal disemicarbazone, m. 252-3°, and with HC(OEt)3 79% MeCBr2CH(OEt)2, b14 96-8°, d154 1.5513, n15D 1.4783), and 61% EtCBr2CHO, b40 85° (di-Et acetal, d154 1.645, n15D 1.4875), from the corresponding aldehydes.

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Piperazine – Wikipedia,
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Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 18583-60-3, is researched, SMILESS is [BH-](N1N=CC=C1)(N2N=CC=C2)N3N=CC=C3.[K+], Molecular C9H10BKN6Journal, Journal of Organometallic Chemistry called Synthesis of organometallic hydrotris(pyrazol-1-yl)boratoruthenium(II) complexes, Author is Hill, Anthony F., the main research direction is ruthenium pyrazolylborato.Recommanded Product: Potassiumtris(1-pyrazolyl)borohydride.

The reactions of K[HB(pz)3] (pz = pyrazol-1-yl) with the coordinatively unsaturated σ-vinyl complexes [Ru(CR:CHR)Cl(CO)(PPh3)2] (R = H, Me, C6H5) proceed with loss of a chloride and a phosphine ligand to provide the compounds [Ru(CR:CHR)(CO)(PPh3){HB(pz)3}] in high yield. Similar treatment of the complex [Ru(C6H4Me-4)Cl(CO)(PPh3)2] leads to the related σ-aryl derivative [Ru(C6H4Me-4)(CO)(PPh3){HB(pz)3}] while the complex [RuClH(CO)(PPh3)3] treated successively with diphenylbutadiyne and K[HP(pz)3] provides the unusual derivative [Ru{C(CCPh):CHPh}(CO)(PPh3){HB(pz)3}].

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Piperazines – an overview | ScienceDirect Topics

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Polyhedron called Synthesis of a cyano-bridged Fe2Mn linear unit and a Fe2Mn2 square unit by using the [fac-Fe{HB(pz)3}(CN)3]- building block, Author is Kim, Jinkwon; Han, Sujin; Cho, In-Ku; Choi, Ki Young; Heu, Min; Yoon, Seokwon; Suh, Byoung Jin, which mentions a compound: 18583-60-3, SMILESS is [BH-](N1N=CC=C1)(N2N=CC=C2)N3N=CC=C3.[K+], Molecular C9H10BKN6, Recommanded Product: Potassiumtris(1-pyrazolyl)borohydride.

Mononuclear (LH2)[Fe{HB(pz)3}(CN)3]2·2H2O·2MeOH (2) (L = C-meso-3,14-dimethyl-2,6,13,17-tetraazatricyclo[16.4.0.07,12]docosane) and two cyano-bridged bimetallic complexes [{Fe{HB(pz)3}(CN)3}2Mn(MeOH)4]·2MeOH (3) and [Mn2Fe2{HB(pz)3}2(CN)6(2,2′-bipyridine)2](ClO4)2·4MeCN (4) were prepared and their structures and magnetic properties studied. A crystal structure anal. of complex 2 revealed a H bonded dimeric structure of two [Fe{HB(pz)3}(CN)3]- anions and two H2O mols. The structure of 3 consists of a neutral FeIII-MnII-FeIII mol. and two crystal MeOH mols. The Mn ion is coordinated by two [Fe{HB(pz)3}(CN)3]- moieties through cyanide bridging ligands with trans geometry, resulting in a linear trinuclear structure. Reaction of the 2,2′-bipyridine ligand with complex 3 gave complex 4. The crystal structure of 4 consists of a discrete tetranuclear square Fe2Mn2 complex, two perchlorate anions and four MeCN solvent mols. The Mn ions are surrounded by two 2,2′-bipyridine ligands and bridged by two [Fe(tbp)(CN)3]- moieties through cyanide bridging ligands to form a cyclic tetranuclear structure. The magnetic properties of 3 and 4 are dominated by a weak antiferromagnetic interaction of low-spin FeIII (S = 1/2) and high-spin MnII (S = 5/2). The FeIII-MnII coupling constant J is -5.90(9) or -7.6(2) cm-1 for 3 and -2.29(3) cm-1 for 4.

