Category: 6443-90-9

Mostad, Asbj published the artcilePyridine-iodomonochloride. Charge transfer complex studied by ESCA [electron spectroscopy for chemical analysis], COA of Formula: C5H5ClIN, the publication is Chemical Physics Letters (1973), 23(2), 157-9, database is CAplus.

The charge transfer complex pyridine-ICl and its dissociation components were studied at equilibrium in the gas phase by means of ESCA. At. core energy shifts in the complex relative to its components are: N 1s: +0.9 eV, I 3d: -0.8 eV, Cl 2p: <0.3 eV. If the potential model is used, these shifts suggest a transfer of 0.1 electrons from the N to the I atom in the complex.

Chemical Physics Letters published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, COA of Formula: C5H5ClIN.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Bukshpan, S. published the artcileMoessbauer effect results for iodine, iodine, monobromide, and iodine monochloride in different chemical states, Safety of Pyridine Iodochloride complex, the publication is Journal of Chemical Physics (1975), 62(7), 2916-17, database is CAplus.

Anal. of the literature 129I Moessbauer effect data for I2, IBr, and ICl mols. as isolated mols. in inert gas matrixes, as solids, and in pyridine complexes gave evidence of the electronic structure in the compounds. The matrix isolated mols. have the electronic structure of the gas phase mols. The pyridine complexes have linear py+.X-I+ form with 0.13 electrons transferred from the py to the X-I+ mol. The py.I2 mol. has 2 different states assigned to I+ and I-.

Journal of Chemical Physics published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, Safety of Pyridine Iodochloride complex.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Yarwood, J. published the artcileFar-infrared intensity studies of complexes of some pyridine bases with iodine monochloride, Safety of Pyridine Iodochloride complex, the publication is Journal of the American Chemical Society (1968), 90(15), 3930-9, database is CAplus.

Studies are reported of the far-ir spectra of complexes of ICl with pyridine, 3-picoline, and 2,6-lutidine. The frequencies and the intensities are given for both the I-Cl stretching vibration (�90 cm.-1) and the N-I stretching vibration (115-140 cm.-1) measured for complexes dissolved in benzene. The measurements were made with a Beckman IR-11 far-ir spectrometer, with polyethylene cells. Exptl. techniques for intensity measurements in this region of the spectrum are discussed. Attempts to obtain normal coordinates are described. Some interpretation is given of these results in terms of the theory presented by Friedrich and Person. 27 references.

Journal of the American Chemical Society published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C28H29NO4, Safety of Pyridine Iodochloride complex.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Popov, Alexander I. published the artcileStudies on the chemistry of halogens and polyhalides. X. The reactions of iodine monochloride with pyridine and 2,2′-bipyridine, Application of Pyridine Iodochloride complex, the publication is Journal of the American Chemical Society (1957), 570-2, database is CAplus.

cf. C.A. 51, 4191i. The preparation and isolation of addition compounds of pyridine and of 2,2′-bipyridine (bp) and ICl and with HICl₂ is described. Absorption spectra of these compounds in acetonitrile solutions were determined Complexes of both 2,2′-bipyridine and the pyridine with ICl dissociate according to bpI.2ICl â‡?bpI⁺ + ICl₂^– and 2pyICl â‡?py₂I⁺ + ICl₂^–. 15 references.

Journal of the American Chemical Society published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, Application of Pyridine Iodochloride complex.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Niki, Aya published the artcileConstruction of acyclic all-carbon quaternary stereocenter based on asymmetric Michael addition of chiral amine, Name: Pyridine Iodochloride complex, the publication is Chemical & Pharmaceutical Bulletin (2021), 69(9), 926-930, database is CAplus.

Acyclic asym. quaternary stereocenters, which are composed of four carbon-carbon bonds, were finely constructed by utilizing a face-selective alkylation of enolate intermediates derived from an asym. Michael addition reaction of a chiral lithium amide with trisubstituted (E)-α,β-unsaturated esters. The present face-selective alkylation was able to employ diverse alkyl halides as an electrophile to afford various Michael adducts having an all-carbon quaternary stereocenter. With regard to the deprotection of the chiral auxiliary, N-iodosuccinimide used in our previous study did not work in the present cases; however, the pyridine iodine monochloride in the presence of H₂O was found effective to remove the bornyl group and the benzyl group on the amino group to provide the β-amino ester derivative

Chemical & Pharmaceutical Bulletin published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, Name: Pyridine Iodochloride complex.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Suryawanshi, S. N. published the artcileFacile ω-bromination(iodination) of longifolene with bromine-pyridine(iodine) monochloride-pyridine complex, Related Products of iodides-buliding-blocks, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (1979), 17B(3), 304-5, database is CAplus.

