Category: iodides-buliding-blocks

Copper-Catalyzed Diaryl Ether Formation from (Hetero)aryl Halides at Low Catalytic Loadings was written by Zhai, Yuntong;Chen, Xiaofei;Zhou, Wei;Fan, Mengyang;Lai, Yisheng;Ma, Dawei. And the article was included in Journal of Organic Chemistry in 2017.Recommanded Product: 3-Iodobenzo[b]thiophene This article mentions the following:

Diaryl formation is achieved by coupling phenols and (hetero)aryl halides under the catalysis of CuI/N,N’-bis(2-phenylphenyl) oxalamide (BPPO) or CuI/N-(2-phenylphenyl)-N’-benzyl oxalamide (PPBO) at 90 °C using DMF or MeCN as the solvent. Only 0.2-2 mol % CuI and ligand are required for complete conversion, which represents the lowest catalytic loadings for a general Cu/ligand-catalyzed diaryl ether formation. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Recommanded Product: 3-Iodobenzo[b]thiophene).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) 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.Recommanded Product: 3-Iodobenzo[b]thiophene

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

Mechanochemical Synthesis of Diarylethynes from Aryl Iodides and CaC² was written by van Bonn, Pit;Bolm, Carsten. And the article was included in Synlett in 2022.Recommanded Product: 5460-32-2 This article mentions the following:

A mechanochem. synthesis of diarylethynes ArC≡CAr [Ar = Ph, 4-MeC₆H₄, 4-ClC₆H₄, etc.] from aryl iodides and calcium carbide as acetylene source was reported. The reaction was catalyzed by a palladium catalyst in the presence of copper salt, base, and ethanol as liquid assisting grinding (LAG) additive. Various aryl and heteroaryl iodides were converted in up to excellent yields. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Recommanded Product: 5460-32-2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) 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.Recommanded Product: 5460-32-2

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

Formal synthesis of (±)-indolizidine 209B was written by Liou, Bo-Sian;Jhang, Ruei-Fong;Chou, Shang-Shing P.. And the article was included in Tetrahedron in 2014.Application In Synthesis of 1-Chloro-4-iodobutane This article mentions the following:

A new method for the synthesis of cis-C-8 methylated indolizidines and quinolizidines was developed. Straightforward transformations including an isomerization to the trans configuration led to a formal synthesis of (±)-indolizidine 209B. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Application In Synthesis of 1-Chloro-4-iodobutane).

1-Chloro-4-iodobutane (cas: 10297-05-9) 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. 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 1-Chloro-4-iodobutane

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

Mode of action and quantitative structure-activity correlations of tuberculostatic drugs of the isonicotinic acid hydrazide type was written by Seydel, Joachim K.;Schaper, Klaus J.;Wempe, Ellen;Cordes, Hans P.. And the article was included in Journal of Medicinal Chemistry in 1976.Safety of 2-Iodopyridine-4-carboxylic acid This article mentions the following:

Quant. structure-activity studies were made for 18 isoniazid (I) [54-85-3] 2-substituted derivatives by correlating electronic, steric, and lipophilic properties of the substituents with biol. activity from dilution tests with Mycobacterium tuberculosis. The reaction rates for the quaternization of corresponding 2-substituted pyridines with MeI gave rate constants showing a dependence on steric and electronic effects of substituents similar to the effects on the bactericidal activities of the I derivatives The correlations indicate that reactivity of the pyridine [110-86-1] N is essential for biol. activity of the I derivatives, and that the I derivatives are incorporated into an NAD analog. In the experiment, the researchers used many compounds, for example, 2-Iodopyridine-4-carboxylic acid (cas: 58481-10-0Safety of 2-Iodopyridine-4-carboxylic acid).

2-Iodopyridine-4-carboxylic acid (cas: 58481-10-0) 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. 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.Safety of 2-Iodopyridine-4-carboxylic acid

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

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

Study on mercaptopyridinecarboxylic acids. Part III. Preparation of esters, ethers and ether-esters of mercaptopyridinecarboxylic acids was written by Lejeune, R.;Thunus, L.. And the article was included in Journal de Pharmacie de Belgique in 1980.Formula: C6H4INO2 This article mentions the following:

Pyridinecarboxylic acids I (R = halo) were treated with thiourea, KSH, and Na₂S-S and the products were converted to the resp. mercapto acids II. Thus, 2-chloro-3-pyridinecarboxylic acid was heated with thiourea, and the product was treated with N₂H₄ to yield the resp. II. II were etherified by MeI and esterified by MeOH and CH₂N₂. In the experiment, the researchers used many compounds, for example, 3-Iodopicolinic acid (cas: 73841-32-4Formula: C6H4INO2).

3-Iodopicolinic acid (cas: 73841-32-4) 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. 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.Formula: C6H4INO2

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

Synthesis of gem-difluoromethylenated biflavonoid via the Suzuki coupling reaction was written by Zheng, Xing;Meng, Wei-Dong;Qing, Feng-Ling. And the article was included in Tetrahedron Letters in 2004.Computed Properties of C8H7IO2 This article mentions the following:

Gem-Difluoromethylenated biflavonoid I was synthesized via the Suzuki coupling reaction. The key intermediate 6-iodinated flavone was regioselectively synthesized by the use of AgOAc/I₂ under mild conditions without handling of a strongly toxic reagent. The key step was the formation of a flavone 3′-boronate using a palladium-catalyzed exchange of the corresponding 3′-iodinated flavone with a diboron reagent. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Computed Properties of C8H7IO2).

3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) 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. 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.Computed Properties of C8H7IO2

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

Synthesis of polyfluorinated polycyano negative dielectric anisotropy liquid crystalline compounds was written by Guo, Jian;Sui, Yan;Cao, Jian-hua;Meng, Jin-song;Hua, Rui-mao. And the article was included in Yejing Yu Xianshi in 2014.Reference of 64248-57-3 This article mentions the following:

In order to meet the different demands of the LCD, two novel polyfluorinated polycyano neg. dielec. anisotropy liquid crystalline compounds were synthesized. These compounds were synthesized from phthalonitrile and 1,2-difluorobenzene by several steps. Their constructions were confirmed by NMR and elemental anal. The parameters and the performances of these products were measured by POM, DSC and rotary viscometer. These polyfluorinated polycyano compounds have small optical anisotropy (Δn=0.096-0.107), large neg. dielec. anisotropy (Δε= -15.2 – -16.7) and high viscosity (γ₁=234.8-248.6 mPa6f0s). These compounds can be used in the LCD matrix to improve partial performance of the LCD. The preparation method is of simple operation and low cost, which can also realize industrialization easily. In the experiment, the researchers used many compounds, for example, 1,2-Difluoro-3-iodobenzene (cas: 64248-57-3Reference of 64248-57-3).

1,2-Difluoro-3-iodobenzene (cas: 64248-57-3) 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.Reference of 64248-57-3

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