Tag: M.W=200-250

Kamiya, Naoshi published the artcileDehalogenation of α-halo carbonyl compounds by a new efficient reagent, triphenylphosphonium iodide, Recommanded Product: Ethyl 2-Iodopropionate, the publication is Chemistry Letters (1992), 293-6, database is CAplus.

Ph₃PHI is an efficient reagent for the dehalogenation of α-halo carbonyl compounds, e.g., MeCHClAc to EtAc. α-Halo esters, which were difficult to reduce with Me₃SiCl/NaI reagent, were smoothly debrominated by Ph₃PHI. Treatment of α-halo carbonyl compounds with Ph₃PDI produced the corresponding α-deuterated compounds

Chemistry Letters 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

Since, Marc published the artcileOriginal TDAE strategy using α-halocarbonyl derivatives, Name: Ethyl 2-Iodopropionate, the publication is Tetrahedron (2009), 65(31), 6128-6134, database is CAplus.

The selective C-C bond formation by the reaction of nitrobenzyl carbanions, formed via the TDAE strategy, with α-haloesters and α-haloamides is disclosed. This reaction, extended in benzodioxole and dimethoxybenzene series provides new potentially CNS active agents.

Tetrahedron 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 C15H21BO2, Name: Ethyl 2-Iodopropionate.

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

Kadiyala, Raghu Ram published the artcileComputed CH acidity of biaryl compounds and their deprotonative metalation by using a mixed lithium/zinc-TMP base, Synthetic Route of 1331850-50-0, the publication is Chemistry – A European Journal (2013), 19(24), 7944-7960, database is CAplus and MEDLINE.

A number of substituted biaryls, arylpyridines, arylpyrimidines and arylquinolines was prepared by coupling reactions; deprotonation-iodination with a mixed lithium/zinc-TMP base gives the corresponding iodides. The obtained exptl. results on acidity are compared with calculated values of Gibbs energies of deprotonation at different positions of the considered biaryl and arylheterocyclic systems. With the aim of synthesizing biaryl compounds, several aromatic iodides were prepared by the deprotonative metalation of methoxybenzenes, 3-substituted naphthalenes, isoquinoline, and methoxypyridines by using a mixed lithium/zinc-TMP (TMP = 2,2,6,6-tetramethylpiperidino) base and subsequent iodolysis. The halides thus obtained, as well as com. compounds, were cross-coupled under palladium catalysis (e.g., Suzuki coupling with 2,4-dimethoxy-5-pyrimidylboronic acid) to afford various representative biaryl compounds Deprotometalation of the latter compounds was performed by using the lithium/zinc-TMP base and evaluated by subsequent iodolysis. The outcome of these reactions has been discussed in light of the CH acidities of these substrates, as determined in THF solution by using the DFT B3LYP method. Except for in the presence of decidedly lower pK_a values, the regioselectivities of the deprotometalation reactions tend to be governed by nearby coordinating atoms rather than by site acidities. In particular, azine and diazine nitrogen atoms have been shown to be efficient in inducing the reactions with the lithium/zinc-TMP base at adjacent sites (e.g., by using 1-(2-methoxyphenyl)isoquinoline, 4-(2,5-dimethoxyphenyl)-3-methoxypyridine, or 5-(2,5-dimethoxyphenyl)-2,4-dimethoxypyrimidine as the substrate), a behavior that has already been observed upon treatment with lithium amides under kinetic conditions. Finally, the iodinated biaryl derivatives were involved in palladium-catalyzed reactions.

Chemistry – A European Journal published new progress about 1331850-50-0. 1331850-50-0 belongs to iodides-buliding-blocks, auxiliary class Pyridine,Iodide,Ether,Pyridine, name is 4-Iodo-3-methoxypyridine, and the molecular formula is C6H6INO, Synthetic Route of 1331850-50-0.