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Karrer, Friedrich; Kayser, Hartmut; Buser, Hans Peter; Ramos Tombo, Gerardo M. published the article 《Insect juvenile hormone mimics: a chemical metamorphosis from terpenoid esters to aryloxy dioxolanes》. Keywords: insect juvenile hormone aryloxy dioxolane mimic.They researched the compound: 2-Bromopriopionaldehydediethylacetal( cas:3400-55-3 ).Name: 2-Bromopriopionaldehydediethylacetal. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:3400-55-3) here.

The 1,3-dioxolane derivative I is a potent juvenile hormone mimic. The stereoselective synthesis of its stereoisomers (2R,4S)-, (2S,4R)-, (2S,4S)-, and (2R,4R)-I was based on the chiral glycerol derivative II. Three different approaches to this central compound were investigated: using chiral building blocks, enantioselective catalytic hydrogenation, and stereoselective crystallization The latter is the most suitable for large scale synthesis. In vivo testing of the different stereoisomers on Nauphoeta cinerea showed that the juvenoid activity is mainly associated with the (2R,4S)-I isomer.

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Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 1-(Bromomethyl)-4-iodobenzene(SMILESS: IC1=CC=C(CBr)C=C1,cas:16004-15-2) is researched.Product Details of 1265884-98-7. The article 《Synthesis and evaluation of new 1-oxa-8-azaspiro[4.5]decane derivatives as candidate radioligands for sigma-1 receptors》 in relation to this compound, is published in Bioorganic & Medicinal Chemistry. Let’s take a look at the latest research on this compound (cas:16004-15-2).

The design, synthesis, and evaluation of a series of 1-oxa-8-azaspiro[4.5]decane I (R = F, I, OCH2CH2F) and 1,5-dioxa-9-azaspiro[5.5]undecane derivatives II (R = F, I, OCH2CH2F, OMe) as selective σ1 receptor ligands has been reported. All seven ligands exhibited nanomolar affinity for σ1 receptors (Ki(σ1) = 0.47 – 12.1 nM) and moderate selectivity over σ2 receptors (Ki(σ2)/ Ki(σ1) = 2 – 44). Compound I (R = OCH2CH2F), with the best selectivity among these ligands, was selected for radiolabeling and further evaluation. Radioligand II (R = OCH2CH2F18) was prepared via nucleophilic 18F-substitution of the corresponding tosylate precursor, with an overall isolated radiochem. yield of 12-35%, a radiochem. purity of greater than 99%, and molar activity of 94 – 121 GBq/μmol. Biodistribution studies of II (R = OCH2CH2F18) in mice demonstrated high initial brain uptake at 2 min. Pretreatment with SA4503 resulted in significantly reduced brain-to-blood ratio (70% – 75% at 30 min). Ex vivo autoradiog. in ICR mice demonstrated high accumulation of the radiotracer in σ1 receptor-rich brain areas. These findings suggest that II (R = OCH2CH2F18) could be a lead compound for further structural modifications to develop potential brain imaging agents for σ1 receptors.

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Piperazine – Wikipedia,
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Recommanded Product: Potassiumtris(1-pyrazolyl)borohydride. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: Potassiumtris(1-pyrazolyl)borohydride, is researched, Molecular C9H10BKN6, CAS is 18583-60-3, about Two new scorpionates vanadium haloperoxidases model complexes: Synthesis and structure of VO(O2)(pzH)(HB(pz)3) and VO(O2)(pzH)(B(pz)4) (pzH = pyrazole (C3H4N2)).

