Tag: 300-400

Catalytic Atropenantioselective Heteroannulation between Isocyanoacetates and Alkynyl Ketones: Synthesis of Enantioenriched Axially Chiral 3-Arylpyrroles was written by Zheng, Sheng-Cai;Wang, Qian;Zhu, Jieping. And the article was included in Angewandte Chemie, International Edition in 2019.Application of 676267-05-3 The following contents are mentioned in the article:

In the presence of Ag₂O and a quinine- or quinidine-derived phosphine, arylethynyl aryl ketones such as I (R = Ph, 4-BrC₆H₄, 4-ClC₆H₄, 4-MeOC₆H₄, 4-MeC₆H₄, 4-t-BuC₆H₄, 3-MeOC₆H₄; R¹ = Me, Et, i-Pr, Ac) underwent enantioselective cycloaddition reactions with isocyanoacetates such as Et isocyanoacetate to yield (aryl)aroylpyrrolecarboxylates such as II (R = Ph, 4-BrC₆H₄, 4-ClC₆H₄, 4-MeOC₆H₄, 4-MeC₆H₄, 4-t-BuC₆H₄, 3-MeOC₆H₄; R¹ = Me, Et, i-Pr, Ac) in 46-98% yields and in 82-96% ee. This study involved multiple reactions and reactants, such as 2-Bromo-1-iodonaphthalene (cas: 676267-05-3Application of 676267-05-3).

2-Bromo-1-iodonaphthalene (cas: 676267-05-3) belongs to iodide derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Application of 676267-05-3

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

Asymmetric Synthesis of Nonracemic 2-Amino[6]helicenes and Their Self-Assembly into Langmuir Films was written by Karras, Manfred;Holec, Jan;Bednarova, Lucie;Pohl, Radek;Schmidt, Bernd;Stara, Irena G.;Stary, Ivo. And the article was included in Journal of Organic Chemistry in 2018.Application of 676267-05-3 The following contents are mentioned in the article:

Alternative ways of preparing nonracemic 2-amino[6]helicene derivatives were explored. The enantioselective [2 + 2 + 2] cycloisomerization of a nonchiral triyne under Ni(cod)₂/(R)-QUINAP catalysis delivered the enantioenriched (+)-(P)-2-aminodibenzo[6]helicene derivative in 67% ee. An ultimate “point-to-helical” chirality transfer was observed in the cyclization of enantiopure triynes mediated by Ni(CO)₂(PPh₃)₂ affording (-)-(M)- or (+)-(P)-7,8-bis(p-tolyl)hexahelicen-2-amine in >99% ee as well as its benzoderivative in >99% ee. The latter mode of stereocontrol was inefficient for a 2-aminobenzo[6]helicene congener with an embedded five-membered ring. The rac-, (-)-(M)-, and (+)-(P)-7,8-bis(p-tolyl)hexahelicen-2-amines formed Langmuir monolayers at the air-water interface featuring practically identical surface pressure vs mean mol. area isotherms. The corresponding Langmuir-Blodgett films on quartz or silicon substrates were characterized by UV-vis/ECD spectroscopy and AFM microscopy, resp. This study involved multiple reactions and reactants, such as 2-Bromo-1-iodonaphthalene (cas: 676267-05-3Application of 676267-05-3).

2-Bromo-1-iodonaphthalene (cas: 676267-05-3) belongs to iodide derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Application of 676267-05-3

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

From Synthetic Simplified Marine Metabolite Analogues to New Selective Allosteric Inhibitor of Aurora B Kinase was written by Juillet, Charlotte;Ermolenko, Ludmila;Boyarskaya, Dina;Baratte, Blandine;Josselin, Beatrice;Nedev, Hristo;Bach, Stephane;Iorga, Bogdan I.;Bignon, Jerome;Ruchaud, Sandrine;Al-Mourabit, Ali. And the article was included in Journal of Medicinal Chemistry in 2021.Application In Synthesis of 8-Bromo-3-iodoimidazo[1,2-a]pyridine The following contents are mentioned in the article:

Significant inhibition of Aurora B was achieved by the synthesis of simplified fragments of benzosceptrins and oroidin belonging to the marine pyrrole-2-aminoimidazoles metabolites isolated from sponges. Evaluation of kinase inhibition enabled the discovery of a synthetically accessible rigid acetylenic structural analog EL-228, whose structure could be optimized into the potent CJ2-150. Here we present the synthesis of new inhibitors of Aurora B kinase, which is an important target for cancer therapy through mitosis regulation. The biol. oriented synthesis yielded several nanomolar inhibitors. The optimized compound CJ2-150 showed a non-ATP competitive allosteric mode of action in a mixed-type inhibition for Aurora B kinase. Mol. docking identified a probable binding mode in the allosteric site “F” and highlighted the key interactions with the protein. We describe the improvement of the inhibitory potency and specificity of the novel scaffold as well as the characterization of the mechanism of action. This study involved multiple reactions and reactants, such as 8-Bromo-3-iodoimidazo[1,2-a]pyridine (cas: 1232038-69-5Application In Synthesis of 8-Bromo-3-iodoimidazo[1,2-a]pyridine).

8-Bromo-3-iodoimidazo[1,2-a]pyridine (cas: 1232038-69-5) belongs to iodide derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Application In Synthesis of 8-Bromo-3-iodoimidazo[1,2-a]pyridine

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

Synthesis and characterization of new polyimides derived from 4,4′-bis(p-aminophenoxy)triphenylamine and N,N-bis[4-(4′-aminophenoxy)phenyl]aminopyrene was written by Kurosawa, Tadanori;You, Nam-Ho;Higashihara, Tomoya;Ueda, Mitsuru. And the article was included in PMSE Preprints in 2009.Electric Literature of C12H8INO3 The following contents are mentioned in the article:

The synthesis and properties of new polyimides (PIs) derived from 4,4′-bis(p-aminophenoxy)triphenylamine (APT) and N,N-bis[4-(4′-aminophenoxy)phenyl]aminopyrene (APPA) for memory device application is reported. The starting monomers were prepared from 4-iodophenol and 4-fluoronitrobenzene via etherification (giving 4-(4′-nitrophenoxy)iodobenzene) followed by amination with aniline or aminopyrene and final reduction of terminal nitro-group. Polyimides were synthesized by polycondensation of each monomer with hexafluoroisopropylidene-2,2-bis(phthalic anhydride) in dimethylacetamide. All PIs had electron-rich arylamine moieties combining flexible phenyl-ether linkages which provide polymers electron-donating properties to reduce driving voltage in a memory device. The PIs exhibited high thermal properties such as 10% weight loss temperature >500° and glass transition temperatures >250°. The effects of structure on the thermal, optical, and electrochem. properties of the PIs are described in detail. This study involved multiple reactions and reactants, such as 1-Iodo-4-(4-nitrophenoxy)benzene (cas: 21969-05-1Electric Literature of C12H8INO3).

1-Iodo-4-(4-nitrophenoxy)benzene (cas: 21969-05-1) belongs to iodide derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Electric Literature of C12H8INO3

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

One-Pot C-H Arylation/Lactamization Cascade Reaction of Free Benzylamines was written by Chand-Thakuri, Pratibha;Landge, Vinod G.;Kapoor, Mohit;Young, Michael C.. And the article was included in Journal of Organic Chemistry in 2020.Electric Literature of C9H8ClIO2 The following contents are mentioned in the article:

An efficient method was developed for the synthesis of seven-membered biaryl lactams I [R¹ = H, 8-F, 9-OMe, etc.; R² = R³ = H, Me; R² = H, R³ = Me; R² = Me, R³ = Et, n-Pr, n-Bu, etc.; R⁴ = H, 2-Cl, 3-I, etc.] involving Pd-catalyzed, native amine-directed, ortho-arylation of benzylamines followed by in situ lactamization. This cascade sequence was enabled by the use of 2-iodobenzoates, which facilitated C-H arylation from the free amine under conditions that typically required an improved directing group approach. This reaction was characterized by a broad substrate scope with good functional group tolerance. The need for an ester vs. carboxylic acid-functionalized coupling partner was also explored, as the potential for synthesizing eight-membered biaryl lactams. Various applications were also investigated, including access to the aza-Brassinolide core. This study involved multiple reactions and reactants, such as Ethyl 4-chloro-2-iodobenzoate (cas: 1020174-06-4Electric Literature of C9H8ClIO2).

Ethyl 4-chloro-2-iodobenzoate (cas: 1020174-06-4) belongs to iodide derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Electric Literature of C9H8ClIO2

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

Palladium supported on zinc ferrite: an efficient catalyst for ligand free C-C and C-O cross coupling reactions was written by Singh, Abhilash S.;Shendage, Suresh S.;Nagarkar, Jayashree M.. And the article was included in Tetrahedron Letters in 2013.COA of Formula: C12H8INO3 The following contents are mentioned in the article:

An efficient superparamagnetic Pd-ZnFe₂O₄ solid catalyst has been synthesized by loading Pd(0) species on zinc ferrite nanoparticles. Sonogashira cross couplings between terminal alkynes and aryl halides were achieved in the absence of any Cu co-catalyst. A Heck-Matsuda coupling reaction of structurally different aryldiazonium tetrafluoroborate substrates was preceded at 40 °C in water. Cyanation of aryl halides was successfully done using K₄[Fe(CN)₆] as the cyanide source over Pd-ZnFe₂O₄. The catalyst was also employed for Ullmann type cross coupling reactions. Excellent yield of the products, reusability, and uncomplicated work-up make this catalyst efficient for C-C and C-O coupling reactions. Good yield of products, easy separation, and negligible leaching of Pd from the catalyst surface confirm the true heterogeneity in these catalytic reactions. This study involved multiple reactions and reactants, such as 1-Iodo-4-(4-nitrophenoxy)benzene (cas: 21969-05-1COA of Formula: C12H8INO3).

1-Iodo-4-(4-nitrophenoxy)benzene (cas: 21969-05-1) belongs to iodide derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.COA of Formula: C12H8INO3

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

Critical Ligand and Salt Effects in Organomagnesiate-Promoted 3,3-Disubstituted Phthalides Synthesis from 2-Iodobenzoate Derivatives was written by Touchet, Sabrina;Yeardley, Callum;O’Hara, Charles T.;Gros, Philippe C.. And the article was included in European Journal of Organic Chemistry in 2021.Formula: C9H8ClIO2 The following contents are mentioned in the article:

A convergent route using a metal halogen exchange (MHE) strategy was reported. Indeed MHE of easily available 2-iodobenzoate derivatives, using the bimetallic organomagnesiate complex (rac)-(BIPHEN)BuMgLi, where (rac)-BIPHEN is (rac)-5,5′,6,6′-tetramethyl-3,3′-di-t-butyl-1,1′-biphenyl-2,2′-diol, followed by addition of a ketone which led to an intramol. cyclization and the formation of a series of diverse 3,3-disubstituted isobenzofuranones in good yield. Among the several MHE agents investigated, (rac)-(BIPHEN)BuMgLi was the only one to make such a process possible with full tolerance of various reactive functional substituents useful for subsequent transformations. The synthetic pathway to access the magnesiate was found to play a prominent role in its reactivity. Therefore, the bimetallic magnesiate complex was characterized by solution-state ¹H, ⁷Li and ¹H DOSY NMR experiments This study involved multiple reactions and reactants, such as Ethyl 4-chloro-2-iodobenzoate (cas: 1020174-06-4Formula: C9H8ClIO2).

