Month: February 2023

Solid-state organic reactions proceeding by pulverization: oxidation and halogenation with iodosobenzene and inorganic solid-supports was written by Sohmiya, Hajime;Kimura, Takahide;Fujita, Mitsue;Ando, Takashi. And the article was included in Tetrahedron in 1998.Quality Control of 1,4-Diiodo-2,3,5,6-tetramethylbenzene This article mentions the following:

Pulverization-activation method was employed to accelerate solid-state organic reactions. Crushing and grinding of solid mixtures of hydrogen halide-treated silica gels, iodosobenzene, and organic substrates in the absence of a solvent brought about smooth and rapid reactions to give halogenated and/or oxidized products in good yields. Various sulfides were smoothly converted to sulfonyl chlorides in one step in excellent yields. The surface of silica gel activated by pulverization serves as a reaction field on which reagent mols. can effectively encounter with each other. 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. 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閳ユ彂 bond is the weakest of the carbon閳ユ従alogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Quality Control of 1,4-Diiodo-2,3,5,6-tetramethylbenzene

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

Pd-Catalyzed Alkyne Insertion/C-H Activation/[4 + 2] Carboannulation of Alkenes to the Synthesis of Polycyclics was written by Guo, Songjin;Li, Panpan;Guan, Zhe;Cai, Libo;Chen, Siwei;Lin, Aijun;Yao, Hequan. And the article was included in Organic Letters in 2019.Recommanded Product: 289039-26-5 This article mentions the following:

An unprecedented Pd-catalyzed alkyne insertion/C-H activation/intramol. [4 + 2] carboannulation of alkenes has been reported. In this transformation, the C-H activation was triggered by an in situ generated alkenylpalladium species via the Pd-catalyzed cross-coupling reaction of aryl iodides and alkynes. Subsequently, the resulting five-membered C, C-palladacycle intermediates were added across the alkenes, providing a unique approach to access diversified polycyclics in good efficiency. Two new rings and three C-C bonds were formed in one pot. In the experiment, the researchers used many compounds, for example, 2-Chloro-5-iodophenol (cas: 289039-26-5Recommanded Product: 289039-26-5).

2-Chloro-5-iodophenol (cas: 289039-26-5) 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閳ユ彂 bond is the weakest of the carbon閳ユ従alogen 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: 289039-26-5

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

Bromination, iodination, and phenylation of thianaphthenes was written by Gaertner, Russell. And the article was included in Journal of the American Chemical Society in 1952.Product Details of 36748-88-6 This article mentions the following:

2-Bromo-3-methylthianaphthene (12.4 g.), 9.7 g. N-bromosuccinimide, and 0.4 g. (BzO)₂ in 130 cc. CCl₄ refluxed 90 min., cooled, filtered, and the CCl₄ replaced by petr. ether (70-90鎺? yielded 14.4 g. 2-bromo-3-(bromomethyl)thianaphthene (I), m. 97.6-8.6, b_0.5 148-51鎺?(decomposition). I (19.3 g.) converted in the cyclic reactor, treated with ClCO₂Et, and the product hydrolyzed (alkali) yielded a polymer, m. 200-40鎺?(decomposition); the neutral material yielded 1.2 g. 1,2-bis(2-bromo-3-thianaphthenyl)ethane, m. 195-6鎺? Conversion of 21.3 g. I and treatment with HCHO yielded a taffylike polymer. Thianaphthene (II) (44.4 g.) in 70 cc. C₆H₆ at 55-65鎺?treated during 1 hr. with 54 g. yellow HgO and 76 g. iodine, the mixture filtered, and the C₆H₆ removed in vacuo gave 15.7 g. II and 39.6 g. liquid which on chromatography on C and Al₂O₃ yielded 3-iodothianaphthene (III), b_1.6 120-1鎺? d₂₀ 1.898, n²⁰_D > 1.7. Attempted chloromethylation of III at 90 in the presence of ZnCl₂ gave III and a trace of higher-boiling material. III reacted normally with Mg. Carbonation yielded 7.4 g. 3-thianaphthenecarboxylic acid, m. 176-7.5鎺? and 1.4 g. crude material, m. 150-65鎺? II (67 g.) was converted to the Li derivative, the solution added dropwise to 252 g. iodine and 100 cc. Et₂O in an ice-salt bath, the mixture let warm to room temperature, diluted with water, the excess iodine removed, and 48.2 g. crude II recovered, leaving 37.4 g. 2-iodothianaphthene (IV), b_1.6 119-20鎺? m. 59-62鎺? Attempted chloromethylation failed. Conversion of 13 g. IV to the Grignard reagent and carbonation yielded 1.02 g. 2-thianaphthenecarboxylic acid, m. 242-3鎺? AcN(NO)Ph (25 g.) dissolved in 25 g. molten II at 32鎺?(the mixture reacted violently and about half was lost through foaming) and the unchanged II removed by distillation in vacuo yielded 10.5 g. liquid, b_0.3 150-5鎺? which on recrystallization gave 1.63 g. 2-phenylthianaphthene (V), m. 174.2-5.2鎺? V (1.00 g.) and 12 g. Raney Ni in 70 cc. EtOH heated 3 hrs. yielded 0.81 g. bibenzyl, m. 49-51鎺? The mother liquors yielded 2.5 g. of the picrate of II. Attempted preparation of the 1,1-dioxide yielded a gummy polymer. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Product Details of 36748-88-6).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.Product Details of 36748-88-6

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

Pd-Catalyzed Asymmetric Intramolecular Aryl C-O Bond Formation with SDP(O) Ligand: Enantioselective Synthesis of (2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)methanols was written by Shi, Jialing;Wang, Ting;Huang, Yusha;Zhang, Xinhao;Wu, Yun-Dong;Cai, Qian. And the article was included in Organic Letters in 2015.Recommanded Product: 207115-22-8 This article mentions the following:

Employing a chiral spirodiphosphine monoxide ligand with 1,1′-spirobiindane backbone I [Ar = 3,5-di(t-Bu)C₆H₃], a desymmetrization strategy of Pd-catalyzed intramol. asym. aryl C-O coupling of 2-(2-halophenoxy)propane-1,3-diols, was developed. The ligand I shows much better results than its SDP counterpart. The protocol provides an efficient and highly enantioselective method for the synthesis of 2-hydroxymethyl-1,4-benzodioxanes, e.g. II. D. functional theory studies provide a model that accounts for the origin of the enantioselectivity. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Recommanded Product: 207115-22-8).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons鑱砈mith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Recommanded Product: 207115-22-8

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

Palladium-Catalyzed Amination of N-Free 2-Chloro-7-azaindole was written by Plas, Aurelie;Martin, Camille;Joubert, Nicolas;Viaud-Massuard, Marie-Claude. And the article was included in Organic Letters in 2015.Related Products of 1227270-32-7 This article mentions the following:

A simple and efficient procedure for the Pd-catalyzed amination of N-free 2-chloro-7-azaindole is described, using either primary or secondary amines. An optimized combination of Brettphos, a Brettphos precatalyst, and LiHMDS in THF led us to a novel methodol., applied to various functionalized amines to study the scope of the reaction. This is the first report of cross-coupling amination on N-free 2-chloro-7-azaindole to produce 2-amino 7-azaindoles I [R¹ = H, Et, Ph, etc; R² = Ph, 4-Me-C₆H₄, Bn, etc.]. In the experiment, the researchers used many compounds, for example, 2-Iodo-1H-pyrrolo[2,3-b]pyridine (cas: 1227270-32-7Related Products 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. The C閳ユ彂 bond is the weakest of the carbon閳ユ従alogen 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 1227270-32-7

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

Synthesis of 2-substituted benzo[b]furans/furo-pyridines catalyzed by NiCl₂ was written by Zhou, Rong;Ding, Yanli;Yang, Mili. And the article was included in Catalysts in 2019.Formula: C6H4BrIO This article mentions the following:

A Ni-catalyzed tandem synthesis of aryl-benzo[b]furan derivatives I [X = CH, N; R¹ = H, 5-Me, 5-Cl, etc.; R² = H, 4-nPr, 4-Br, etc.] from 2-halophenols and 1-alkynes under Cu-free and phosphine-free conditions was reported. This protocol was carried out with NiCl₂/5-nitro-1,10-phenanthroline in DMA at 120鎺矯 and found to be simple, cost effective, and have a wide substrate scope. Addnl., the method was compatible with heteroaryl substrates, resulted in the formation of 2-substituted benzo[b]furans/furo-pyridines I [X = N; R¹ = H, 5-Me] in reasonable to good yields. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Formula: C6H4BrIO).

4-Bromo-2-iodophenol (cas: 207115-22-8) 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閳ユ彂 bond is the weakest of the carbon閳ユ従alogen 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.Formula: C6H4BrIO

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

Alkenenitriles: Conjugate Additions of Alkyl Iodides with a Silica-Supported Zinc-Copper Matrix in Water was written by Fleming, Fraser F.;Gudipati, Subrahmanyam;Aitken, Jennifer A.. And the article was included in Journal of Organic Chemistry in 2007.Synthetic Route of C4H8ClI This article mentions the following:

A new silica-supported zinc-copper matrix reagent promotes the conjugate addition of alkyl iodides to cyclic and acyclic alkenenitriles in water. X-ray diffraction and electron microscopy techniques suggest that the active copper species generated from elemental zinc and copper(I) iodide is finely dispersed, zerovalent copper. Alkyl iodides react with the silica-supported reagent to generate putative radicaloid intermediates that efficiently add to alkenenitriles to provide 灏?substituted nitriles. Conjugate additions to acyclic and cyclic 5-7-membered alkenenitriles are most effective for primary alkyl iodides, although secondary and tertiary alkyl iodides are viable reaction partners. The strategy addresses the challenge of performing conjugate additions to disubstituted alkenenitriles and demonstrates the beneficial role of the silica-supported reagent. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Synthetic Route of C4H8ClI).

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閳ユ彂 bond is the weakest of the carbon閳ユ従alogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Synthetic Route of C4H8ClI

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

Synthesis, characterization and antibacterial activity of some halo substituted Schiff bases was written by Junne, S. B.;Kadam, Archana B.;Shinde, S. L.;Waghamare, G. S.;Vibhute, Y. B.. And the article was included in E-Journal of Chemistry in 2010.Recommanded Product: 2-Amino-4-iodobenzoic acid This article mentions the following:

Halo substituted Schiff bases were designed and the synthesis of the target compounds was achieved using aryl amines and aryl aldehydes as starting materials and the products thus obtained were confirmed by IR and NMR. Example compounds thus prepared included 4-amino-2-nitro-N-[(3,4,5-trimethoxyphenyl)methylene]benzenamine, 2-bromo-4-[[(5-bromo-2-pyridinyl)imino]methyl]-6-methoxyphenol, etc. These compounds were screened against pathogenic bacteria by an agar diffusion method (Dermatophilus congolensis, Gram-pos., Mud fever, Staphylococcus aureus, Corynebacterium parvum, acne, Actinomyces bovis). In the experiment, the researchers used many compounds, for example, 2-Amino-4-iodobenzoic acid (cas: 20776-54-9Recommanded Product: 2-Amino-4-iodobenzoic acid).

2-Amino-4-iodobenzoic acid (cas: 20776-54-9) 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閳ユ彂 bond is the weakest of the carbon閳ユ従alogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Recommanded Product: 2-Amino-4-iodobenzoic acid

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

C(sp³)-H Monoarylation of methanol enabled by a bidentate auxiliary was written by Gou, Quan;Yuan, Binfang;Ran, Man;Ren, Jian;Zhang, Ming-zhong;Tan, Xiaoping;Yuan, Tengrui;Zhang, Xing. And the article was included in Organic Letters in 2021.Recommanded Product: 5460-32-2 This article mentions the following:

With the assistance of a practical directing group (COAQ), the first catalytic protocol for the palladium-catalyzed C(sp³)-H monoarylation of methanol has been developed, offering an invaluable synthesis means to establish extensive derivatives of crucial arylmethanol functional fragments. Furthermore, the gram-scale reaction, broad substrate scope, excellent functional group compatibility, and even the practical synthesis of medicines further demonstrate the usefulness of this strategy. 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. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. The C閳ユ彂 bond is the weakest of the carbon閳ユ従alogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Recommanded Product: 5460-32-2

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

Stable and Reusable Palladium Nanoparticles-Catalyzed Conjugate Addition of Aryl Iodides to Enones: Route to Reductive Heck Products was written by Parveen, Naziya;Saha, Rajib;Sekar, Govindasamy. And the article was included in Advanced Synthesis & Catalysis in 2017.Synthetic Route of C8H9IO2 This article mentions the following:

An efficient, binaphthyl-backbone-stabilized palladium nanoparticles (Pd-BNP) catalyst for the 1,4-addition of aryl halides to enones was developed. The scope of the reaction was studied with various substituted and sterically hindered aryl halides and enones to afford the conjugate addition products in good to excellent yields. The catalyst was recovered and reused up to five times without any appreciable change in particle size or reactivity. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Synthetic Route of C8H9IO2).

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閳ユ彂 bond. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons鑱砈mith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Synthetic Route of C8H9IO2

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