Tag: M.W=200-250

Bennett, Martin A. published the artcileOxidative addition of functionalized alkyl halides to iridium(I) complexes IrCl(CO)L₂ (L = PMePh₂, PMe₂Ph, PMe₃), COA of Formula: C5H9IO2, the publication is Australian Journal of Chemistry (1986), 39(9), 1363-75, database is CAplus.

Iridium(I) complexes IrCl(CO)L₂ (L = PMePh₂, PMe₂Ph, PMe₃) oxidatively add alkyl bromides, RBr, bearing electron-withdrawing substituents on the α-C atom (R = CH₂CO₂Et, MeCHCO₂Et, MeCHCOMe, EtCHNO₂) to give octahedrally coordinated alkyliridium(III) complexes IrBrClR(CO)L₂, for which ¹H and ³¹P NMR data are reported. In the secondary alkyls, the mutually trans tertiary phosphine ligands are nonequivalent; consequently, the P-Me resonance is not the usual 1:2:1 virtual triplet. In some cases the pattern is a doublet or a doublet of doublets, similar to that expected for mutually cis tertiary phosphine ligands. In contrast to simple sec-alkyliridium(III) complexes, the functionalized sec-alkyls do not isomerize under any conditions to the corresponding n-alkyls, and the reverse process does not occur for n-alkyls such as IrBrCl(CH₂CH₂CO₂Et)(CO)(PMe₃)₂ and IrClI(CH₂CH₂CN)(CO)(PMe₃)₂. Diiodomethane and chloroiodomethane readily add to IrCl(CO)L₂ to give haloalkyliridium(III) complexes IrClI(CH₂X)(CO)L₂ (X = Cl, I). These contain mutually trans tertiary phosphine ligands, although in the case of L = PMe₂Ph unstable cis-isomers can be detected. Attempts to form complexes containing IrCHBrMe or IrCH(CO₂Et)Me by addition of MeCHBr₂ or MeCHClOEt to IrCl(CO)(PMe₃)₂ gave only IrBr₂Cl(CO)(PMe₃)₂ and IrHCl₂(CO)(PMe₃)₂, resp.

Australian Journal of Chemistry published new progress about 31253-08-4. 31253-08-4 belongs to iodides-buliding-blocks, auxiliary class Iodide,Ester, name is Ethyl 2-Iodopropionate, and the molecular formula is C5H9IO2, COA of Formula: C5H9IO2.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Wang, Xianjin published the artcileCatalytic Boration of Alkyl Halides with Borane without Hydrodehalogenation Enabled by Titanium Catalyst, Computed Properties of 638-45-9, the publication is Angewandte Chemie, International Edition (2021), 60(22), 12298-12303, database is CAplus and MEDLINE.

An unprecedented and general Ti-catalyzed boration of alkyl (pseudo)halides (alkyl-X, X = I, Br, Cl, OMs) with borane (HBpin, HBcat) is reported. The use of Ti catalyst can successfully suppress the undesired hydrodehalogenation products that prevail using other transition-metal catalysts. Synthetically useful alkyl boronate esters are readily obtained from various (primary, secondary, and tertiary) alkyl electrophiles, including unactivated alkyl chlorides, with tolerance of other reducing functional groups such as ester, alkene, and carbamate. Preliminary studies on the mechanism revealed a possible radical reaction pathway. Further extension of the authors’ strategy to aryl bromides is also demonstrated.

Angewandte Chemie, International Edition published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C15H12O8, Computed Properties of 638-45-9.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Bahr, G. published the artcileHeavy metal complexes of Schiff bases. IV. Heavy metal complexes with pyridine-2-aldehyde alkylimines, Related Products of iodides-buliding-blocks, the publication is Zeitschrift fuer Anorganische und Allgemeine Chemie (1957), 119-38, database is CAplus.