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

Sheinker, V. N. published the artcileStudy of the structure and properties of heterocyclic compounds and their complexes. XXXIII. Charge transfer complexes of bromine iodide and chlorine iodide with azoles, Name: Pyridine Iodochloride complex, the publication is Zhurnal Obshchei Khimii (1976), 46(11), 2576-9, database is CAplus.

UV and dipole moment data were given for complexes of imidazoles, pyrazoles, thiazoles, oxazoles, and isoxazoles with ClI and BrI. The stability of the BrI complexes was lower than that of the ClI complexes, but both types were more stable than the analogous I2 complexes. The change of the dipole moment on complexation, the degree of charge transfer, and the stability constant all increased as the basicity of the azole increased.

Zhurnal Obshchei Khimii 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 C20H12N2O2, Name: Pyridine Iodochloride complex.

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

Zingaro, Ralph A. published the artcileInfrared spectra of pyridine coördinated iodine(I) salts, Recommanded Product: Pyridine Iodochloride complex, the publication is Journal of the American Chemical Society (1959), 1353-7, database is CAplus.

The spectra of (Ipy)X (py = C₅H₅N and X = OAc, BzO, CN, F, Cl, Br, ClO₄, and NO₃), (Ipy₂)ClO₄ and NO₃, and (pyH)I are determined and compared with those of py and solutions of I₂ in py. The results are related to data from studies of ultraviolet spectra and conductivities of I₂-py solutions The py-I₂ complex must be very polar. On the basis of the spectral change resulting from coördination of py with I₂ it is suggested that the 990-cm.^-1 band of py be assigned to a H deformation mode. (Ipy)CN is prepared by adding I₂ to AgCN suspended in a CHCl₃ solution of py. AgI and AgCN are separated and the filtrate evaporated at 1 mm. Hg and Dry-Ice temperature The compound forms orange crystals which can be kept as long as 10 days in vacuo at Dry-Ice temperature Decomposition begins at 34° and is rapid at 50-3°. It is colored only in nonpolar solvents. (Ipy)F is prepared similarly from AgF. It forms pale yellow crystals which decompose over the range 80-97°. It is soluble in EtOH and Me₂O with subsequent decomposition It is insoluble in CCl₄, CHCl₃, or CS₂. Decomposition is instantaneous on contact with water.

Journal of the American Chemical 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 C13H19Br2ClN2O, Recommanded Product: Pyridine Iodochloride complex.

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

Bukshpan, S. published the artcileMoessbauer effect results for iodine, iodine, monobromide, and iodine monochloride in different chemical states, Safety of Pyridine Iodochloride complex, the publication is Journal of Chemical Physics (1975), 62(7), 2916-17, database is CAplus.

Anal. of the literature 129I Moessbauer effect data for I2, IBr, and ICl mols. as isolated mols. in inert gas matrixes, as solids, and in pyridine complexes gave evidence of the electronic structure in the compounds. The matrix isolated mols. have the electronic structure of the gas phase mols. The pyridine complexes have linear py+.X-I+ form with 0.13 electrons transferred from the py to the X-I+ mol. The py.I2 mol. has 2 different states assigned to I+ and I-.

Journal of Chemical Physics 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, Safety of Pyridine Iodochloride complex.

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

Canonica, Luigi published the artcileReformatskiǐ reactions. V. Further data on the stereochemical aspects of the Reformatskiǐ reaction, COA of Formula: C5H9IO2, the publication is Gazzetta Chimica Italiana (1955), 130-6, database is CAplus.