Ethyl 4-chloro-2-iodobenzoate (cas: 1020174-06-4) belongs to iodide derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Formula: C9H8ClIO2

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

Oxidations with phenyliodoso acetate. VI. Oxidation of phenols containing electron-attracting substituents was written by Fox, A. R.;Pausacker, K. H.. And the article was included in Journal of the Chemical Society in 1957.Quality Control of 1-Iodo-4-(4-nitrophenoxy)benzene The following contents are mentioned in the article:

Some p-alkoxycarbonyl- or p-nitrophenols were oxidized with PhI(OAc)₂ (I) in C₆H₆ solution; 4-alkoxycarbonyl- or 4-nitro-2-iododiphenyl ethers were formed. In AcOH p-O₂NC₆H₄OH (II) gave a compound believed to be 2-hydroxy-5-nitrodiphenyliodonium acetate (III). III could readily be rearranged to 2-iodo-4-nitrodiphenyl ether (IV). II (5.4 g.) and 9.7 g. I in 300 ml. dry thiophene-free C₆H₆ set aside 48 hrs. at room temperature gave 2 g. brown amorphous precipitate; the filtrate chromatographed on silica gave 0.8 g. of a first band (compound A), needles, m. 61° (from MeOH), m.p. undepressed with authentic IV. The 2nd band yielded 0.6 g. compound B, yellow plates, m. 120° (from alc.); monoacetyl derivative, brown prisms, m. 126°; monomethyl ether, needles, m. 128° (from alc.). When only compound A was required, Al₂O₃ was used as an adsorbent, since compound B was strongly absorbed. With m-chlorophenyliodoso acetate (V) as oxidizing agent the products were (a) 2 g. C₆H₆-insoluble material, (b) 1 g. 3′(?)-chloro-2-iodo-4-nitrodiphenyl ether, needles, m. 64° (from MeOH), and 0.4 g. compound B. H₂O₂ (12 ml., 38%) and 53 ml. Ac₂O stirred 4 hrs. at 40° and 10 g. m-ClC₆H₄I added gave 15 g. V, m. 154°. 2-Chloro-5-nitroacetanilide (3.5 g.) and 0.1 g. Cu added to a mixture of 5.3 g. PhOH and 3.6 g. KOH which had previously been heated to 140°, after 0.5 hr. heating at 150-60° the mixture poured into a solution of 5 g. NaOH in 50 ml. ice H₂O, and the product isolated gave 2.5 g. 2-acetamido-4-nitrodiphenyl ether (VI), needles, m. 123°. Refluxing 2.2 g. VI with 20 ml. 20% HCl and basifying gave 2-amino-4-nitrodiphenyl ether (VII), m. 106°. VII diazotized and treated with KI gave 60% IV, identical with compound A. Compound A (0.58 g.) hydrogenated with 5 ml. Raney Ni and 0.3 g. KOH in 25 ml. alc. gave 20% 4-aminodiphenyl ether, m. 81°. o-IC₆H₄OH (1.8 g.) heated 0.5 hr. at 160° with p-FC₆H₄NO₂ and 0.5 g. KOH gave 2-iodo-4′-nitrodiphenyl ether, m. 104°. Similarly prepared were 3-iodo-4′-nitrodiphenyl ether, yellow needles, m. 84° (from MeOH), and 4-iodo-4′-nitrodiphenyl ether, m. 64°. The latter liquefied on mixing. with compound A. Compound B (1.15 g.) hydrogenated in alc. with 5 g. Raney Ni and the crude amine (0.88 g.) diazotized in concentrated HCl, treated 48 hrs. at 2° with a 20-molar excess of 50% hypophosphorous acid, the mixture extracted with Et₂O, and washed, gave m-methoxydiphenyl ether, b₃ 145°, which could not be crystallized o-Methoxydiphenyl ether m. 77°. m-MeOC₆H₄OH and p-ClC₆H₄NO₂ gave 3-methoxy-4′-nitrodiphenyl ether, plates, m. 88° (from alc.). 