Bromination of longifolene (I, R = H) with pyridine perbromide at 0-5° gave 98% pure I (R = Br), whereas iodination of longifolene with ICl-pyridine complex in AcOH gave 90% I (R = I). However, halogenation of camphene with Br₂ or ICl or their complexes with pyridine was non-specific and gave a mixture of products.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C4H10Br2CoO2, Related Products of iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Fialkov, Ya. A. published the artcilePhysicochemical investigation of the system iodine chloride-pyridine, Safety of Pyridine Iodochloride complex, the publication is Zhurnal Obshchei Khimii (1948), 1205-14, database is CAplus.

The elec. conductivity-concentration curves at both 35 and 50° showed maximum at about 8 mol.% pyridine. At 35° they rose from 4.82 × 10^-3 ohm^-1 for pure ICl to a maximum of 21.39 × 10^-3, and then dropped to 3.37 × 10^-3 ohm^-1 at 34.65 mol.% pyridine. Thermal analysis revealed 2 compounds in the system, having formulas C₅H₅N.ICl and C₅H₅N.2ICl and m.ps. of 128.50 and 35.10°, resp. There are 3 eutectics with concentrations (in mol.% pyridine) and temperatures, resp., of 20.73, -6.30°; 35.11, 23.60°; and 98.90, -50.20°. Electrolysis studies indicated that the following reactions occur: C₅H₅N + ICl = (C₅H₅-N.I)⁺ + Cl^–. During electrolysis the reactions at the electrodes are: 2 (C₅H₅N.I)⁺ + 2e = 2C₅H₅N + I₂, and 2Cl^– = Cl₂ + 2e.

Zhurnal Obshchei Khimii published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, Safety of Pyridine Iodochloride complex.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Larsen, A. A. published the artcileIodinated 3,5-diaminobenzoic acid derivatives, Recommanded Product: Pyridine Iodochloride complex, the publication is Journal of the American Chemical Society (1956), 3210-16, database is CAplus.

ICl (55 cc.) added to 120 g. KCl in 350 cc. H₂O and adjusted to 500 cc. gave a 2N KICl₂ solution (I). KIO₃ (71 g.), 40 g. KCl, and 5 cc. concentrated HCl in 80 cc. H₂O treated with stirring with 111 g. KI in 100 cc. H₂O and simultaneously with 170 cc. concentrated HCl, and the mixture adjusted to 500 cc. gave a 2N I. I (250 cc.) added with stirring to 45 cc. pyridine in 1 l. H₂O, the mixture adjusted to pH 5 with pyridine, and the crude precipitate air-dried (117 g.) and recrystallized from 700 cc. C₆H₆ gave 87 g. pyridine-ICl (II), light yellow solid, m. 135-6°. 3,5-(O₂N)₂C₆H₃CO₂H (212 g.) in 1.4 l. H₂O and 210 cc. concentrated NH₄OH heated with stirring to 70°, the mixture treated with a stream of H at such a rate as to keep the temperature at 75-80°, diluted with 800 cc. H₂O and 300 cc. concentrated HCl, cooled, and filtered, the filtrate adjusted to pH 3 with solid Na₂CO₃, and the orange precipitate recrystallized from 3.5 l. H₂O gave 160 g. 3,5-H₂N(O₂N)C₆H₃CO₂H (III), m. 211-13°. Na salt (78 g.) of III in 750 cc. H₂O treated at 40° with stirring with 43 cc. Ac₂O gave 80 g. N-Ac derivative of III, m. 291-5° (all m.ps. are corrected). Similarly were prepared: N-PrCO derivative, m. 243-5°, 76% yield; N-EtCO derivative (IV), m. 242-3°, 75%. III (91 g.) in 1.25 l. PhMe dried azeotropically, treated with 65 cc. iso-BuCOCl, refluxed 1.5 hrs., cooled, and filtered yielded 110 g. N-iso-Bu CO derivative of III, m. 223-4° (from EtOH). In the same manner were prepared the following N-acyl derivatives of III (acyl group, m.p. corrected, and % yield given): BuCO (V), 206-8°, 84; AmCO, 284-6°, 50; iso-AmCO, 206-7°, 82; C₆H₁₃CO, 170-1°, 62. III (100 g.) and 110 g. 70% HOCH₂CO₂H heated to 150°, the clear melt poured onto 3 l. crushed ice, and the precipitate reprecipitated from dilute aqueous NaOH with dilute HCl yielded 63 g. N-HOCH₂CO derivative of III, m. 231-3°. IV (98 g.) in 750 cc. H₂O dissolved at room temperature with NH₄OH, the solution hydrogenated 2 hrs. at room temperature and 500 lb. over Raney Ni and filtered, and the filtrate acidified with AcOH gave 63 g. 3,5-EtCONH(H₂N)C₆H₃CO₂H, m. 206-8°. Similarly were prepared the following 3-acylamino-5-aminobenzoic acids (VI) (acylamino group, m.p. corrected, and % yield given): PrCO, 237-8°, 75; HOCH₂CO, 204-7°, 85°. V (112 g.) in 750 cc. H₂O and 77 cc. N₂H₄.H₂O treated with 12 g. Raney Ni in 6 portions, and the mixture heated on the steam bath until foaming stopped and worked up yielded 86 g. 3,5-H₂N(BuCONH)C₆H₃CO₂H, m. 230-1° (from EtOH). Similarly were prepared the following VI (acyl group, m.p. corrected, and % yield given): Ac (VII), 222-4°, 97; iso-BuCO, 242-4°, 67; AmCO, 203-4°, 80; iso-AmCO, 224-5°, 61; C₆H₁₃CO, 183-5°, 65. VII (38.8 g.) in 1 l. H₂O and 16 cc. concentrated HCl treated dropwise during 20 min. with 210 cc. I, the mixture stirred 3 hrs., the gray solid (86 g.) filtered off, washed with H₂O, dissolved in 1 l. H₂O with NH₄OH, treated with 5 g. NaHSO₃, and acidified with 6N HCl, and the precipitate dissolved in dilute NH₄OH, charcoaled, and reprecipitated yielded 57 g. 3,5,2,6-AcNH(H₂N)I₂C₆HCO₂H (VIII), m. 215-17° (decomposition); LD₅₀ intravenous in mice 9.5 ± 0.5 g./kg. (these values are given throughout the further abstract in parentheses). In the same manner were prepared the following 3-acylamino analogs of VIII (acyl group, m.p. corrected, and % yield given): EtCO, 210-12°, 41 (10.0); PrCO (IX), 204-5°, 40 (6.94), HOCH₂CO (X), 225-7°, 40 (7.35). VIII (100 g.), 900 cc. Ac₂O, and 2 cc. concentrated H₂SO₄ heated 3 hrs. on the steam bath, the solution poured onto 3 kg. ice, allowed to stand some time, and filtered, and the residue air-dried (102 g.) and reprecipitated with acid from dilute aqueous NaOH gave 85 g. 3,5,2,6-(AcNH)₂I₂C₆HCO₂H (XI), which recrystallized from 1.5 l. EtOH and reprecipitated from the NH₄ salt gave pure XI, white solid, m. 266-8° (decomposition) (9.80 ± 0.8). Similarly were prepared the following compounds (same data given): 3,5,2,6-EtCONH(AcNH)I₂C₆HCO₂H (XII), 241-2° (from HCONMe₂), 33 (12.66); 3-AcOCH₂CONH analog of XII, 238-9° (from AcOH), 50 (8.5). VIII (33 g.), 145 cc. (PrCO)₂O, and 10 drops concentrated H₂SO₄ heated 2.5 hrs. on the steam bath, cooled, and filtered, and the residue washed with pentane and purified in the usual manner gave 16 g. 3-PrCONH analog (XIII) of XII, m. 220-1° (decomposition) (from Me₂CO) (13.00). 3,5,2,6-AcNH(AcOCH₂CONH)I₂C₆HCO₂H (23 g.) in H₂O treated gradually with 84 cc. N aqueous NaOH, filtered, and acidified gave 13 g. 3,5,2,6-HOCH₂CONH(AcNH)I₂C₆HCO₂H, white solid, m. 223-5° (decomposition) (from EtOH) (>3.6). VII (97 g.) in 2.5 l. H₂O treated with stirring during 0.5 hr. with 550 cc. I, the mixture stirred 3 hrs. at room temperature, neutralized with 155 cc. 35% aqueous NaOH, treated during 0.5 hr. with an addnl. 250 cc. I, and filtered, the residue washed with H₂O, air-dried, heated to 90° with 400 cc. saturated aqueous NH₄Cl, made ammoniacal, filtered, and cooled, the precipitated NH₄ salt dried, dissolved in 3 l. hot H₂O, and charcoaled, and the product precipitated with concentrated HCl gave 220 g. 4-iodo derivative (XIV) of VIII, white solid, m. 258-9° (decomposition) (from EtOH) (7.20 ± 0.66). Similarly were prepared the 4-iodo derivatives (m.p. and % yield given) of the following compounds: BuCONH analog of IX, 236-7° (from aqueous EtOH), 50 (5.66); X, 263-4° (from aqueous EtOH), 71 (4.32). XIV (28.6 g.) and 70 cc. iso-PrCOCl heated 4 hrs. on the steam bath, cooled, and filtered, and the residue purified in the usual manner gave 27 g. 3,5,2,4,6-AcNH(iso-PrCONH)I₃C₆CO₂H (XV), m. above 300° (from dilute EtOH) (6.87). Similarly were prepared the following 5-acylamino analogs of XV (acyl group, m.p. corrected, and % yield given): BuCO, 290-3°, 47 (6.20 ± 0.40); iso-BuCO, above 290°, 40 (3.12); AmCO, 276-8°, 60 (3.20 ± 0.16); iso-AmCO, 291-2°, 45 (2.38); C₆H₁₃CO, 294-5°, 79 (1.32 ± 0.84); C₇H₁₅CO, 278-9°, 60 (0.48 ± 0.03) (all recrystallized from aqueous EtOH). 3,5-(O₂N)₂C₆H₃CO₂H (212 g.) in 1.4 l. H₂O and 168 cc. concentrated HCl hydrogenated 0.5 hr. over 30 g. 10% Pd-C at 1500 lb. initial pressure and filtered, the filtrate diluted to 12 l. with H₂O, the solution treated with 1.6 l. I, the mixture stirred 0.5 hr. and filtered, and the residue washed and air-dried gave 475 g. crude product; 53 g. crude product and 100 cc. saturated aqueous NH₄Cl heated on the steam bath, treated with NH₄OH, and filtered, the filtrate cooled to 0°, the crystalline deposit dissolved in H₂O and treated 2 hrs. in the cold with C, and the product precipitated with AcOH yielded 42 g. 3,5,2,4,6-(H₂N)₂I₃C₆CO₂H (XVI), dull white solid, m. 154-8° (decomposition) (1.31 ± 0.13). HCO₂H (98%) (610 cc.) added as rapidly as possible below 15° with stirring to 400 cc. cold Ac₂O, the mixture treated with 53 g. XVI, warmed slowly to 50°, kept 1 hr. at 50-5°, diluted with 250 cc. H₂O, and allowed to stand overnight, the gray solid deposit washed with warm H₂O, air-dried (47 g.), suspended in 400 cc. 70% iso-PrOH and dissolved at the boiling point with 5% aqueous NaOH, the solution decolorized with C and cooled, and the resulting Na salt (34 g.) dissolved in H₂O and acidified with dilute HCl yielded 28 g. 3,5,2,4,6-(HCONH)₂I₃C₆CO₂H (XVII), m. above 300° (7.40 ± 0.44). Similarly was prepared the 3-AcNH analog of XVII, m. 261-2° (from dilute EtOH), 40% (10.8 ± 0.46). XVI (145 g.) in 750 cc. Ac₂O dissolved at 70-5°, cooled to 45-50°, treated with 10 drops concentrated H₂SO₄, heated 15 min. on the steam bath, and cooled, and the resulting crude product (137 g.) purified in the usual manner through the NH₄ salt gave 130 g. di-Ac derivative (XVIII) of XVI, white solid, m. above 300° (from 50% aqueous HCONMe₂) (13.40 ± 0.86). Similarly were prepared the following diacyl derivatives of XVI (acyl group or groups, m.p. corrected, and % yield given): EtCO, Ac, above 300°, 77 (10.0 ± 0.57); PrCO, Ac, above 300, 65 (8.70 ± 0.44); HOCH₂CO, Ac, 249-51° (from H₂O), 50 (8.50 ± 0.70); AcOCH₂CO, Ac, 284-9° (from AcOH), 55 (8.50 ± 0.74); EtCO, above 300° (from aqueous HCONMe₂), 59 (11.80 ± 0.54); PrCO, above 300° (from EtOH), 33, 7.20 ± 0.58; BuCO, above 300° (from aqueous MeOH), 33 (2.65 ± 0.18); iso-BuCO, above 300° (from aqueous MeOH), 45 (3.57); AmCO, above 300° (from aqueous MeOH), 35 (0.60 ± 0.06). 3,6-H₂N(O₂N)C₆H₃CO₂H (24 g.) and 70 g. II in 1 l. H₂O stirred 6 hrs. at room temperature, 6 hrs. on the steam bath, cooled, treated with excess NH₄OH, and filtered, the filtrate heated on the steam bath, acidified with dilute HCl, and filtered, the precipitate washed and air-dried (45.3 g.) and heated 0.5 hr. on the steam bath with 125 cc. Ac₂O and 10 drops concentrated H₂SO₄, the mixture treated cautiously with hot H₂O, and the solution kept at room temperature overnight gave 43.6 g. 3,6,2,4-AcNH(O₂N)I₂C₆HCO₂H (XIX), m. 266-7° (decomposition). XIX (9 g.) in 50 cc. H₂O and 8 cc. concentrated NH₄OH treated with 15 g. Na₂S₂O₄ at 15-20°, the solution heated 10 min. on the steam bath, cooled, adjusted with NH₄OH to pH 8-9, treated with Filer-Cel, and filtered, and the filtrate acidified with concentrated HCl, heated on the steam bath, and cooled, and the precipitate reprecipitated from the NH₄ salt gave 5.2 g. 6-NH₂ analog (XX) of XIX, m. 239-40° (decomposition). XX (30 g.) in 100 cc. H₂O and 50 cc. concentrated H₂SO₄ treated during 1.25 hrs. with stirring and cooling with 5 g. NaNO₂ in 20 cc. H₂O, the mixture stirred 1 hr., treated with H₂NSO₃H and then with 100 cc. cold 50% H₃PO₂, and stirred 10 hrs. at 0°, and the brown precipitate reprecipitated from NH₄OH gave 13.5 g. 3,2,4-AcNH(I₂)C₆H₂CO₂H (XXI), off-white, solid, m. 244-50° (decomposition), which reprecipitated from NH₄OH and recrystallized from iso-PrOH yielded 2.5 g. pure XXI, white solid, m. 264° (decomposition). VIII (44 g.) in 25 cc. concentrated HCl and 200 cc. H₂O treated during 0.5 hr. with stirring with 7 g. NaNO₂ in 20 cc. H₂O, the mixture stirred 1.5 hrs., treated with H₂NSO₃H and then with 100 cc. 50% H₃PO₂, and stirred 8 hrs. at 0°, and the resulting brown product charcoaled and reprecipitated from NH₄OH yielded 27 g. crude material which recrystallized from AcOH and reprecipitated twice from NH₄OH gave 10.5 g. 3,2,6-AcNH(I₂)C₆H₂CO₂H, m. 256° (decomposition).

Journal of the American Chemical Society published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, Recommanded Product: Pyridine Iodochloride complex.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Khansole, Sandeep V. published the artcilePyridinium iodochloride, an efficient reagent for iodination of hydroxylated aromatic ketones and aldehydes, HPLC of Formula: 6443-90-9, the publication is Journal of the Chinese Chemical Society (Taipei, Taiwan) (2008), 55(4), 871-874, database is CAplus.

Direct iodination of several reactive aromatic compounds like hydroxy substituted acetophenones and aldehydes with pyridinium iodochloride proceeded smoothly to afford the corresponding aromatic iodides in good to excellent yield. Pyridinium iodochloride was an efficient solid iodinating reagent with no hazardous effect and it can be handled safely.

Journal of the Chinese Chemical Society (Taipei, Taiwan) published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, HPLC of Formula: 6443-90-9.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Poleshchuk, O. Kh. published the artcileStudy of the electronic structure of the ICl·Py complex, Recommanded Product: Pyridine Iodochloride complex, the publication is Russian Journal of Coordination Chemistry (Translation of Koordinatsionnaya Khimiya) (1998), 24(1), 67-71, database is CAplus.

The results of ab initio and semiempirical calculations are used to analyze the frequency changes in the NQR, X-ray fluorescence, and photoelectron spectra of the ICl·Py complex. A comparison of the calculated MO energies with the exptl. ionization potentials made it possible to explain the stability of the complex. The results obtained are used to elucidate the origin of the complexation-induced chlorine, iodine, and nitrogen NQR frequency shifts.

Russian Journal of Coordination Chemistry (Translation of Koordinatsionnaya Khimiya) published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, Recommanded Product: Pyridine Iodochloride complex.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com