cf. C.A. 50, 6996c. The Schiff bases C₅H₄NCH:NR (R = CH₃ to C₇H₁₅) (I) are prepared in 90% yield by reaction of 2-C₅H₄NCHO with the appropriate amine. The Me compound is crystalline, but the rest are colorless oils, more stable to hydrolysis than the analogous arylimines. I with Fe(ClO₄)₂ in MeOH gives dark violet Fe(I)₃(ClO₄)₂, decompose 233-4°, 235-6°, and 234-5° for the Me, Et, and Pr compounds, resp. In Me₂CO or MeOH these form MnO₄^–-colored solutions which in 10^-3 to 10^-4M solution obey the Beer-Lambert Law. Absorption spectra (4280-7290 A.) of the Fe complexes in MeOH show that the Me compound, whose sensitivity in neutral aqueous solution is 1:2 × 10⁷, has a maximum at 5510 A. In acid solution the color develops slowly but is stable. In alk. solution the color develops at once, but Fe₂O₃.xH₂O precipitates in a few hrs. from solutions 1N in NaOH. Photometric data show that I (R = Et) displaces 2,2′-bipyridine from Fe(II) complexes of the latter; the reaction is reversible. Fe(I)₃⁺⁺ (R = Et) is reversibly oxidized to Fe(I)₃⁺⁺⁺ (blue) by Ce(IV). I with CuCl₂.2H₂O in Me₂CO gives green CuCl₂.I, decomposing 242-3° and 227-8° (R = Me and Et, resp.), or m. 196°, 208-9°, 205-6°, 206-7°, and 207-8° for the C₃H₇ to C₇H₁₅ compounds, resp. With NaOH the Cu complexes give blue precipitates, soluble in excess NaOH to form blue-violet solutions which soon become brown and turbid from Cu₂O precipitation The blue-violet solutions are restored by shaking the mixture in air. I with HgCl₂ in Me₂CO gives colorless HgCl₂.I, insoluble in H₂O, decomposing 125° (Me, Et, or Pr compounds) or m. 121-2°, 124°, 138°, and 136-7° for C₄H₉ to C₇H₁₅ compounds, resp. I with HgBr₂ in Et₂O gives colorless HgBr₂.I, insoluble in H₂O, decomposing 130° (Me, Et, or Pr compounds) or m. 123°, 95°, 94°, and 92° for the C₄H₉ to C₇H₁₅ compounds, resp. I with Hg(ClO₄)₂ in MeOH gives colorless, H₂O-soluble Hg(I)₂(ClO₄)₂, m, 239-40°, 226-7°, and 136° for the Me, Et, and Pr complexes. With I^– the ClO₄^– compounds give Hg(I)₂I₂, also obtained by adding HgI₂ to the liquid Schiff bases and diluting with H₂O. The Hg complexes are destroyed by H₂S, SnCl₂, dilute acid, NH₃, or alk. solution I with anhydrous ZnCl₂ in Et₂O gives colorless ZnCl₂.I, m. 189°, 184°, 208°, 131°, 113°, 100°, and 112° for the CH₃ to C₇H₁₅ compounds, resp. NH₃ or AgNO₃, but not K₄Fe(CN)₆, decompose the Zn complexes.

Zeitschrift fuer Anorganische und Allgemeine Chemie published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, Related Products of iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Collis, Gavin E. published the artcileA modular procedure for the synthesis of functionalised β-substituted terthiophene monomers for conducting polymer applications, Recommanded Product: Pyridine Iodochloride complex, the publication is Tetrahedron (2007), 63(45), 11141-11152, database is CAplus.

An efficient modular strategy has been developed for the synthesis of β-functionalized terthiophene monomers using Suzuki-Miyaura and Wittig/Horner-Emmons chemistries. This paper discusses the problems encountered with converting the β-terthiophene aldehyde building block to the β-terthiophene phosphonium salt and the use of this material in a Wittig condensation. An improved strategy using the β-terthiophene phosphonate building block constructed via Suzuki-Miyaura coupling protocols was developed. We have synthesized and characterized a broad range of functionalized terthiophene materials that have been designed for specific end-use applications. The availability of these building blocks has dramatically increased access to a range of key monomers.

Tetrahedron published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, Recommanded Product: Pyridine Iodochloride complex.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Aladzheva, I. M. published the artcileSynthesis of N-(2-chloroethyl)glycine and –DL-alanine esters, Application of Ethyl 2-Iodopropionate, the publication is Russian Chemical Bulletin (2007), 56(12), 2456-2459, database is CAplus.

