Category: iodides-buliding-blocks

Palladium catalysed 3-component cascade synthesis of bis(2-arylallyl) tertiary amines from aryl iodides, allene and primary amines was written by Gai, Xinjie;Grigg, Ronald;Collard, Simon;Muir, Jayne E.. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2001.Recommanded Product: N,N-Diethyl-4-iodobenzamide This article mentions the following:

A 3-component cascade synthesis of bis(2-arylallyl) tertiary amines from aryl iodide, allene, and primary aliphatic amines is described. Chiral amines give analogous products with no detectable racemization. Mixtures of two different aryl iodides can be utilized to give the mixed tertiary amines as the sole, or major, product. The reaction is sensitive to stereoelectronic effects which lead to mono(2-arylallyl) secondary amines. In the experiment, the researchers used many compounds, for example, N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8Recommanded Product: N,N-Diethyl-4-iodobenzamide).

N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs.Recommanded Product: N,N-Diethyl-4-iodobenzamide

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

2,4,6,8-Tetraiodo-2,4,6,8-tetraazabicyclo[3.3.0]octane-3,7-dione as a mild and convenient reagent for iodination of aromatic compounds was written by Chaikovski, V. K.;Filimonov, V. D.;Yagovkin, A. Yu.;Ogorodnikov, V. D.. And the article was included in Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya) in 2001.Application In Synthesis of 1,4-Diiodo-2,3,5,6-tetramethylbenzene This article mentions the following:

2,4,6,8-Tetraiodo-2,4,6,8-tetraazabicyclo[3.3.0]octane-3,7-dione (tetraiodoglycoluril) is a convenient reagent for preparative iodination of benzene, alkylbenzenes, polycyclic hydrocarbons, aromatic amines, and phenol ethers in organic solvents under mild conditions. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Application In Synthesis of 1,4-Diiodo-2,3,5,6-tetramethylbenzene).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Application In Synthesis of 1,4-Diiodo-2,3,5,6-tetramethylbenzene

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthesis of marine sponge alkaloid hachijodine B and a comment on the structure of ikimine B and on the absolute configuration of niphatesine D was written by Romeril, Stuart P.;Lee, Victor;Baldwin, Jack E.. And the article was included in Tetrahedron Letters in 2004.Formula: C4H8ClI This article mentions the following:

The syntheses of the proposed structures of hachijodine B (I; R = CH₂NHOMe), ikimine B (I; R = CH=NOMe) and niphatesine D (I; R = CH₂NH₂) from S-citronellol are described. Our results suggest that the gross structures of hachijodine B and niphatesine D are correct, but that ikimine B was incorrectly assigned. The authors have also established that the previous absolute stereochem. assignment for niphatesine D is unreliable. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Formula: C4H8ClI).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Formula: C4H8ClI

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Orthogonal Stability and Reactivity of Aryl Germanes Enables Rapid and Selective (Multi)Halogenations was written by Fricke, Christoph;Deckers, Kristina;Schoenebeck, Franziska. And the article was included in Angewandte Chemie, International Edition in 2020.Related Products of 36748-88-6 This article mentions the following:

While halogenation is of key importance in synthesis and radio-imaging, the currently available repertoire is largely designed to introduce a single halogen per mol. This report makes the selective introduction of several different halogens accessible. Showcased here is the privileged stability of nontoxic aryl germanes under harsh fluorination conditions (that allow selective fluorination in their presence), while displaying superior reactivity and functional-group tolerance in electrophilic iodinations and brominations, out-competing silanes or boronic esters under rapid and additive-free conditions. Mechanistic experiments and computational studies suggest a concerted electrophilic aromatic substitution as the underlying mechanism. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Related Products of 36748-88-6).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Related Products of 36748-88-6

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Approach to phenanthroindolizidine alkaloids using organic azides with 1-aryl allylic alcohols: Unexpected tandem reactions to indenyl aziridines via Nazarov cyclization was written by Yokoi, Taiki;Sugiura, Takahiro;Tanimoto, Hiroki;Morimoto, Tsumoru;Nishiyama, Yasuhiro;Kakiuchi, Kiyomi. And the article was included in Heterocycles in 2016.Electric Literature of C8H9IO2 This article mentions the following:

Organic azide cyclization reactions with 1-aryl allylic alcs. were investigated in a synthetic study of phenanthroindolizidine alkaloids. Unsaturated imines (enimines) were effectively obtained from the allylic alc. adjacent to electron-rich aromatic rings under thermal reaction conditions. The tandem aziridination-Nazarov reactions to indenyl aziridines were preferred to the acid-mediated enimine formation via Schmidt reaction in the case of 3-aryl diallylic alcs. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Electric Literature of C8H9IO2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Electric Literature of C8H9IO2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A Simultaneous Reduction, Substitution, and Self-Assembly Reaction under Hydrothermal Conditions Afforded the First Diiodopyridine Copper(I) Coordination Polymer was written by Lu, Jack Y.;Babb, Amy M.. And the article was included in Inorganic Chemistry in 2002.Application In Synthesis of 5-Iodonicotinic acid This article mentions the following:

A simultaneous reduction of Cu(II) to Cu(I) by pyridinecarboxylate and the substitution of carboxylato groups by iodo nucleophiles in a self-assembly process under hydrothermal conditions afforded a new I-inclusion coordination polymer [CuI(C₅H₃NI₂)·¹/₂I₂] 1. The synthetic studies of the substitution process produced a new supramol. compound [IC₅H₃NCOOH] 2 and revealed that the catalytic properties of Cu ions in redox and substitution reactions under hydrothermal conditions are attractive. Crystal data for [CuI(C₅H₃NI₂)·¹/₂I₂]: triclinic, space group P1̅; cell dimensions a 4.216(1), b 11.254(2), c 12.196(2) Å, α 80.34(3), β 88.44(3), γ 83.10(3)°, Z = 2. Crystal data for [IC₅H₃NCOOH]: monoclinic, space group P2₁/c; cell dimensions a 5.041(1), b 17.313(2), c 8.639(1) Å, β 95.042(2)°, Z = 4. In the experiment, the researchers used many compounds, for example, 5-Iodonicotinic acid (cas: 15366-65-1Application In Synthesis of 5-Iodonicotinic acid).

5-Iodonicotinic acid (cas: 15366-65-1) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Application In Synthesis of 5-Iodonicotinic acid

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Acetylenic derivatives of heterocycles. 8. New route to the synthesis of ethynylpyrazoles was written by Vasilevskii, S. F.;Shvartsberg, M. S.;Kotlyarevskii, I. L.. And the article was included in Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya in 1971.Name: 5-Iodo-1-methyl-1H-pyrazole This article mentions the following:

The catalyzed substitution of halogen by an acetylenic group in heterocyclic compounds was applicable to pyrazoles. BuLi and 1-methylpyrazole mixed in the cold and held 1 hr at room temperature, treated with iodine at 5° and made alk. with aqueous NaOH, gave 5-iodo-1-methylpyrazole, which in AcOH-CCl4 with iodine-HIO3 in the presence of 30% H2SO4 gave in 15 min at 75° the 4,5-diiodo analog. 3,4-Diiodopyrazole and Me2SO4 in dioxane-40% NaOH gave 1-methyl-4,5-diiodopyrazole and the 3,4-diiodo analog in nearly equal yields. Similar methylation was used to prepare 3,4,5-triiodo-1-methylpyrazole. The iodopyrazoles and HCCCMe2OCHMeOEt heated at 111-14° with activated powd. Cu and K2CO3 in pyridine gave the appropriately substituted acetylenic derivatives from stoichiometric proportions of reactants used. These acetals were hydrolyzed with 1:3 aqueous HCl 2-3 hr to the acetylenic alcs. which heated with powd. KOH afforded pyrazolylacetylenes in 41-73% yields. In the experiment, the researchers used many compounds, for example, 5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5Name: 5-Iodo-1-methyl-1H-pyrazole).

5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. Polyiodoorganic compounds are sometimes employed as X-ray contrast agents, in fluoroscopy, a type of medical imaging. This application exploits the X-ray absorbing ability of the heavy iodine nucleus.Name: 5-Iodo-1-methyl-1H-pyrazole

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

One-Pot Synthesis of Trifluoromethylated Quinazolin-4(3H)-ones with Trifluoroacetic Acid as CF₃ Source was written by Almeida, Sofia;Marti, Roger;Vanoli, Ennio;Abele, Stefan;Tortoioli, Simone. And the article was included in Journal of Organic Chemistry in 2018.Electric Literature of C7H6INO2 This article mentions the following:

A novel and convenient one-pot sequential cascade method for the preparation of 2-trifluoromethylquinazolin-4(3H)-ones, e.g., I, is described. Trifluoroacetic acid (TFA) was employed as inexpensive and readily available CF₃ source, which in the presence of T3P was condensed with a variety of anthranilic acids and amines to provide the products in up to 75% yield. The protocol was proved to be robust on 80 g scale, and the synthetic versatility of the prepared quinazolinon-4-ones was demonstrated by derivatization to further useful building blocks. In the experiment, the researchers used many compounds, for example, 2-Amino-4-iodobenzoic acid (cas: 20776-54-9Electric Literature of C7H6INO2).

2-Amino-4-iodobenzoic acid (cas: 20776-54-9) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Electric Literature of C7H6INO2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Design and synthesis of azaindole heterocycle decorated new scaffold in fluorometric sensing of F^– and H₂PO₄^– was written by Ghosh, Kumaresh;Ali, Sk. Sarfaraj;Joardar, Soumen. And the article was included in Journal of Heterocyclic Chemistry in 2020.Product Details of 1227270-32-7 This article mentions the following:

7-Azaindole has been used in designing new mol. structure 1 on enediyne spacer for its application in anion sensing. New structure 1 has been established as efficient fluorescent sensor of H₂PO₄^– and F^– ions in CH₃CN containing 1% DMSO. While in presence of H₂PO₄^– the emission at 418 nm is decreased to the significant extent in nonratiometric fashion, a ratiometric response in presence of F^– is noted with a sharp isoemissive point and two anions are effectively distinguished over a series of other anions tested. A similar study on model compound 2 with indole motifs is done to prove the pivotal role of extra ring nitrogen in azaindole of 1 in the binding process. In the experiment, the researchers used many compounds, for example, 2-Iodo-1H-pyrrolo[2,3-b]pyridine (cas: 1227270-32-7Product Details of 1227270-32-7).

2-Iodo-1H-pyrrolo[2,3-b]pyridine (cas: 1227270-32-7) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Product Details of 1227270-32-7

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthesis and Characterization of Bridged Bithiophene-Based Conjugated Polymers for Photovoltaic Applications: Acceptor Strength and Ternary Blends was written by Chen, Chiu-Hsiang;Hsieh, Chao-Hsiang;Dubosc, Martin;Cheng, Yen-Ju;Hsu, Chain-Shu. And the article was included in Macromolecules (Washington, DC, United States) in 2010.Safety of Bis(2-iodothiophen-3-yl)methanone This article mentions the following:

Six of three-component donor-acceptor random copolymers P1-P6, symbolized as (thiophene donor)_m-(thiophene acceptor)_n, were rationally designed and successfully synthesized by the palladium-catalyzed Stille coupling. The 4H-cyclopenta[2,1-b:3,4-b’]dithiophene (CPDT) unit serves as the donor for P1-P4, while the benzothiadiazole (BT), quinoxaline (QU), dithienoquinoxaline, and thienopyrazine (TP) units are used as the acceptor for P1, P2, P3, and P4, resp. P5 and P6 are structurally analogous to P1 and P2 except for using the dithieno[3,2-b:2′,3′-d]silole (DTS) unit as the donor. Because the band gap lowering ability of the acceptor units in the polymer is in the order TP > BT > QU presumably due to the quinoid form population in the polymers, the optical band gaps can be well adjusted to be 1.2, 1.6, and 1.8 eV for P4, P1, and P2, resp. It is found that the two bridged bithiophene units, CPDT and DTS, have similar steric and electronic effects on the P1 and P5 as well as P2 and P6, resp., leading to comparable intrinsic properties and device performances. Bulk heterojunction photovoltaic cells based on ITO/PEDOT:PSS/polymer:PC₇₁BM/Ca/Al configuration were fabricated and characterized. Although P4 exhibits the lowest optical band gap, broadest absorption spectrum, and highest mobility, the too low-lying LUMO level hinders the efficient exciton dissociation, resulting in a low PCE of 0.7%. Compared with poly[2,6-(4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b;3,4-b’]dithiophene)-alt-4,7-(2,1,3-benzothiadiazole)] (PCPDTBT), random copolymer P1 shows more blue-shifted, broader absorption spectrum, comparable mobility, and a higher PCE of 2.0%. In view of the fact that P1 shows a higher band gap with strong absorption in visible region, while PCPDTBT has a lower band gap to mainly absorb NIR light, a BHJ device with the active layer containing ternary blend of PCPDTBT/P1/PC₇₁BM was investigated and achieved an enhanced PCE of 2.5%, which outperforms the devices based on the binary blending systems of PCPDTBT/PC₇₁BM (PCE = 1.4%) or P1/PC₇₁BM (PCE = 2.0%) under the identical conditions. Such an improvement is ascribed to the complementary absorption and compatible structure of P1 and PCPDTBT polymers. In the experiment, the researchers used many compounds, for example, Bis(2-iodothiophen-3-yl)methanone (cas: 474416-61-0Safety of Bis(2-iodothiophen-3-yl)methanone).

Bis(2-iodothiophen-3-yl)methanone (cas: 474416-61-0) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Safety of Bis(2-iodothiophen-3-yl)methanone

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com