Category: 160938-18-1

Yao, Lingyun et al. published their research in Organic Chemistry Frontiers in 2022 | CAS: 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. 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.HPLC of Formula: 160938-18-1

Nickel-catalyzed carbonylative domino cyclization of arylboronic acid pinacol esters with 2-alkynyl nitroarenes toward N-aroyl indoles was written by Yao, Lingyun;Wei, Ping;Ying, Jun;Wu, Xiao-Feng. And the article was included in Organic Chemistry Frontiers in 2022.HPLC of Formula: 160938-18-1 This article mentions the following:

A nickel-catalyzed carbonylative domino cyclization of arylboronic acid pinacol esters ArBpin (Ar = Ph, 1-naphthyl, thiophen-3-yl, benzodioxol-5-yl, etc.) with 2-alkynyl nitroarenes 5-R-4-R1-2-CCR2C6H2NO2 (R = H, Me, F; R1 = H, Cl; R2 = Bu, cyclopropyl, Ph, etc.) has been developed. This tandem reaction proceeded well to synthesize various N-aroyl indole derivatives I in moderate to high yields. Here, Co2(CO)8 has been used as the CO source and also as the co-catalyst for the cyclization step. Notably, besides acting as a reaction partner, 2-alkynyl nitroarenes may also serve as the oxidant to regenerate the active nickel catalyst. 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. 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.HPLC of Formula: 160938-18-1

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

Deng, Tianning et al. published their research in Journal of the American Chemical Society in 2020 | 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Quality Control of 4-Chloro-2-iodo-1-nitrobenzene

Oxidation of Non-Activated Anilines to Generate N-Aryl Nitrenoids was written by Deng, Tianning;Mazumdar, Wrickban;Ford, Russell L.;Jana, Navendu;Izar, Ragda;Wink, Donald J.;Driver, Tom G.. And the article was included in Journal of the American Chemical Society in 2020.Quality Control of 4-Chloro-2-iodo-1-nitrobenzene This article mentions the following:

A low temperature, protecting group-free oxidation of 2-substituted anilines was developed to generate an electrophilic N-aryl nitrenoid intermediate that can engage in C-NAr bond formation to constructed functionalized N-heterocycles. Exposure of 2-substituted anilines to PIFA and trifluoroacetic acid or 10 mol % of Sc(OTf)3 triggers nitrenoid formation, followed by productive and selective C-NAr and C-C bond formation to yield spirocyclic- or bicyclic 3H-indoles or benzazepinones. Our experiments demonstrated the breadth of these oxidative processes, uncover underlying fundamental elements that control selectivity and demonstrate how the distinct reactivity patterns embedded in N-aryl nitrenoid reactive intermediates can enable access to functionalized 3H-indoles or benzazepinones. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1Quality Control of 4-Chloro-2-iodo-1-nitrobenzene).

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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Quality Control of 4-Chloro-2-iodo-1-nitrobenzene

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

Wojtasik, Katarzyna et al. published their research in ChemistrySelect in 2020 | CAS: 160938-18-1

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

The Synthesis of 1H-Pyrazolo[3,4-b]quinoxaline Derivatives Oriented towards Modification of Carbocyclic Ring in the Parent Skeleton was written by Wojtasik, Katarzyna;Danel, Andrzej. And the article was included in ChemistrySelect in 2020.Safety of 4-Chloro-2-iodo-1-nitrobenzene This article mentions the following:

It was proved that the method of synthesis of 1H-pyrazolo[3,4-b]quinoxaline derivatives I [R1 = 5-Cl, 6-N(Et)2, 7-N(Et)2, etc.] (PQX), consisting of the reductive cyclization of the corresponding pyrazole derivative II [R2 = 5-Cl, 6-Cl, 7-Cl, 8-Cl] was the most universal method of PQX synthesis among the known and was regiospecific. The obtained x-chloro-1-methyl-3-phenyl-1H-pyrazolo[3,4-b]quinoxaline I [R1 = 5-Cl, 6-Cl, 7-Cl, 8-Cl, etc.] isomers were starting materials for the synthesis of N,N-diethylamine derivatives I [R1 = 5-N(Et)2, 6-N(Et)2, 7-N(Et)2, 8-N(Et)2, etc.]. The position differentiation of these substituents strongly impacted the emissive properties of the final compounds In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1Safety of 4-Chloro-2-iodo-1-nitrobenzene).

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

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

Sloan, Nikki L. et al. published their research in Chemical Communications (Cambridge, United Kingdom) in 2017 | CAS: 160938-18-1

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Electric Literature of C6H3ClINO2

A one-pot radioiodination of aryl amines via stable diazonium salts: preparation of 125I-imaging agents was written by Sloan, Nikki L.;Luthra, Sajinder K.;McRobbie, Graeme;Pimlott, Sally L.;Sutherland, Andrew. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2017.Electric Literature of C6H3ClINO2 This article mentions the following:

An operationally simple, one-pot, two-step tandem procedure was described which allowed the incorporation of radioactive iodine [125I] into aryl amines to yield radioiodine labeled arenes, e.g., I via stable diazonium salts formation. The mild conditions were tolerant of various functional groups and substitution patterns, allowing late-stage, rapid access to a wide range of 125I-labeled aryl compounds and SPECT radiotracers. In particular, this process allowed the preparation of a range of important SPECT imaging agents, including [125I]iomazenil, [125I]CNS1261 and [125I]IBOX. Also, the first radiosynthesis of a high affinity agent of TSPO which could be used to study neuroinflammation was reported. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1Electric Literature of C6H3ClINO2).

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Electric Literature of C6H3ClINO2

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

Shinde, Valmik S. et al. published their research in Chemistry – A European Journal in 2015 | CAS: 160938-18-1

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) 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. 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.Computed Properties of C6H3ClINO2

Gold(I)/Chiral Bronsted Acid Catalyzed Enantioselective Hydroamination-Hydroarylation of Alkynes: The Effect of a Remote Hydroxyl Group on the Reactivity and Enantioselectivity was written by Shinde, Valmik S.;Mane, Manoj V.;Vanka, Kumar;Mallick, Arijit;Patil, Nitin T.. And the article was included in Chemistry – A European Journal in 2015.Computed Properties of C6H3ClINO2 This article mentions the following:

The catalytic enantioselective hydroamination-hydroarylation of alkynes under the catalysis of (R3P)AuMe/(S)-3,3′-bis(2,4,6-triisopropylphenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate ((S)-TRIP) is reported. The alkyne was reacted with a range of pyrrole-based aromatic amines to give pyrrole-embedded aza-heterocyclic scaffolds bearing a quaternary carbon center. The presence of a hydroxyl group in the alkyne tether turned out to be very crucial for obtaining products in high yields and enantioselectivities. The mechanism of enantioinduction was established by carefully performing exptl. and computational studies. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1Computed Properties of C6H3ClINO2).

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) 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. 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.Computed Properties of C6H3ClINO2

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

Fu, Zhengjiang et al. published their research in Organic & Biomolecular Chemistry in 2018 | CAS: 160938-18-1

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) 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–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Application In Synthesis of 4-Chloro-2-iodo-1-nitrobenzene

Inexpensive NaX (X = I, Br, Cl) as a halogen donor in the practical Ag/Cu-mediated decarboxylative halogenation of aryl carboxylic acids under aerobic conditions was written by Fu, Zhengjiang;Jiang, Ligao;Zuo, Qianming;Li, Zhaojie;Liu, Yanzhu;Wei, Zhenhong;Cai, Hu. And the article was included in Organic & Biomolecular Chemistry in 2018.Application In Synthesis of 4-Chloro-2-iodo-1-nitrobenzene This article mentions the following:

A series of aryl halides RX [R = 2-O2NC6H4, 2-NO2-4-MeOC6H3, 3-chlorothiophen-2-yl, etc.; X = Cl, Br, I] was synthesized via Ag/Cu-mediated decarboxylative halogenation of aryl carboxylic acids using sodium halides as halogen donor under aerobic conditions was reported. The halodecarboxylation was shown to be an effective strategy for S-containing heteroaromatic carboxylic acid and benzoic acids with nitro, chloro and methoxyl substituents at the ortho position. A gram-scale reaction and a three-step procedure to synthesize iniparib was performed to evaluate the practicality of this protocol. A preliminary mechanistic investigation indicated that Cu plays a vital role and a radical pathway was involved in the transformation. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1Application In Synthesis of 4-Chloro-2-iodo-1-nitrobenzene).

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) 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–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Application In Synthesis of 4-Chloro-2-iodo-1-nitrobenzene

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

Xu, Feiyang et al. published their research in Angewandte Chemie, International Edition in 2019 | CAS: 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. 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.Product Details of 160938-18-1

Synthesis of Indolines and Derivatives by Aza-Heck Cyclization was written by Xu, Feiyang;Korch, Katerina M.;Watson, Donald A.. And the article was included in Angewandte Chemie, International Edition in 2019.Product Details of 160938-18-1 This article mentions the following:

For the first time, an aza-Heck cyclization that allows the preparation of indoline scaffolds is described. Using N-hydroxy anilines as electrophiles, which can be easily accessed from the corresponding nitroarenes, this method provides indolines bearing pendant functionality and complex ring topologies. Synthesis of challenging indolines, such as those bearing fully substituted carbon atoms at C2, is also possible using this method. 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. 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.Product Details of 160938-18-1

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

Brief introduction of 4-Chloro-2-iodo-1-nitrobenzene

The chemical industry reduces the impact on the environment during synthesis 4-Chloro-2-iodo-1-nitrobenzene. I believe this compound will play a more active role in future production and life.

Electric Literature of 160938-18-1, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 160938-18-1, name is 4-Chloro-2-iodo-1-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows.

The obtained from step-1 5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) -1H-indole 22 g (90.5 mmol) and 4-chloro-2-iodo -1-nitrobenzene 28.2 g of purified water was added to 250 mL and dioxane 500 mL (100 mmol).Pd (PPh3) 45.2 g (4.5 mmol), K2CO338 g (271 mmol) was added and the mixture was heated under reflux for 12 hours at 120 .Allowed to cool to room temperature and quench the reaction with 500 mL aqueous solution of ammonium chloride to the reaction mixture.Extract the mixture with EA 500 mL, and washed with distilled water.The resulting organic layer was dried over anhydrous MgSO4,and evaporated under reduced pressure to obtain the desired compound 19.7 g (80% yield) was purified by silica gel column chromatography.

The chemical industry reduces the impact on the environment during synthesis 4-Chloro-2-iodo-1-nitrobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DoosanCorporation; Sim, Jae Uii; Lee, In Hyuk; Baek, Young Mi; Sin, Jin Yong; Park, Ho Chul; Lee, Chang Jun; Lee, Uhn Jung; Kim, Tae Hyung; Lee, Jae Hun; (35 pag.)KR101571592; (2015); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some tips on 160938-18-1

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 160938-18-1, name is 4-Chloro-2-iodo-1-nitrobenzene, A new synthetic method of this compound is introduced below., Formula: C6H3ClINO2

4-chloro-2-iodo-1-nitrobenzene (77.66 g, 274 mmol), 9-phenyl-9H-carbazol- 2- ylboronic acid (157.34 g, 548 mmol), NaOH (5.48 g, After THF / H2O (800 ml / 400 ml) was mixed, Pd (PPh3) 4 (4.36 g, 5 mol%) was added at 40 C At 80 CStir for 12 hours.After completion of the reaction, the reaction mixture was extracted with methylene chloride, and then MgSO 4 was added thereto, followed by filtration to obtain an organic layer. In the obtained organic layer,The residue was purified by column chromatography (Hexane: EA = 3: 1 (v / v)) to give 2- (5-chloro-2-nitrophenyl) -9-phenyl-9H-carbazole (114.8 g, yield 73%).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; DoosanCorporation; Kim, Tae Hyung; Han, Song Eii; Lee, Chang Jun; Sin, Jin Yong; Jo, Hyun Jong; Baek, Young Mi; (56 pag.)KR2015/47858; (2015); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

New downstream synthetic route of 160938-18-1

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-2-iodo-1-nitrobenzene, and friends who are interested can also refer to it.

Electric Literature of 160938-18-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 160938-18-1 name is 4-Chloro-2-iodo-1-nitrobenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Under an argon atmosphere, to a 500 ml, three neck flask, 20.00 g (170.7 mmol) of indole, 7.67 g (0.1 equiv, 34.1 mmol) of Pd(OAc)2, 94.38 g (2 equiv, 682.9 mmol) of K2CO3, 58.07 g (1.2 equiv, 204.9 mmol) of 4-chloro-2-iodo-1-nitrobenzene and 341 ml of 1,4-dioxane were added in that order, followed by heating, stirring and refluxing for about 24 hours. After cooling to room temperature, the reaction product was filtered with celite to separate insoluble residue, water was added to the remaining reaction product, and an organic layer was separately taken. To an aqueous layer, toluene was added, and an organic layer was extracted once more. The organic layer thus collected was washed with a saline solution and dried with MgSO4. MgSO4 was separated, and the organic layer was concentrated, and then, the crude product thus obtained was separated by silica gel column chromatography (using a mixture solvent of hexane and toluene as a developer) to obtain Intermediate IM-9 (20.95 g, yield 45%) as a white solid compound. A molecular ion peak of m/z=272 was observed by measuring FAB-MS, and from the result, the product was identified as Intermediate IM-9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-2-iodo-1-nitrobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Samsung Display Co., Ltd.; UNO, Takuya; (126 pag.)US2019/372019; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com