Category: iodides-buliding-blocks

Wu, T. Robert; Shen, Lixin; Chong, J. Michael published their research in Organic Letters on August 5 ,2004. The article was titled 《Asymmetric Allylboration of Aldehydes and Ketones Using 3,3′-Disubstituted Binaphthol-Modified Boronates》.Application In Synthesis of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene The article contains the following contents:

Allylboronates derived from 3,3′-disubstituted 2,2′-binaphthols react with aldehydes and ketones to give the expected allylated products with up to >99:1 er. Highest selectivities were observed for aromatic ketones. The bis(trifluoromethyl) derivative is particularly outstanding in terms of reactivity, selectivity, and robustness. The results came from multiple reactions, including the reaction of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Application In Synthesis of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene)

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine.Application In Synthesis of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene

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

The author of 《Dramatic enantioselectivity reversal in the propargylation of aldehyde with alkynyllithium catalyzed by dilithium binaphtholate derivatives》 were Nakajima, Makoto; Watanabe, Rika; Osakama, Kazuki; Sakamoto, Midori; Takemoto, Daijiro; Kukita, Kenji. And the article was published in Heterocycles in 2018. Quality Control of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene The author mentioned the following in the article:

A slight structural modification of a chiral catalyst (R)-I (R = C6H5, 2-CH3OC6H4, 2,3-dihydro-1-benzofuran-7-yl, etc.) caused a dramatic enantioselectivity reversal in the propargylation of aldehydes R1CHO (R1 = C6H5, (CH2)2C6H5, 2-naphthyl, etc.) with alkynyllithium. The experimental process involved the reaction of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Quality Control of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene)

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Quality Control of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics.

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

Name: 1-Chloro-4-iodo-2-nitrobenzeneOn May 3, 2019 ,《Pd-Catalyzed Decarboxylative Ortho-Halogenation of Aryl Carboxylic Acids with Sodium Halide NaX Using Carboxyl as a Traceless Directing Group》 appeared in Organic Letters. The author of the article were Fu, Zhengjiang; Jiang, Yongqing; Wang, Shuiliang; Song, Yuanyuan; Guo, Shengmei; Cai, Hu. The article conveys some information:

A highly regioselective Pd-catalyzed carboxyl directed decarboxylative ortho-C-H halogenation of cheap o-nitrobenzoic acids with NaX (X = I, Br) under aerobic conditions has been established. The utility of the method has been demonstrated by the gram-scale reaction and derivatization of the product. Exptl. results have confirmed Pd and Bi played critical roles in the transformation and indicated the transformation might proceed via 2-halo-6-nitrobenzoic acid derivative intermediate. In the experimental materials used by the author, we found 1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3Name: 1-Chloro-4-iodo-2-nitrobenzene)

1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3) belongs to organic iodides. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics.Name: 1-Chloro-4-iodo-2-nitrobenzeneHalogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution.

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

《I2/NaH/DMF as oxidant trio for the synthesis of tryptanthrin from indigo or isatin》 was written by Brandao, Pedro; Pinheiro, Daniela; Sergio Seixas de Melo, J.; Pineiro, Marta. Related Products of 624-73-7This research focused ontryptanthrin indigo isatin trio oxidant. The article conveys some information:

Tryptanthrin, a product present in several natural sources used as colorants and very relevant in the field of Medicinal Chem., was synthesized from indigo and isatin under mild conditions using microwave irradiation A plausible mechanism for the synthesis of tryptanthrin using the oxidant system formed by iodine, sodium hydride and DMF, the latter acting with dual activity as solvent and as the oxygen source, is proposed. The experimental part of the paper was very detailed, including the reaction process of 1,2-Diiodoethane(cas: 624-73-7Related Products of 624-73-7)

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Related Products of 624-73-7

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

Recommanded Product: 619-58-9In 2022 ,《Supramolecular interaction controlled and calix[4]arene ligand assisted Pd-catalyzed C(sp3)-H arylation of aliphatic aldehydes》 was published in Chinese Chemical Letters. The article was written by Wu, Yao; Ma, Zhiyan; Shi, Jing; Sun, Xiaoqiang; Yang, Ke; Li, Zheng-Yi. The article contains the following contents:

A calix[4]arene ligand assisted direct β-C-H arylation of tertiary aliphatic aldehydes has been developed via a Pd-catalyzed C(sp3)-H functionalization process. This strategy exhibited good functional group compatibility and C-H bond site-selectivity. Mechanism studies have shown that both synergistic effect and cationic-π supramol. interaction between calixarene cavity and transition-metal catalytic center may play an important role in this catalytic cycle. This complementary method would be used in organic and medical chem. due to the importance of tertiary aliphatic aldehydes. In the experiment, the researchers used many compounds, for example, 4-Iodobenzoic acid(cas: 619-58-9Recommanded Product: 619-58-9)

4-Iodobenzoic acid(cas: 619-58-9) belongs to organic iodides.Recommanded Product: 619-58-9 The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine.

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

Name: 1-Bromo-4-iodobenzeneIn 2020 ,《Nonvolatile bistable memory device based on polyfluorene with Ag NPs doping materials》 was published in Organic Electronics. The article was written by Huang, Jiahe; Zhang, Hongyan; Zhao, Xiaofeng; Bai, Ju; Hou, Yanjun; Wang, Shuhong; Wang, Cheng; Ma, Dongge. The article contains the following contents:

Organic elec. memory devices have broad application prospects. In the present paper, a new kind of polyfluorene-based material containing methoxytriphenylamine groups was synthesized, which exhibited good Flash-type storage characteristics. The material was further doped with Ag NPs to improve storage performance. With appropriate amount of Ag NPs, the device presented an ON/OFF current ratio up to 1.1 × 104 with excellent stability. In addition, the switching characteristics of the device were discussed through data fitting and MO calculation In the experiment, the researchers used many compounds, for example, 1-Bromo-4-iodobenzene(cas: 589-87-7Name: 1-Bromo-4-iodobenzene)

1-Bromo-4-iodobenzene(cas: 589-87-7) is mainly used as the OLED pharmaceutical intermediate, as reagent for in situ desilylation and coupling of silylated alkynes, as substrate in copper-free Sonogashira coupling in aqueous acetone..Name: 1-Bromo-4-iodobenzene It is also used in synthesis of β,β,dibromostyrenes, as starting reagent in the total syntheses of ent-conduramine A and ent-7-deoxypancratistatin (alkaloids)

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

The author of 《PdxCuy decorate hypercrosslinked network: Synthesis and application as efficient catalysts for the reduction of 4-nitrophenol and Suzuki-Miyaura coupling reaction》 were Bi, Jiajun; Dong, Yahao; Zhu, Dajian; Guo, Wen; Meng, Di; Li, Tao. And the article was published in Applied Surface Science in 2019. Application In Synthesis of 1-Iodo-4-methylbenzene The author mentioned the following in the article:

4-Nitrophenol may accumulate in the food chain and cause various fatal diseases. Hence, in order to meet the principle of safety, health and environmental protection, achieving high conversion of 4-nitrophenol with efficient and cheaper method is always in demand. In this aspect, a series of five PdxCuy/Ph-Sa-1 (4:0, 3:1, 2:2, 1:3 and 0:4) catalysts were designed and characterized by FT-IR, TEM, SEM, TGA, AAS, XPS and so on. Furthermore, the catalytic performance of several PdxCuy/Ph-Sa-1 were investigated via 4-nitrophenol reduction and kinetics, where Pd2Cu2/Ph-Sa-1 showed higher catalytic activity than Pd/Ph-Sa-1 with the same Pd content. In particular, Pd/Ph-Sa-1 also exhibited excellent catalytic performance in Suzuki-Miyaura coupling reaction. Linking salen-1 monomer and benzene through Scholl reaction was presented as an effective route to obtain polymeric substrate with low-cost and simple synthesis method. In addition, Pd/Ph-Sa-1 showed desirable recyclability with maintaining its catalytic activity even after five recycles, we also studied the morphol. and Pd state of Pd/Ph-Sa-1 after five recycles by TEM and XPS. This work is highly suggestive on the heterogeneous catalysts design and application. In the experiment, the researchers used 1-Iodo-4-methylbenzene(cas: 624-31-7Application In Synthesis of 1-Iodo-4-methylbenzene)

1-Iodo-4-methylbenzene(cas: 624-31-7) is used in wide range of medicals industrial applications as well as in pharmaceutical intermediates, polarizing films for Liquid Crystal Display (LCD) chemicals.Application In Synthesis of 1-Iodo-4-methylbenzene

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

In 2019,Dalton Transactions included an article by Kikukawa, Yuji; Kitajima, Hiromasa; Hayashi, Yoshihito. Application of 624-73-7. The article was titled 《Evaluation of the chemo- and shape-selective association of a bowl-type dodecavanadate cage with an electron-rich group》. The information in the text is summarized as follows:

The host-guest interaction between a half spherical-type dodecavanadate (V12) and a neutral mol. guest was evaluated by monitoring the flip of a VO5 unit caused by the presence or absence of a guest in the cavity of V12. In N,N-dimethylformamide (DMF), V12 adopted the guest-free form (V12-free). By the addition of several guest mols., such as acetonitrile, nitromethane, and dichloromethane, the structural conversion to the guest-inserted form (V12(guest)) was observed with the affinity constants of 137 ± 10 M-1, 0.14 ± 0.1 M-1, and 0.15 ± 0.1 M-1, resp. In the case of 1,2-dichloroethane, 1,2-dibromoethane, and 1,2-diiodoethane, the constants were 35 ± 5 M-1, 114 ± 5 M-1, and 2.1 ± 0.5 M-1, resp., suggesting that the bromo group is the best fit to the cavity of the bowl. A cyclic carbonate, 5- and 6-membered lactones, cyclobutanone, and hexanal were inserted into the V12 host, while a non-cyclic carbonate, non-cyclic and 7-membered cyclic ester, a ketone with a 5-membered ring, and benzaldehyde showed no effect on the guest insertion. The V12 host preferred to hold a guest with an electron-rich group, and the bowl-type structure showed the unique shape-selective interaction with the guest. The results came from multiple reactions, including the reaction of 1,2-Diiodoethane(cas: 624-73-7Application of 624-73-7)

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond. 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.Application of 624-73-7

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

In 2018,Hofmayer, Maximilian S.; Hammann, Jeffrey M.; Cahiez, Gerard; Knochel, Paul published 《Iron-Catalyzed C(sp2)-C(sp3) Cross-Coupling Reactions of Di(hetero)arylmanganese Reagents and Primary and Secondary Alkyl Halides》.Synlett published the findings.SDS of cas: 301673-14-3 The information in the text is summarized as follows:

An iron-catalyzed cross-coupling between di(hetero)arylmanganese reagents and primary and secondary alkyl halides is reported. No rearrangement of secondary alkyl halides to unbranched products was observed in these C-C bond-forming reactions. In addition to this study using tert-Butyl 4-iodopiperidine-1-carboxylate, there are many other studies that have used tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3SDS of cas: 301673-14-3) was used in this study.

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond. 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.SDS of cas: 301673-14-3

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

In 2016,Sembera, Filip; Plutnar, Jan; Higelin, Alexander; Janousek, Zbynek; Cisarova, Ivana; Michl, Josef published 《Metal Complexes with Very Large Dipole Moments: the Anionic Carborane Nitriles 12-NC-CB11X11- (X = H, F, CH3) as Ligands on Pt(II) and Pd(II)》.Inorganic Chemistry published the findings.SDS of cas: 624-73-7 The information in the text is summarized as follows:

The anionic nitriles 1-R-12-NC-CB11H10- (R = H, CH3, I, COOH), 12-NC-1-H-CB11Me10-, and 12-NC-1-H-CB11F10- were prepared, and three of them were examined for complex formation with (Et3P)2Pt(II) and (Et3P)2Pd(II). Several stable internally charge-compensated zwitterionic complexes were obtained and characterized. RI-BP86/SV(P) calculations suggest that their dipole moments exceed 20 D. An attempt to measure the dipole moments in solution failed due to insufficient solubility in solvents of low polarity.1,2-Diiodoethane(cas: 624-73-7SDS of cas: 624-73-7) was used in this study.

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine. 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. Oceanic alkyl iodides are believed to be the principal source of atmospheric iodine.SDS of cas: 624-73-7

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