Tag: 300-400

Potassium permanganate – convenient oxidizer for direct iodination of aromatic compounds was written by Chaikovskii, V. K.;Novikov, A. N.. And the article was included in Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation) in 1984.Quality Control of 1,4-Diiodo-2,3,5,6-tetramethylbenzene This article mentions the following:

Electrophilic iodination of 12 aromatic hydrocarbons, PhR (R = F, Cl, Br, iodo, CO₂H), p-MeC₆H₄CO₂H, phenanthrenequinone, fluorenone and fluorenone-1-carboxylic acid with I₂-KMnO₄-H₂SO₄ at 100-115° for 1-5 h gave the expected ring-iodinated products in 21-99% yield. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Quality Control 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. 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.Quality Control of 1,4-Diiodo-2,3,5,6-tetramethylbenzene

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

Synthesis of (±)-[4aα,4bβ,10bβ,12aβ]-9-halogeno-2-methyl-1,2,3,4,4a,4b,5,6,10b,11,12,12a-dodecahydronaphtho[2,1-f]isoquinolines was written by Patrick, Graham L.. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry in 1995.Related Products of 85356-68-9 This article mentions the following:

Treatment of 5-(2-arylethyl)-1,2,3,4,5,6,7,8-octahydroisoquinolines with 48% HBr resulted in isomerization of the double bond and subsequent cyclization at position 6 of the octahydroisoquinoline ring system to give (±)-[4aα,4bβ,10bβ,12aβ]-9-halogeno-2-methyl-1,2,3,4,4a,4b,5,6,10b,11,12,12a-dodecahydronaphtho[2,1-f]isoquinolines I (R= H, F, Cl, Br). The products obtained represent novel analogs of aza-D-homoestranes. No reaction was observed with the corresponding 5,5-disubstituted octahydroisoquinolines. An x-ray crystallog. study of compound I (R = Br) is described. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9Related Products of 85356-68-9).

1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9) 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. 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 85356-68-9

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

Salt-Stabilized Silylzinc Pivalates for Nickel-Catalyzed Carbosilylation of Alkenes was written by Wang, Jixin;Duan, Zhili;Liu, Xingchen;Dong, Shoucheng;Chen, Kaixin;Li, Jie. And the article was included in Angewandte Chemie, International Edition in 2022.HPLC of Formula: 85356-68-9 This article mentions the following:

The authors herein report the preparation of solid and salt-stabilized silylzinc pivalates from the corresponding silyllithium reagents via transmetalation with Zn(OPiv)₂. These resulting organosilylzinc pivalates show enhanced air and moisture stability and unique reactivity in the silylative difunctionalization of alkenes. Thus, a practical chelation-assisted Ni-catalyzed regioselective alkyl and benzylsilylation of alkenes was developed, which provides an easy method to access alkyl silanes with broad substrate scope and wide functional group compatibility. Kinetic experiments highlight that the OPiv-coordination is crucial to improve the reactivity of silylzinc pivalates. Also, late-stage functionalizations of druglike mols. and versatile modifications of the products illustrate the synthetical utility of this protocol. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9HPLC of Formula: 85356-68-9).

1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.HPLC of Formula: 85356-68-9

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

A BEt₃-Base Catalyst for Amide Reduction with Silane was written by Yao, Wubing;Fang, Huaquan;He, Qiaoxing;Peng, Dongjie;Liu, Guixia;Huang, Zheng. And the article was included in Journal of Organic Chemistry in 2019.Application In Synthesis of N,N-Diethyl-4-iodobenzamide This article mentions the following:

Reported herein is the development of a simple but practical catalytic system for the selective reduction of amides with hydrosilane or hydrosiloxane. Low-cost and readily available triethylborane (1.0 M in THF), in combination with a catalytic amount of an alkali metal base, was found to catalyze the reduction of all three amide classes (tertiary, secondary, and primary amides) to form amines under mild conditions. In addition, the selective transformation of secondary amides to aldimines and primary amides to nitriles can also be achieved by using a proper combination of BEt₃ and base. The scope of these BEt₃-base-catalyzed amide hydrosilylation reactions has been explored in depth. Preliminary results of mechanistic studies suggest a modified Piers’ silane Si-H···B activation mode wherein the hydride abstraction by BEt₃ is promoted by the coordination of an alkoxide or hydroxide anion to the Si center. 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. 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.Application In Synthesis of N,N-Diethyl-4-iodobenzamide

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

New arenediethynylgold(I) complexes. Crystal structures of [Ph₃PAuCC(phenylendiyl-1,3)CCAuPPh₃] and [Ph₃PAuCC(mesitylendiyl-1,3)CCAuPPh₃] was written by Vicente, Jose;Chicote, Maria Teresa;Alvarez-Falcon, Miguel M.;Abrisqueta, Maria-Dolores;Hernandez, Francisco J.;Jones, Peter G.. And the article was included in Inorganica Chimica Acta in 2003.Computed Properties of C10H12I2 This article mentions the following:

Reaction the dialkynes HCC(Ar)CCH [Ar = 1,3-C₆H₄ (mphen), 1,3-(C₆HMe₃-2,4,6) (mes), 1,4-(C₆Me₄-2,3,5,6) (dur)] with [AuClL] (L = Me₂S or tetrahydrothiophene) in the presence of an excess of Et₃N gave polymeric complexes [AuCC(Ar)CCAu]_n [Ar = mphen (1), mes (2) dur (3)]. Complexes 1–3 add two equiv of phosphine or isocyanide ligands (L¹), affording [L¹AuCC(Ar)CCAuL¹] [Ar = mes, L¹ = ^tBuNC (4), XyNC, Xy = 2,6-Me₂C₆H₃, (5); Ar = dur, L¹ = PPh₃ (6), ^tBuNC (7)]. The complex [(^tBuNC)AuCC(mphen)CCAu(CN^tBu)] (8) was prepared by reaction of the 1,3-diethynylbenzene with 2 equiv of [AuCl(CN^tBu)] in the presence of NEt₃. Reaction of diethynylarenes with 2 equiv of [Au(acac)PPh₃] gave complexes [Ph₃PAuCC(Ar)CCAuPPh₃] [Ar = mphen (9), mes (10)]. The carbene complex [[(^tBuNH)(Et₂N)C:]AuCC(mes)CCAu[:C(NH^tBu)(NEt₂)]] (11) was obtained by reaction of 4 with diethylamine. The crystal structures of complexes 9 and 10 were determined by x-ray diffraction. In both cases one of the gold atoms is in an essentially linear environment [CAuP: 176.95(14) (9), 177.19(8)° (10)] while the other CAuP bond angle is appreciably bent [170.07(11) (9), 171.22(8)° (10)]. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Computed Properties of C10H12I2).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Computed Properties of C10H12I2

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

Selective functionalization of imidazoles via an iodine-copper exchange reaction was written by Yang, Xiaoyin;Knochel, Paul. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2006.SDS of cas: 15813-09-9 This article mentions the following:

The reaction of protected 4,5-diiodoimidazoles with (PhMe₂CCH₂)₂CuLi regioselectively provides 5-cuprated imidazoles, which readily react with various electrophiles furnishing functionalized imidazoles in good yields; remarkably, these resulting mono-iodoimidazoles undergo a second iodine-copper exchange reaction in the presence of sensitive functional groups, such as aldehyde or ketone. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9SDS of cas: 15813-09-9).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the 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: 15813-09-9

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

Cross-coupling reaction of 2-(1,3-butadienyl)magnesium chloride with alkyl or aryl halides by lithium chloride-cupric chloride (Li₂CuCl₄), a superior catalyst was written by Nunomoto, Sadaaki;Kawakami, Yuhsuke;Yamashita, Yuya. And the article was included in Journal of Organic Chemistry in 1983.Category: iodides-buliding-blocks This article mentions the following:

The combination of lithium chloride-cupric chloride (Li₂CuCl₄) was an excellent catalyst in selective cross-coupling reaction of 2-(1,3-butadienyl)magnesium chloride with alkyl or aryl halides. The order of reactivities for the halides was I > Br > Cl, and alkyl halides > aryl halides and primary halides ≫ secondary halides. N-alkyl bromides and iodides especially exhibited high reactivities in the coupling reactions. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9Category: iodides-buliding-blocks).

1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9) 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.Category: iodides-buliding-blocks

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

Enantioselective Reductive N-Cyclization-Alkylation Reaction of Alkene-Tethered Oxime Esters and Alkyl Iodides by Nickel Catalysis was written by Jia, Xue-Gong;Yao, Qi-Wei;Shu, Xing-Zhong. And the article was included in Journal of the American Chemical Society in 2022.Application of 85356-68-9 This article mentions the following:

Asym. cross-electrophile difunctionalization of tethered alkenes has become a powerful tool for the production of chiral cyclic scaffolds; however, the current studies all focus on carbocyclization reactions. Herein, an N-cyclization-alkylation reaction and showcase on the potential of heterocyclization for accessing new enantioenriched cyclic architectures is reported. This work establishes a new approach for enantioselective aza-Heck cyclization/cross-coupling sequence, which remains a long-standing unsolved challenge for the synthetic community. The reaction proceeds with primary, secondary, and a few tertiary alkyl iodides, and the use of newly defined ligands gave highly enantioenriched pyrrolines with improved mol. diversity under mild conditions. The presence of imine functionality allows for further structural variations. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9Application of 85356-68-9).

1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. 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.Application of 85356-68-9

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

Triiodoisocyanuric acid, a new and convenient reagent for regioselective iodination of activated arenes was written by Ribeiro, Rodrigo da S.;Esteves, Pierre M.;de Mattos, Marcio C. S.. And the article was included in Journal of the Brazilian Chemical Society in 2008.HPLC of Formula: 3268-21-1 This article mentions the following:

Triiodoisocyanuric acid (TICA) was prepared in 90% yield by heating trichloroisocyanuric acid with iodine in a sealed tube. The reaction of TICA with activated arenes in acetonitrile led to an efficient and highly regioselective formation of the corresponding iodoarenes, in 73-93% isolated yield. Aniline and phenol are monoiodinated regioselectively using MeOH (53%) and CH₂Cl₂ (88%) as solvents, resp. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1HPLC of Formula: 3268-21-1).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.HPLC of Formula: 3268-21-1

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

Scope and Mechanistic Limitations of a Sonogashira Coupling Reaction on an Imidazole Backbone was written by Sandtorv, Alexander H.;Bjorsvik, Hans-Rene. And the article was included in European Journal of Organic Chemistry in 2015.Category: iodides-buliding-blocks This article mentions the following:

A Sonogashira coupling reaction method to join terminal alkynes to the imidazole backbone was developed and studied. The method exhibits good functional group tolerance and provides target 4-alkynylated imidazoles in 70-93% yield. The alkyne reagents were characterized by DFT calculations, from which electrostatic potential surfaces (EPS) were produced. A clear correlation between the EPS of the triple bond and the success of the coupling reaction was revealed. If the EPS is in range -94 to -105 kJ mol^-1 the coupling is successful. An unsuccessful class of reagents (alkynols) was made compatible by an auxiliary group (tert-butyldimethylsilyl). EPSs of these modified reagents then resembled those of the model and these auxiliary-assisted reagents then coupled successfully in excellent yields. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Category: iodides-buliding-blocks).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) 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.Category: iodides-buliding-blocks

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