3,4-Dinitrophenol (VIIa) (4.6 g.), 8.1 g. I, and 400 mg. C₆H₆ refluxed 9.25 hrs. and the solution chromatographed on Al₂O₃ gave 0.71 g. 2(?)-iodo-4,5-dinitrodiphenyl ether (VIIb), yellow crystals, m. 115° (from cyclohexane). The oxidation of 3.8 g. Me p-hydroxybenzoate with 1 and 2 moles I in C₆H₆ at room temperature gave 1.9 g. and 3.1 g., resp., 2(?)-iodo-4-methoxycarbonyldiphenyl ether (VIII), m. 63° (from MeOH). Similarly, the oxidation of Et p-hydroxybenzoate (4.2 g.) gave 1.6 g. and 3.1 g., resp. of 4-ethoxy-2(?)-iododiphenyl ether (IX), b_1.3 215°. When IX or VIII was hydrolyzed with aqueous alc. NaOH, 70% 4-carboxy-2(?)-iododiphenyl ether (X) was obtained as needles, m. 160° (from MeOH). 2,6-Dichloro-4-nitrophenol (8.8 g.) and 16.1 g. I in 1 l. C₆H₆ kept 50 days at 45° and the solution chromatographed on Al₂O₃, gave a red band of 3.55 g. 2,6-dichloro-1,4-benzoquinone, orange needles, m. 123° (from ligroine). II (4.4 g.) and 12 g. I in 50 ml. AcOH set aside 36 hrs. gave 10 g. crude product; the residue refluxed 2 hrs. in C₆H₆, and chromatographed on Al₂O₃ yielded 0.6 g. compound A. The combined precipitates (compound C) washed with Et₂O, m. 156°. When compound C was heated several hrs. at 164° it gave 95% compound A. Similarly, when 0.55 g. compound C refluxed 2 hrs. with alc., AcOH, or C₆H₆ was converted to compound A in yields of 83, 87, and 92%, resp. Compound C (1.8 g.) refluxed 2 hrs. with 50 ml. 2N NaOH gave 0.5 g. compound A and 0.7 g. intractable brown tar. Compound C (5 g.) refluxed 0.5 hr. with 60 ml. 10% HCl gave 4.7 g. product, m. 210°. Compound C suspended in dioxane and left 10 days with excess Et₂O and CH₂N₂ gave 88% compound A. 3-Methoxy-4-nitrophenol (0.56 g.) oxidized with 1.12 g. I in 50 ml. AcOH gave 0.93 g. 2(?)-iodo-5-methoxy-4-nitrodiphenyl ether, needles, m. 103° (from MeOH). p-Ethoxycarbonylphenol (1 g.) similarly oxidized 13 hrs. gave 4-ethoxycarbonyl-2(?)-iododiphenyl ether, which on hydrolysis gave X. VIIa (2 g.), 3.64 g. I, and 50 ml. AcOH heated 5 hrs. at 78° gave 3.41 g. VIIb. Solutions of 1.3 g. II and 2.4 g. I in C₆H₆ saturated with 100 ml. and 150 ml. C₆H₆, resp., set aside 15 hrs. and the product chromatographed gave 0.4 g. compound A. Finely powdered I (40 g.) stirred 0.5 hr. in 100 g. BzOH and 800 ml. Et₂O until solution was effected, the solution stirred a further 2 hrs., and the solids collected gave 51 g. PhI(OBz)₂, m. 161°. The mechanisms of the above reactions were discussed. This study involved multiple reactions and reactants, such as 1-Iodo-4-(4-nitrophenoxy)benzene (cas: 21969-05-1Quality Control of 1-Iodo-4-(4-nitrophenoxy)benzene).

