Nickel iodide

Base Information

• Chemical Name: Nickel iodide
• CAS No.: 13462-90-3
• Molecular Formula: I₂Ni
• Molecular Weight: 312.499
• Hs Code.: 2827600090
• DSSTox Substance ID: DTXSID1065479
• Nikkaji Number: J8.117E
• Mol file: 13462-90-3.mol

Synonyms:Nickeldiiodide;Nickel(2+) iodide;Nickelous iodide;

Chemical Property of Nickel iodide

Chemical Property:

• Melting Point: 797 °C(lit.)
• Boiling Point: sublimes [LID94]
• PSA: 0.00000
• Density: 5.83 g/mL at 25 °C(lit.)
• LogP: 1.77140
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Hygroscopic
• Solubility.: H2O: slightly soluble(lit.)
• Water Solubility.: Soluble in water and alcohols.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 311.74429
• Heavy Atom Count: 3
• Complexity: 0

Purity/Quality:

99%, ^*data from raw suppliers

Nickel(II) iodide, anhydrous (99.5%-Ni) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 45-61-42/43
• Safety Statements: 53-22-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [Ni+2].[I-].[I-]
• Uses: Strongly accelerates Sml2 mediated homocoupling of imines into vicinal diamines and heterocoupling reactions between imines and ketones.1 Nickel Diiodide is used in preparation of Nickel complexes for migratory reductive cross-coupling. Strongly accelerates Sml2 mediated homocoupling of imines into vicinal diamines and heterocoupling reactions between imines and ketones.

Technology Process of Nickel iodide

There total 73 articles about Nickel iodide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

{C18H15PC4H9}{NiJ2Br(Triphenylphosphin)} → nickel(II) iodide (13462-90-3) + n-butyl(triphenyl)phosphonium bromide (1779-51-7) + triphenylphosphine (603-35-0)

Guidance literature:

thermal decompn.;

Reference yield:

2K(1+)*Co4Ni2(2-)*14CO*6H2O=K2{Co4Ni2(CO)14}*6H2O → nickel(II) iodide (13462-90-3) + potassium tetracarbonylcobaltate (14878-26-3) + tetracarbonyl nickel (13463-39-3,71564-36-8) + cobalt(II) iodide

Guidance literature:

With iodine; In tetrahydrofuran;

DOI:10.1016/S0010-8545(00)80045-4

Reference yield:

(π-CH3CHCHCH2NiI)2 + dibenzoyl peroxide (94-36-0) → nickel(II) iodide (13462-90-3) + 1-iodo-but-2-ene (38169-04-9,53121-23-6,627-24-7) + crotyl benzoate (88927-00-8,104664-93-9,91142-49-3) + nickel(II) benzoate (553-71-9)

Guidance literature:

upstream raw materials:

iodine

nickel

tetracarbonyl nickel

nickel dichloride

Downstream raw materials:

NiI₂(Tri-p-tolyl-phosphin)2

triiodide^(1-)

NiI₂(phenylcyanide)4

{NiI₂(CH₃C₆H₄NH₂)4}

Refernces

A Simplified Protocol for the Stereospecific Nickel-Catalyzed C-S Vinylation Using NiX 2 Salts and Alkyl Phosphites

10.1055/s-0039-1690717

Austin D. Marchese et al. present a novel and simplified protocol for nickel-catalyzed C–S vinylation reactions. The study introduces a method that employs air-stable Ni(II) precatalysts, specifically NiI2(Nickel(II) Iodide), and a cost-effective, commercially available ligand, P(OPr)3, to achieve stereospecific cross-coupling of various thiophenols and styryl bromides. The protocol is notable for its scalability, robustness, and high stereospecificity, maintaining the E/Z ratio of the starting materials in the products. The researchers optimized the reaction conditions, achieving high yields (up to 93%) with low catalyst loadings (as low as 0.5 mol%). The method was successfully applied to a range of substrates, including ortho-substituted thiophenols and a-bromocinnamaldehydes, and demonstrated excellent chemoselectivity. Additionally, the study explores the potential for double thiolation and thiolation-cyclization cascade reactions, showcasing the versatility of the developed protocol.

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