N-(2-chloroethyl)glycine and DL-alanine esters were prepared by reductive amination of the C=O group of glyoxilic or pyruvic acids upon treatment with 2-chloroethylamine and sodium cyanoborohydride in methanol and by alkylation of 2-chloroethylamine with α-haloalkanoic acid esters in K₂CO₃-MeCN two-phase system.

Russian Chemical Bulletin published new progress about 31253-08-4. 31253-08-4 belongs to iodides-buliding-blocks, auxiliary class Iodide,Ester, name is Ethyl 2-Iodopropionate, and the molecular formula is C5H9IO2, Application of Ethyl 2-Iodopropionate.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Perez-Ojeda, M. Eugenia published the artcileCarbon nano-onions: Potassium intercalation and reductive covalent functionalization, COA of Formula: C6H13I, the publication is Journal of the American Chemical Society (2021), 143(45), 18997-19007, database is CAplus and MEDLINE.

Herein we report the synthesis of covalently functionalized carbon nano-onions (CNOs) via a reductive approach using unprecedented alkali-metal CNO intercalation compounds For the first time, an in situ Raman study of the controlled intercalation process with potassium has been carried out revealing a Fano resonance in highly doped CNOs. The intercalation was further confirmed by electron energy loss spectroscopy and X-ray diffraction. Moreover, the exptl. results have been rationalized with DFT calculations Covalently functionalized CNO derivatives were synthesized by using Ph iodide and n-hexyl iodide as electrophiles in model nucleophilic substitution reactions. The functionalized CNOs were exhaustively characterized by statistical Raman spectroscopy, thermogravimetric anal. coupled with gas chromatog. and mass spectrometry, dynamic light scattering, UV-vis, and ATR-FTIR spectroscopies. This work provides important insights into the understanding of the basic principles of reductive CNOs functionalization and will pave the way for the use of CNOs in a wide range of potential applications, such as energy storage, photovoltaics, or mol. electronics.

Journal of the American Chemical Society published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C6H13I, COA of Formula: C6H13I.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Gnocchi, Davide published the artcileXanthenylacetic Acid Derivatives Effectively Target Lysophosphatidic Acid Receptor 6 to Inhibit Hepatocellular Carcinoma Cell Growth, Related Products of iodides-buliding-blocks, the publication is ChemMedChem (2021), 16(13), 2121-2129, database is CAplus and MEDLINE.

Despite the increasing incidence of hepatocellular carcinoma (HCC) worldwide, current pharmacol. treatments are still unsatisfactory. We have previously shown that lysophosphatidic acid receptor 6 (LPAR6) supports HCC growth and that 9-xanthenylacetic acid (XAA) acts as an LPAR6 antagonist inhibiting HCC growth without toxicity. Here, we synthesized four novel XAA derivatives, (±)-2-(9H-xanthen-9-yl)propanoic acid (compound 4 – MC9), (±)-2-(9H-xanthen-9-yl)butanoic acid (compound 5 – MC6), (±)-2-(9H-xanthen-9-yl)hexanoic acid (compound 7 – MC11), and (±)-2-(9H-xanthen-9-yl)octanoic acid (compound 8 – MC12, sodium salt) by introducing alkyl groups of increasing length at the acetic α-carbon atom. Two of these compounds were characterized by X-ray powder diffraction and quantum mech. calculations, while mol. docking simulations suggested their enantioselectivity for LPAR6. Biol. data showed anti-HCC activity for all XAA derivatives, with the maximum effect observed for MC11. Our findings support the view that increasing the length of the alkyl group improves the inhibitory action of XAA and that enantioselectivity can be exploited for designing novel and more effective XAA-based LPAR6 antagonists.

ChemMedChem published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C6H13I, Related Products of iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Kornblum, Nathan published the artcileThe reaction of silver nitrite with α-halo esters, Recommanded Product: Ethyl 2-Iodopropionate, the publication is Journal of the American Chemical Society (1955), 6654-5, database is CAplus.