Using vanadium sulfate, H2O2, poly(1H-pyrazol-1-yl)borate and pyrazole as starting materials, two new neutral peroxovanadium(V) complexes with poly(1H-pyrazol-1-yl)borate, VO(O2)(pzH)(HB(pz)3) (1) and VO(O2)(pzH)(B(pz)4) (2), were synthesized. Both complexes were characterized by elemental anal., IR, UV-visible and NMR spectra. The structure of complex 1 was determined by x-ray diffraction, which is somewhat relevant for haloperoxidase enzymes. Cytotoxic effects also are discussed on 3T3 cell proliferation. In the concentration range (0.1-100 μmol), both complexes have an inhibiting cellular proliferation effect. For the cells cultivated with the complexes at high dose, the toxicity effect of both complexes is more predominant. Thermal decomposition kinetics and quantum chem. calculations of complex 1 were also performed.

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Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 1-(Bromomethyl)-4-iodobenzene(SMILESS: IC1=CC=C(CBr)C=C1,cas:16004-15-2) is researched.HPLC of Formula: 60748-47-2. The article 《C(sp3)-H Monoarylation of methanol enabled by a bidentate auxiliary》 in relation to this compound, is published in Organic Letters. Let’s take a look at the latest research on this compound (cas:16004-15-2).

With the assistance of a practical directing group (COAQ), the first catalytic protocol for the palladium-catalyzed C(sp3)-H monoarylation of methanol has been developed, offering an invaluable synthesis means to establish extensive derivatives of crucial arylmethanol functional fragments. Furthermore, the gram-scale reaction, broad substrate scope, excellent functional group compatibility, and even the practical synthesis of medicines further demonstrate the usefulness of this strategy.

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Piperazine – Wikipedia,
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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Switching with orthogonal stimuli: electrochemical ring-closure and photochemical ring-opening of bis(thiazolyl)maleimides, published in 2013, which mentions a compound: 3400-55-3, Name is 2-Bromopriopionaldehydediethylacetal, Molecular C7H15BrO2, Recommanded Product: 3400-55-3.

The photochem. as well as electrochem. of novel donor-acceptor bis(morpholinothiazolyl)-maleimides has been investigated. Proper substitution of these diarylethene-type mol. switches leads to the unique situation in which their ring-closure can only be accomplished electrochem., while ring-opening can only be achieved photochem. Hence, these switches operate with orthogonal stimuli, i.e. redox potential and light, resp. The switch system could be optimized by introducing trifluoromethyl groups at the reactive carbon atoms in order to avoid byproduct formation during oxidative ring closure. Both photochem. and electrochem. pathways were investigated for methylated, trifluoromethylated, and nonsym. bis(morpholinothiazolyl)maleimides as well as the bis(morpholinothiazolyl)cyclopentene reference compound With the aid of the nonsym. “”mixed”” derivative, the mechanism of electrochem. driven ring closure could be elucidated and seems to proceed via a dicationic intermediate generated by two-fold oxidation All exptl. work has been complemented by d. functional theory that provides detailed insights into the thermodn. of the ring-open and closed forms, the nature of their excited states, and the reactivity of their neutral as well as ionized species in different electronic configurations. The particular diarylethene systems described herein could serve in multifunctional (logic) devices operated by different stimuli (inputs) and may pave the way to converting light into elec. energy via photoinduced “”pumping”” of redox-active meta-stable states.

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Piperazine – Wikipedia,
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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Potassiumtris(1-pyrazolyl)borohydride( cas:18583-60-3 ) is researched.SDS of cas: 18583-60-3.Gemel, Christian; Trimmel, Gregor; Slugovc, Christian; Kremel, Sabine; Mereiter, Kurt; Schmid, Roland; Kirchner, Karl published the article 《Ruthenium Tris(pyrazolyl)borate Complexes. 1. Synthesis and Reactivity of Ru(HB(pz)3)(COD)X (X = Cl, Br) and Ru(HB(pz)3)(L2)Cl (L = Nitrogen and Phosphorus Donor Ligands)》 about this compound( cas:18583-60-3 ) in Organometallics. Keywords: ruthenium pyrazolylborate complex preparation crystal structure; nitrogen phosphorus donor ruthenium pyrazolylborate complex; crystal structure ruthenium pyrazolylborate donor complex; mol structure ruthenium pyrazolylborate donor complex; coupling reaction catalyst ruthenium pyrazolylborate complex; phenylacetylene coupling benzoic acid allyl alc. Let’s learn more about this compound (cas:18583-60-3).