cf. C.A. 50, 6377d. In 3 cases already studied, α,β-disubstituted hydracrylic acids, obtained by alk. saponification of esters prepared by the Reformatskiǐ condensation, were found to be mixtures of 2 racemic stereoisomers, as predicted by theory. The present work shows that the esters are sterically unitary and that the inversion of configuration takes place within the esters themselves and precedes saponification The racemic HO acids are stable to alkalies. By the action of CH₂N₂ on the 2-iso-BuCH(OH)CH(CHMe₂)CO₂H, the corresponding esters are obtained. Their sapon, verifies the configuration of an ester formed by the Reformatskiǐ condensation. The experiments show also the influence of the temperature on the relative velocities of the reactions and the relative yields of the saponification products. Condensation of Me₂CHCH₂CHO (I) with Me₂CHCHBrCO₂Me (II) was carried out as with the Et ester (III) in earlier work, but with (Me₂CH)₂O as solvent. I (20 g.) and 40 g. II gave 33 g. crude product, which, rectified, yielded Me₂CHCH₂CH(OH)CH(CHMe₂)CO₂Me(IV), b₃ 103-4°, n_D²⁵ 1.4421. III, IV, PhCH(OH)CH(CHMe₂)CO₂Et (V), and PhCH(OH)CHEtCO₂Et (VI) were saponified by 10% NaOH at different temperatures (IV in MeOH; III, V, and VI in EtOH, and 10 cc. NaOH/g. ester). The time and temperature of saponification, yields of acids, % demolition to aldehydes, and % esters recovered are tabulated. Each acid (200 mg.) was refluxed 5 hrs. with 8 cc. 10% NaOH in MeOH, the free NaOH neutralized, the solution evaporated, H₂SO₄ added, and the mixture extracted with Et₂O. After crystallization, almost 100% of the acid was recovered; no stereoisomeric acid was found. The form of Me₂CHCH₂CH(OH)CH(CHMe₂)CO₂H m. 88° (900 mg.) in 6 cc. Et₂O treated slowly with 360 mg. CH₂N₂ in 7 cc. Et₂O (kept ice-cold), evaporated in vacuo, and the ester and 10 cc. 10% NaOH in MeOH heated 5 hrs. at 65° and treated as usual give, from petr. ether, an acid fraction, m. 88°, and, from C₆H₆-petr. ether, a fraction, m. 126°. The mother liquor contains Me₂CHCH₂CO₂H.

Gazzetta Chimica Italiana 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

Locke, David M. published the artcileAtisine. The synthesis of 1-methyl-6-ethyl-3-azaphenanthrene, HPLC of Formula: 31253-08-4, the publication is Journal of the American Chemical Society (1959), 2246-50, database is CAplus.

cf. C.A. 52, 20143g. Pyrrolidine (33.4 ml.) in 400 ml. PhMe was refluxed 2 hrs. (Bidwell-Sterling moisture collector), 34.8 g. 7-ethyl derivative of tetralone with 100 mg. p-MeC₆H₄SO₃H added, refluxed 48 hrs. and the toluene distilled off. Ethyl α-iodopropionate (I) was prepared from 39.8 g. ethyl α-bromopropionate, 33 g. NaI, and 300 ml. dry Me₂CO. The mixture was filtered, and the Me₂CO removed by azeotropic distillation with 250 ml. C₆H₆. I was added to the pyrrolidine enamine mixture with 300 ml. dioxane, refluxed 8.5 hrs., concentrated in vacuo, saponified with methanolic KOH, concentrated, and extracted with C₆H₆. The C₆H₆ extract was concentrated in vacuo, taken up in a large volume of ether, filtered, and refrigerated to give 10.64 g. 7-ethyl-1-oxo-1,2,3,4-tetrahydro-α-methyl-2-naphthaleneacetic acid (II), m. 112-20° (Et₂O). II (7.31 g.) was reduced according to Martin (C.A. 30, 6726¹) and the precipitated crystals washed with ligroine to give 308 mg. 7-ethyl-1,2,3,4-tetrahydro-α-methyl-2-naphthaleneacetic acid (III), m. 195-99° (ligroine). 7-Ethyl-α-methyl-2-naphthaleneacetic acid (IV) was prepared as follows: the noncrystalline residue from the preparation of III treated with CH₂N₂ in Me₂CO, the solution evaporated to dryness with C₆H₆, the residue mixed with 10% Pd-C, heated 5 hrs. at 265-70°, cooled, dissolved in C₆H₆, filtered, evaporated to dryness in vacuo, saponified, concentrated in vacuo, diluted with H₂O, and extracted with C₆H₆ gave IV, m. 109-10°. IV (1.42 g.) heated with 1 ml. SOCl₂ for 1 hr., evaporated in vacuo, the residue taken up in benzene, anhydrous NH₃ bubbled through 1 hr., extracted with CHCl₃, and chromatographed over alumina gave crystals (precipitated from EtOAc) of 7-ethyl-α-methyl-2-naphthaleneacetamide (V), m. 105-7°. V (1.1 g.) in 100 ml. anhydrous Et₂O added to 1.8 g. LiAlH₄ was refluxed 4 hrs., cooled, and then EtOAc was added until reflux ceased. Salts which were precipitated by Et₂O and H₂O were filtered off, washed (Et₂O), dissolved in C₆H₆, extracted with HCl, basified and extracted with benzene. Anhydrous HCl was passed through the solution which was evaporated to dryness in vacuo. Recrystallization of the residue from C₆H₆ gave 780 mg. of the hydrochloride of 7-ethyl-α-methyl-2-naphthaleneëthylamine (VI), m. 208-9° (Et₂O-EtOH); picrate m. 215-18° (Me₂CO-Et₂O). VI (445 mg.) heated 2.5 hrs. (steam bath) with 100 ml. 2N HCl and 2 ml. 40% formalin, kept overnight at room temperature, evaporated to dryness in vacuo with C₆H₆, the residue dissolved in EtOH, and diluted with Et₂O gave 367 mg. of 1-methyl-6-ethyl-1,2,3,4-tetrahydro-3-azaphenanthrene (VII), m. 217-21° (from ethanol-ether). VII (262 mg.) was treated with 100 mg. 10% Pd-C at 225-35° for 45 min. The mixture was cooled, dissolved in hot ligroine, filtered, and concentrated to give 121 mg. of 1-methyl-6-ethyl-3-azaphenanthrene, m. 83.5-85.0°. Infrared and ultraviolet spectra were identical with an authentic sample; picrate m. 220-21°; trinitrobenzene adduct m. 122.5-123.5°.

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, HPLC of Formula: 31253-08-4.

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

Wang, Bingbing published the artcileElectrochemical Borylation of Alkyl Halides: Fast, Scalable Access to Alkyl Boronic Esters, Formula: C6H13I, the publication is Journal of the American Chemical Society (2021), 143(33), 12985-12991, database is CAplus and MEDLINE.

Herein, a fast, scalable, and transition-metal-free borylation of alkyl halides (X = I, Br, Cl) enabled by electroreduction is reported. This process provides an efficient and practical access to primary, secondary, and tertiary boronic esters at a high current. More than 70 examples, including the late-stage borylation of natural products and drug derivatives, are furnished at room temperature, thereby demonstrating the broad utility and functional-group tolerance of this protocol. Mechanistic studies disclosed that B₂cat₂ serves as both a reagent and a cathodic mediator, enabling electroreduction of difficult-to-reduce alkyl bromides or chlorides at a low potential.

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 C12H10O4S, Formula: C6H13I.

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

Yarwood, J. published the artcileFar-infrared intensity studies of complexes of some pyridine bases with iodine monochloride, Safety of Pyridine Iodochloride complex, the publication is Journal of the American Chemical Society (1968), 90(15), 3930-9, database is CAplus.

Studies are reported of the far-ir spectra of complexes of ICl with pyridine, 3-picoline, and 2,6-lutidine. The frequencies and the intensities are given for both the I-Cl stretching vibration (�90 cm.-1) and the N-I stretching vibration (115-140 cm.-1) measured for complexes dissolved in benzene. The measurements were made with a Beckman IR-11 far-ir spectrometer, with polyethylene cells. Exptl. techniques for intensity measurements in this region of the spectrum are discussed. Attempts to obtain normal coordinates are described. Some interpretation is given of these results in terms of the theory presented by Friedrich and Person. 27 references.

Journal of the American Chemical 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 C28H29NO4, Safety of Pyridine Iodochloride complex.

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