1-Iodo-4-(4-nitrophenoxy)benzene (cas: 21969-05-1) belongs to iodide derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Quality Control of 1-Iodo-4-(4-nitrophenoxy)benzene

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

Iodo derivatives of diphenyl ether. I. The mono- and certain diiodo derivatives of diphenyl ether and of 2- and 4-carboxydiphenyl ethers was written by Brewster, R. Q.;Strain, Franklin. And the article was included in Journal of the American Chemical Society in 1934.Electric Literature of C12H8INO3 The following contents are mentioned in the article:

Most of the following compounds were prepared by standard methods. 2-IC₆H₄OPh, m. 56°; 3-I isomer, b₃ 155°, b₂₀ 194-6°, d²⁵ 1.616, n²⁵ 1.643; 4-I isomer, m. 47°; 2-iodo-4′-nitro derivative, m. 104°; 4-I isomer, m. 70°; 2-iodo-4′-amino derivative, m. 69° (Ac derivative, m. 150°); 2-IC₆H₄OC₆H₄I-4, m. 48°; 2-nitro-4′-iododiphenyl ether, m. 86° (constitution proved for 1st time); 3,4′-dinitrodiphenyl ether, m. 123°; 3,4′-diamino derivative, m. 72° (di-Ac derivative, m. 192°); 3,4′-diiododiphenyl ether, b₃ 200°, d²⁵ 2.051, n²⁵ 1.696; 4-phenoxyphenylurethane, m. 63°; 4-iodophenoxy derivative, m. 126°; 4-(4-iodophenoxy)-phenylurea, m. 201°; (4-IC₆H₄)₂O, m. 139°; 2-amino-4-nitrodiphenyl ether, m. 107°; 2-I derivative, m. 61°; 2-iodo-4-amino derivative, b₃ 203°, d²⁵ 1.667, n²⁵ 1.677 (Ac derivative, m. 120°); 2,4-diiododiphenyl ether, b₃ 198°, d²⁵ 2.056, n²⁵ 1.700; 3-nitro-4-aminodiphenyl ether, m. 82°; 3,4-diamino derivative, m. 69° (di-Ac derivative, m. 188°); 3-nitro-4-iodo derivative, b₃ 195°, d²⁵ 1.722, n²⁵ 1.657; 3-amino derivative, b₃ 188°, d²⁵ 1.664, n²⁵ 1.676 (Ac derivative, m. 144°); 3,4-di-I derivative, b₃ 208°, d²⁵ 2.055, n_D²⁵ 1.700; o-ClC₆H₄CO₂H, PhOH, NaOH and a little Cu, heated at 190° for 15 min. give 2-PhOC₆H₄CO₂H; p-ClC₆H₄NO₂ and o-KOC₆H₄CHO, heated 6 h. at 190-200°, give 2-(4-nitrophenoxy)benzaldehyde, m. 112°; oxidation of the aldehyde or nitration of 2-PhOC₆H₄CO₂H gives the corresponding acid, m. 157°; 4-amino derivative, m. 180° (Ac derivative, m. 185°); 4-I derivative, m. 143°; heating the latter with concentrated H₂SO₄ at 100° for 10 min. gives 2-iodoxanthone, m. 156°. 2-Phenoxy-5-aminobenzoic acid, m. 164° (Ac derivative, m. 165°); 5-I derivative, m. 148°. 2-(2-Nitrophenoxy)benzaldehyde, m. 77°; the acid m. 153°; 4-nitroxanthone, m. 190°; 2-(2-aminophenoxy)benzoic acid, m. 153° (Ac derivative, m. 179°); the lactam m. 211°. 2-(2-Iodophenoxy)benzoic acid, m. 133°; the 4-(4-iodophenoxy) derivative m. 217°; 2-(4-iodophenoxy)-5-nitrobenzoic acid, m. 178°; the 5-amino derivative m. 185°; 2-(4-nitrophenoxy)-5-nitrobenzoic acid, the α-form m. 158° and the β-form. m. 170-1°; the α-form is converted into the β-form above its m. p.; 2-(4-iodophenoxy)-5-iodobenzoic acid, m. 176°. These compounds, with the possible exception of the iodocarboxy compounds, do not possess any marked physiol. activity. This study involved multiple reactions and reactants, such as 1-Iodo-4-(4-nitrophenoxy)benzene (cas: 21969-05-1Electric Literature of C12H8INO3).

1-Iodo-4-(4-nitrophenoxy)benzene (cas: 21969-05-1) belongs to iodide derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Electric Literature of C12H8INO3

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

Preparation of some halonaphthylamines, dihalonaphthalenes, 2-bromo-1-naphthol and related derivatives was written by Hodgson, Herbert H.;Hathway, David E.. And the article was included in Journal of the Chemical Society in 1944.Safety of 2-Bromo-1-iodonaphthalene The following contents are mentioned in the article:

The halonitro compound (5 g.) was refluxed with 10 g. Fe dust and 100 cc. H₂O containing FeSO₄ or Fe(NH₄)₂(SO₄)₂ for 1.5 h. and the mixture steamdistd. or extracted with a solvent. 2-Chlorobenzo-1′-naphthalide (Schotten-Bauman reaction in Me₂CO), m. 158°. 2-Bromo-1-naphthylamine (4.1 g.), m. 65° (Bz derivative, m. 179°; Ac derivative, m. 198°). 2-Iodo-1-naphthylamine, very pale straw, m. 85°; volatility in steam, 0.8 g./l.; HCl salt, needles; Ac derivative, m. about 230°, decomposes on attempted recrystallization; Bz derivative, m. 212°. 3,1-O₂NC₁₀H₆NH₂ (I) and o-C₆H₄(CO)₂O in tetralin, refluxed 2 h., give the 1-phthalimido compound, m. above 300°; 1-succinimido compound, m. above 300°. I (1.5 g.) and 4 g. p-MeC₆H₄SO₂Cl, heated with 30 cc. H₂O and 7 cc. Me₂CO on the water bath for 2 h. (with addition of Na₂CO₃ to keep the mixture alk.) and the product extracted with 4% aqueous NaOH at 100° for 30 min., give 2.5 g. of the N, N-bis(p-tolylsulfonyl) derivative, pale buff, m. 257°. The Ac derivative of I, refluxed 4 h. with AcCl and Ac₂O, gives the N,N-di-Ac derivative, m. 145°; the N,N-di-Bz derivative, yellow, m. 205°. The diazonium sulfate from I and alk. 2-C₁₀H₇OH give (3-nitro-1-naphthylazo)-2-naphthol, maroon, m. 215°; concentrated H₂SO₄ gives a deep purple color, changing to scarlet on dilution 4-Chlorobenzo-2′-naphthalide, m. 135°; Br analog, buff, m. 142°. 2,1-BrC₁₀H₆NH₂, through the diazo reaction, gives 2-bromo-1-iodonaphthalene, pale flesh-colored, m. 65°; addition of the diazo solution to boiling 50% aqueous H₂SO₄ gives 2-bromo-1-naphthol, m. 45°. 4-Phenylazo-2-bromo-1-naphthol, red, m. 150°; the purple solution in concentrated H₂SO₄ turns scarlet on dilution 1-Chloro-3-bromonaphthalene, m. 60°; 3-iodo analog, m. 58°; 3-chloro-1-bromonaphthalene, m. 56°; 1-bromo-3-iodonaphthalene, m. 65°; 1,3-diiodonaphthalene, m. 76°. This study involved multiple reactions and reactants, such as 2-Bromo-1-iodonaphthalene (cas: 676267-05-3Safety of 2-Bromo-1-iodonaphthalene).

2-Bromo-1-iodonaphthalene (cas: 676267-05-3) belongs to iodide derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Safety of 2-Bromo-1-iodonaphthalene

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