The synthesis and catalytic reactivity of a variety of new ruthenium complexes of the tris(pyrazolyl)borate ligand (HB(pz)3) are reported in this paper. From the parent complex Ru(HB(pz)3)(COD)X (X = Cl, Br) the cationic derivatives [Ru(HB(pz)3)(COD)L]+ (L = H2O, CH3CN, pyridine, dmso) have been obtained by treatment with 1 equiv of AgCF3SO3 in CH2Cl2 solutions of L. Displacement of COD from these latter complexes has been accomplished in boiling dmf solutions of ligands L2 = Ph2PCH2PPh2 (dppm), Ph2PCH2CH2NMe2 (pn), and Me2NCH2CH2NMe2 (tmeda) as well as L = pyridine and 3-methylpyridine to give Ru(HB(pz)3)(L2)Cl and Ru(HB(pz)3)(L)2Cl, resp., each in high yield. From some of these complexes, in turn, the chloride ion has been abstracted with either AgCF3SO3, TlCF3SO3, or NaBPh4 in CH3CN as the solvent. In this way [Ru(HB(pz)3)(dppm)(CH3CN)]CF3SO3, [Ru(HB(pz)3)(pn)(CH3CN)]BPh4, and [Ru(HB(pz)3)(tmeda)(CH3CN)]BPh4 were prepared Selected x-ray structures are included. Some of the complexes synthesized are efficient catalysts for the formation of selectively C-O-coupled products from the reaction of phenylacetylene with either benzoic acid or allyl alcs.

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Piperazines – an overview | ScienceDirect Topics

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Synthesis and crystal structures of the molybdenum(II) complexes with the N,N-dimethylthiocarbamoyl containing ligand: crystal structures of β-[Mo(CO)2{η2-S2P(OEt)2}(η2-SCNMe2)(PPh3)] and [Mo(CO)2(η3-Tp)(η2-SCNMe2)(PPh3)], published in 2012-08-31, which mentions a compound: 18583-60-3, mainly applied to molybdenum dimethylthiocarbamoyl complex preparation crystal structure, Category: piperazines.

Reactions of the thiocarbamoyl-molybdenum complex [Mo(CO)2(η2-SCNMe2)(PPh3)2Cl] 1, and ammonium diethyldithiophosphate, NH4S2P(OEt)2, and potassium tris(pyrazoyl-1-yl)borate, KTp, in dichloromethane at room temperature yielded two coordinated diethyldithiophosphate thiocarbamoyl-molybdenum complexes [Mo(CO)2{η2-S2P(OEt)2}(η2-SCNMe2)(PPh3)] β-3, and tris(pyrazoyl-1-yl)borate thiocarbamoyl-molybdenum complex [Mo(CO)2(η3-Tp)(η2-SCNMe2)(PPh3)] 4, resp. The geometry around the metal atom of compounds β-3 and 4 are capped octahedrons. The α- and β-isomers are defined to the dithio-ligand and one of the carbonyl ligands in the trans position in the former and two carbonyl ligands in the trans position in the latter. The thiocarbamoyl and diethyldithiophosphate or tris(pyrazoyl-1-yl)borate ligands coordinate to the molybdenum metal center through the carbon and sulfur and two sulfur atoms, or three nitrogen atoms, resp. Complexes β-3 and 4 were characterized by x-ray diffraction analyses.

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Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics