Category: iodides-buliding-blocks

Nitration of mixed m-dihalogenobenzenes was written by Mayes, H. A.;Turner, E. E.. And the article was included in Journal of the Chemical Society in 1928.Product Details of 160938-18-1 This article mentions the following:

1-Chloro-3-iodo-6-nitrobenzene (I), m. 63°; 1-Br derivative (II), m. 76-6.5°; 1-bromo-3-iodo-4,6-dinitrobenzene, m. 125-7°. F.-p. curves are given for 3,6-Br(O₂N)C₆H₃Cl (III) and the 4-NO₂ derivative (IV); for I and the 4-NO₂ derivative(V); and for II and the 4-NO₂ derivative (VI). Nitration of m-ClC₆H₄Br gives 37% III and 61.9% IV, with probably 1% of the 2-NO₂ derivative; of m-ClC₆H₄I, 35.2% I and 62.9% V, with probably 2% of the 2-NO₂ derivative; of m-BrC₆H₄I 51.6% II and 45.6% VI, with probably 3% of the 2-NO₂ derivative The nitrations were carried out with HNO₃ of d. 1.5 at -5°. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1Product Details of 160938-18-1).

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) 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. 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.Product Details of 160938-18-1

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

Biomimetic Carbene Cascades Enabled Imine Derivative Migration from Carbene-Bearing Thiocarbamates was written by Li, Xue;Chen, Haohua;Xuan, Qingqing;Mai, Shaoyu;Lan, Yu;Song, Qiuling. And the article was included in Organic Letters in 2021.Reference of 207115-22-8 This article mentions the following:

Herein, the carbene-triggered cascades was disclosed for the synthesis of 2-aminobenzofuran derivatives from N-sulfonyl-1,2,3-triazoles or benzothioazole-bearing thiocarbamates, which represents an unprecedented imine derivative migration process. Furthermore, the desulfurizing reagent-free Barton-Kellogg-type reactions starting from N-sulfonyl-1,2,3-triazoles have also been achieved for the first time, and elemental sulfur is confirmed as a byproduct during this transformation. Both exptl. data and DFT calculations further thoroughly explained the unique reactivity. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Reference of 207115-22-8).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. A typical method for synthesis of aromatic iodides is diazotization of primary aromatic amines followed by treatment of potassium iodide. Aliphatic alcohols are converted to alkyl iodides by treating with hydrogen iodide.Reference of 207115-22-8

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

Palladium-Catalyzed Environmentally Benign Acylation was written by Suchand, Basuli;Satyanarayana, Gedu. And the article was included in Journal of Organic Chemistry in 2016.Recommanded Product: 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

Recent trends in research have gained an orientation toward developing efficient strategies using innocuous reagents. The earlier reported transition-metal-catalyzed carbonylations involved either toxic carbon monoxide (CO) gas as carbonylating agent or functional-group-assisted ortho sp² C-H activation (i.e., ortho acylation) or carbonylation by activation of the carbonyl group (i.e., via the formation of enamines). Contradicting these methods, here we describe an environmentally benign process, [Pd]-catalyzed direct carbonylation starting from simple and com. available iodo arenes and aldehydes, for the synthesis of a wide variety of ketones. Moreover, this method comprises direct coupling of iodoarenes with aldehydes without activation of the carbonyl and also without directing group assistance. Significantly, the strategy was successfully applied to the synthesis n-butylphthalide and pitofenone. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Recommanded Product: 4-Iodo-1,2-dimethoxybenzene).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. 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.Recommanded Product: 4-Iodo-1,2-dimethoxybenzene

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

Inhibitors to Overcome Secondary Mutations in the Stem Cell Factor Receptor KIT was written by Kaitsiotou, Helena;Keul, Marina;Hardick, Julia;Muehlenberg, Thomas;Ketzer, Julia;Ehrt, Christiane;Kruell, Jasmin;Medda, Federico;Koch, Oliver;Giordanetto, Fabrizio;Bauer, Sebastian;Rauh, Daniel. And the article was included in Journal of Medicinal Chemistry in 2017.Recommanded Product: 133232-56-1 This article mentions the following:

In modern cancer therapy, the use of small organic mols. against receptor tyrosine kinases (RTKs) has been shown to be a valuable strategy. The association of cancer cells with dysregulated signaling pathways linked to RTKs represents a key element in targeted cancer therapies. The tyrosine kinase mast/stem cell growth factor receptor KIT is an example of a clin. relevant RTK. KIT is targeted for cancer therapy in gastrointestinal stromal tumors (GISTs) and chronic myelogenous leukemia (CML). However, acquired resistance mutations within the catalytic domain decrease the efficacy of this strategy and are the most common cause of failed therapy. Here, we present the structure-based design and synthesis of novel type II kinase inhibitors to overcome these mutations in KIT. Biochem. and cellular studies revealed promising mols. for the inhibition of mutated KIT. In the experiment, the researchers used many compounds, for example, 3-Iodo-2-methylbenzoic acid (cas: 133232-56-1Recommanded Product: 133232-56-1).

3-Iodo-2-methylbenzoic acid (cas: 133232-56-1) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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: 133232-56-1

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

Electrochemistry and Near-infrared Electrochromism of Electropolymerized Polydithiophenes with β, β^‘-Positions Bridged by Carbonyl or Dicarbonyl Substitute was written by Liu, Wei;Gu, Chuantao;Wang, Jiuxing;Sun, Mingliang;Yang, Renqiang. And the article was included in Electrochimica Acta in 2014.Electric Literature of C9H4I2OS2 This article mentions the following:

The β, β’-positions carbonyl or dicarbonyl bridged dithiophenes were prepared and electrochem. polymerized into corresponding polymers, polycyclopenta[2,1-b;3,4-b’]dithiophen-4-one (PCDK) or polybenzo[1,2-b:6,5-b’]dithiophene-4,5-dione (PCD2K), in B trifluoride di-Et etherate based electrolyte. Potentiostatic and potentiodynamic methods confirmed that the PCDK and PCD2K films can be successfully electrodeposited in high quality with comparable intermol. spacings at âˆ?.1 Å-3.2 Å. The mass changes and ion transport of the two polymers during redox processes were studied by electrochem. quartz crystal microbalance and in situ spectroelectrochem. methods, to study the formation of the two polymers. In situ UV-visible spectroscopy evidenced the PCDK and PCD2K evolved into polarons in the near IR region under applied potentials. Electrochromic behaviors showed that the PCDK film appeared reddish brown in neutral state and cyan or green in oxidized state while the PCD2K showed green to dark green from neutral to oxidized states. Potential switching between oxidized and neutral states of the two films revealed that maxima transmittance changes were 38.23% and 36.64% for the PCDK and PCD2K. Thermal degradation of the two polymers showed their robust stability that allows for the application in a wide temperature scale. In the experiment, the researchers used many compounds, for example, Bis(2-iodothiophen-3-yl)methanone (cas: 474416-61-0Electric Literature of C9H4I2OS2).

Bis(2-iodothiophen-3-yl)methanone (cas: 474416-61-0) belongs to iodide derivatives. 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Electric Literature of C9H4I2OS2

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

Functional Group Tolerant Kumada-Corriu-Tamao Coupling of Nonactivated Alkyl Halides with Aryl and Heteroaryl Nucleophiles: Catalysis by a Nickel Pincer Complex Permits the Coupling of Functionalized Grignard Reagents was written by Vechorkin, Oleg;Proust, Valerie;Hu, Xile. And the article was included in Journal of the American Chemical Society in 2009.Application In Synthesis of N,N-Diethyl-4-iodobenzamide This article mentions the following:

A nickel(II) pincer complex [(^MeNN₂)NiCl] (I) [^MeNN₂ = di(2-dimethylaminophenyl)amine] catalyzes Kumada-Corriu-Tamao cross-coupling of nonactivated alkyl halides with aryl and heteroaryl Grignard reagents. The coupling of octyl bromide with phenylmagnesium chloride was used as a test reaction. Using 3 mol % of I as the precatalyst and THF as the solvent, and in the presence of a catalytic amount of TMEDA, the coupling product was obtained in a high yield. The reaction conditions could be applied to cross coupling of other primary and secondary alkyl bromides and iodides. The coupling is tolerant to a wide range of functional groups. Therefore, alkyl halides containing ester, amide, ether, thioether, alc., pyrrole, indole, furan, nitrile, conjugated enone, and aryl halide moieties were coupled to give high isolated yields of products in which these units stay intact. For the coupling of ester-containing substrates, O-TMEDA is a better additive than TMEDA. The reaction protocol proves to be efficient for the coupling of Knochel-type functionalized Grignard reagents. Thus, aryl Grignard reagents containing electron-deficient and/or sensitive ester, nitrile, amide, and CF₃ substituents could be successfully coupled to nonactivated and functionalized alkyl iodides. The catalysis is also efficient for the coupling of alkyl iodides with functionalized heteroaryl Grignard reagents, giving rise to pyridine-, thiophene-, pyrazole-, furan-containing mols. with addnl. functionalities. Concerning the mechanism of the catalysis, [(^MeNN₂)Ni-(hetero)Ar] was identified as an intermediate, and the activation of alkyl halides was found to take place through a radical-rebound process. In the experiment, the researchers used many compounds, for example, N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8Application In Synthesis of N,N-Diethyl-4-iodobenzamide).

N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. A typical method for synthesis of aromatic iodides is diazotization of primary aromatic amines followed by treatment of potassium iodide. Aliphatic alcohols are converted to alkyl iodides by treating with hydrogen iodide.Application In Synthesis of N,N-Diethyl-4-iodobenzamide

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

Highly Efficient and Chemoselective Reduction of Nitroarenes Using Hybrid Ni@g-C₃N₄ as Reusable Catalyst was written by Payra, Soumen;Banerjee, Subhash. And the article was included in ChemistrySelect in 2019.SDS of cas: 160938-18-1 This article mentions the following:

Hybrid Ni@g-C₃N₄-catalyzed highly chemoselective reduction of nitroarenes to anilines with high turnover frequency was demonstrated using NaBH₄ as source of hydrogen. Here, g-C₃N₄ provided excellent stability to Ni(0) nanoparticles on its nitrogen rich surface and also facilitated the dissociation of NaBH₄ resulting formation of active Ni-H⁺ and Ni-H^– via cooperative effect. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1SDS of cas: 160938-18-1).

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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.SDS of cas: 160938-18-1

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

Palladium-catalyzed synthesis of ammonium sulfinates from aryl halides and a sulfur dioxide surrogate. A gas- and reductant-free process was written by Emmett, Edward J.;Hayter, Barry R.;Willis, Michael C.. And the article was included in Angewandte Chemie, International Edition in 2014.Safety of 3-Iodobenzo[b]thiophene This article mentions the following:

Described herein is a simple reaction system consisting of the sulfur dioxide surrogate DABSO, triethylamine, and a palladium(0) catalyst for effective conversion of a broad range of aryl and heteroaryl halides into the corresponding ammonium sulfinates. Key features of this gas- and reductant-free reaction include the low loadings of palladium (1 mol%) and ligand (1.5 mol%) which can be employed, and the use of iso-Pr alc. as both a solvent and formal reductant. The ammonium sulfinate products are converted in situ into a variety of sulfonyl-containing functional groups, including sulfones, sulfonyl chlorides, and sulfonamides. © Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Safety of 3-Iodobenzo[b]thiophene).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. 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.Safety of 3-Iodobenzo[b]thiophene

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

Palladium-catalyzed C(sp³)-H arylation of lactic acid: efficient synthesis of chiral β-aryl-α-hydroxy acids was written by Chen, Kai;Li, Xin;Zhang, Shuo-Qing;Shi, Bing-Feng. And the article was included in Organic Chemistry Frontiers in 2016.Recommanded Product: 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

Pd-catalyzed enantioselective arylation of lactic acid substrates employing 8-aminoquinoline as the directing group was reported. The protocol was found to be compatible with a broad range of synthetically useful functional groups, thus providing a practical route to chiral aryl-alkoxy-N-(quinolinyl)propanamides, e.g., I. Further, the new reaction was also applied to the synthesis of pharmaceutically important α-hydroxy acids, such as LY519818 and tesaglitazar. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Recommanded Product: 4-Iodo-1,2-dimethoxybenzene).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation 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.Recommanded Product: 4-Iodo-1,2-dimethoxybenzene

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

Researches in stoichiometry. I. The heat of fusion of organic compounds was written by Timmermans, Jean. And the article was included in Bulletin des Societes Chimiques Belges in 1935.HPLC of Formula: 160938-18-1 This article mentions the following:

By means of the freezing curves of binary mixtures which proved to be ideal solutions, the following heats of fusion (in cal. per g.-mol.) were determined: o-C₆H₄Me 2300, p- 3100, o-BrC₆H₄Me 2300, p-3.500, o-O₂NC₆H₄CH₂Cl 4900, P- 5200, o-O₂NC₆H₄CHCl₂ 3850, m- 4800, p- 3850, o-BrC₆H₄OH 2700, m-ClC₆H₄CO₂H 5600, P-O₂NC₆H₄OH 3800, m- 4550, p-O₂NC₆H₄NH₂ 4800, P-O₂NC₆H₄NHOCH 7600, p-ClC₆H₄NHOCH 5400, m-O₂NC₆H₄NHOCCH₃ 5400, p-ClO₂SC₆H₄COCl 4800, p-C₆H₄(SO₂Cl)₂ 3500, p-MeC₆H₄SO₂Cl 5400, o-MeC₆H₄SO₂NH₂ 6700, p- 5850, 1,2,3-Cl₃C₆H₃ 4150, 1,3,5-Cl₃C₆H₃ 4150, p-O₂NC₆H₄I 6900, 1,2,4-Br₂C₆H₃NO₂ 3100, 1,2,4-dinitroanisole 3900, 2,3-Cl₂C₆H₃CO₂H 6700, 2,5- 6100, 4,2-nitrochlorotoluene 4400, 6,2- 3900, 5,2- 3350, 3,2-3650, 1,2,4-nitrobromotoluene 4800, 1,3,4- 3850, 4,3,1-fluorochloronitrobenzene 4950, 3,4,1- 4700, 3,6,1- 4300, 1,3,6-chloroiodonitrobenzene 4000, 1,3,4- 4200, 1,3,4-chloronitroaniline 6800, 1,3,6- 5500, 1,2,4- 5600, 1,2,5-6000, 1,4,3- 5300, 1,2,6- 4900, 1,3,4-chloronitroacetanilide 5200, 1,2,5-nitrosalicylic acid 7800, α-cymenesulfonamide 6400, β- 6600, 2,4,5-Br₃C₆H₂Me 5000, 2,3,4- 3900, 2,3,6-4600, 2,4,6- 4800, 3,4,5- 4700, α-trinitrotoluene 4100, γ-4100, 2,6-dinitro-p-dichlorobenzene 7500, 2,3- 4400, 4,6-dibromo-3-aminomethylbenzene 5600, 2,6- 3700, phthalic acid 12,500, 4-chloroacetanilide 6900, trinitro-m-xylene 9500, 2,4-dinitrophenetole 5300, β-naphthol 5400, 3-chloroacenaphthene 4100, C₅H₁₂ 2000, CHCl₃ 2280, CH₂Cl₂ 1000, MeCHCl₂ 1250, EtBr 1400, PrBr 1560, BuBr 1600, iso-BuBr 600, tert-BuCl 500, PhF 1950, PhCl 1800, PhBr 2000, CS₂ 1350, methylal 1900, MeCOEt 1780, propionic acid 1800, isobutyric acid 1200, isovaleric acid 1750, valeric acid 1850, MeO₂CH 1800, EtO₂CH 2200, MeCN 2130, PrCN 1200, EtCN 1450, valeronitrile 1130, m-toluidine 930. Tentative correlations are appended. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1HPLC of Formula: 160938-18-1).

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. 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.HPLC of Formula: 160938-18-1

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