MeCHICO₂Et (I), b₇ 49°, n_D²⁰ 1.4963, (68.7 g.) added dropwise with stirring to 92.4 g. AgONO suspended in 500 cc. dry Et₂O during 1.5 h., the mixture stirred 48 h. at room temperature, and filtered, the filter residue washed with dry Et₂O, the combined filtrate and washings evaporated, and the residual pale blue oil distilled yielded 35.3 g. MeCH(NO₂)CO₂Et, b₉ 75-6°, n_D²⁰ 1.4210; it was readily recovered in 90% yield from a solution in saturated aqueous NaHCO₃ by acidification with aqueous AcOH containing urea. ICH₂CO₂Et, b₃ 60° n_D²⁰ 1.5045, yielded similarly during 48 h. 77% O₂NCH₂CO₂Et, b₃ 71-2°, n_D²⁰ 1.4245. EtCHICO₂Et, b₁ 46°, n_D²⁰ 1.4923, gave in the same manner during 54 h. 75% EtCH(NO₂)CO₂Et, b₈ 82-3%, n_D²⁰ 1.4233. BuCHICO₂Et, b₄ 84°, n_D²⁰ 1.4873, gave during 144 h. 84% BuCH(NO₂)CO₂Et, b₃ 80-1°, n_D²⁰ 1.4302. Me₂CHI (5.95 g.) and 200 cc. Et₂O stirred with cooling in ice, after 1 h. 1-cc. samples in duplicate withdrawn to give the initial concentration of iodide, the solution treated with 53.9 g. AgONO as rapidly as possible, and the reaction followed by converting the unreacted Me₂CHI in 1-cc. aliquots with Raney Ni to ionic iodide and titrating as such with AgNO₃; the reaction was 50% completed in 8 min. The similar reaction of I with AgONO was 50% over in 4860 min. BrCH₂CO₂Et (50.1 g.) treated 6.5 days with 48.5 g. AgONO at 25-8° gave 40.1 g. unreacted I.

Journal of the American Chemical Society published new progress about 31253-08-4. 31253-08-4 belongs to iodides-buliding-blocks, auxiliary class Iodide,Ester, name is Ethyl 2-Iodopropionate, and the molecular formula is C5H9IO2, Recommanded Product: Ethyl 2-Iodopropionate.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Nie, Zaicheng published the artcileCopper-Catalyzed Radical Enantioselective Carbo-Esterification of Styrenes Enabled by a Perfluoroalkylated-PyBox Ligand, Related Products of iodides-buliding-blocks, the publication is Angewandte Chemie, International Edition (2022), 61(28), e202202077, database is CAplus and MEDLINE.

Chiral lactones are found in many natural products. The reaction of simple alkenes with iodoacetic acid is a powerful method to build lactones, but the enantioselective version of this reaction has not been implemented to date. Herein, the efficient catalytic radical enantioselective carbo-esterification of styrenes enabled by a newly developed CuI-perfluoroalkylated PyBox system was reported. Simple styrenes have been converted to useful chiral lactones, whose synthetic applications are showcased. Mechanistic studies reveal that this reaction is a rare example of an efficient ligand-decelerated system, in which the ligand decelerates the reaction, but the reaction is still efficient with reduced amounts of ligand. This uncommon catalytic system may inspire further consideration of the effect of ligands in asym. catalysis.

Angewandte Chemie, International Edition published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C6H13I, Related Products of iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Aloisi, Giangaetano published the artcileCharge transfer complexes between halogens and pyridines. 4. Effect of the acid strength of the acceptors, Quality Control of 6443-90-9, the publication is Transactions of the Faraday Society (1970), 66(12), 3075-80, database is CAplus.

Charge-transfer equilibrium between Br, I, ICl, and IBr as acceptors and various meta- and para-substituted pyridines as donors were studied spectrophotometrically in CCl4 at 30°. Formation constant of the complexes were correlated with Hammett’s substituent constant, ionization constant of the donors, and acid strength of the acceptors. Correlations with intermol. and(or) interhalogen spectral parameters are also discussed.

Transactions of the Faraday Society published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, Quality Control of 6443-90-9.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com