Nickel(II) bromide

Base Information

• Chemical Name: Nickel(II) bromide
• CAS No.: 13462-88-9
• Molecular Formula: Br₂Ni
• Molecular Weight: 218.498
• Hs Code.: 28275900
• European Community (EC) Number: 236-665-0
• NSC Number: 128153
• UN Number: 3288
• UNII: 41SGH8A2S6
• Wikipedia: Nickel(II) bromide
• Wikidata: Q419684
• Mol file: 13462-88-9.mol

Synonyms:Nickel(II) bromide;NICKEL BROMIDE;13462-88-9;Dibromonickel;Nickel dibromide;Br2Ni;Nickel(2+) bromide;Nickel bromide (NiBr2);NiBr2;41SGH8A2S6;NSC-128153;Nickel bromide (NiBr2), hydrate (9CI);Nickel bromide (Br2Ni);UNII-41SGH8A2S6;nicke l bromide;EINECS 236-665-0;MFCD00011141;NSC 128153;Nickel (II) bromide;Nickel( cento) bromide;NICKEL BROMIDE [MI];Nickel(II) bromide, 98%;Nickel(II) bromide, anhydrous;IPLJNQFXJUCRNH-UHFFFAOYSA-L;NSC128153;AKOS015833436;CS-0085631;FT-0689160;Q419684;Nickel(II) bromide, anhydrous, powder, >=99.9% trace metals basis;Nickel(II) bromide, anhydrous, powder, >=99.99% trace metals basis

Chemical Property of Nickel(II) bromide

Chemical Property:

• Appearance/Colour: Brownish powder
• Melting Point: 963 °C(lit.)
• PSA: 0.00000
• Density: 5.098 g/mL at 25 °C(lit.)
• LogP: 1.69120
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Solubility.: H2O: slightly soluble(lit.)
• Water Solubility.: Soluble in water, alcohol and ether.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 217.76997
• Heavy Atom Count: 3
• Complexity: 2.8
• Transport DOT Label: Poison

Purity/Quality:

Nickel content: 21.5% ^*data from raw suppliers

Nickel(II) bromide, anhydrous, 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, N, Xi
• Hazard Codes: T,N,Xi
• Statements: 45-22-43-50/53-68-48/23-42/43-61-49
• Safety Statements: 53-36/37-45-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Metals -> Nickel Compounds, Inorganic
• Canonical SMILES: [Ni](Br)Br
• Description: Nickel bromide (chemical formula: NiBr2) is the nickel salt of hydrobromic acid. It is a weak reducing agent made by the reaction of nickel, nickel oxide, nickel carbonate or nickel hydroxide with hydrobromic acid, or the reaction between nickel and bromine. Nickel bromide has many kinds of applications. It is mostly an electron acceptor, being capable of catalyze organic structure such as carbonamides, and convert aryl bromides into aryl phosphines. It can also be used as a catalyst in cross-coupling reactions. It is also applied for bonding to other ligands. For example, graphene supported NrBr2 is used in a condensation reaction consisting of aromatic aldehyde, acetoacetate and urea for manufacturing 3, 4- dihydropyrimidiones.
• Uses: Nickel(II) Bromide, is used as a source of bromide ion. It is also an important raw material used in various chemical synthesis and also as a catalyst in cross-coupling reactions.

Technology Process of Nickel(II) bromide

There total 127 articles about Nickel(II) bromide 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}{NiBr3(Triphenylphosphin)} (23626-32-6) → n-butyl(triphenyl)phosphonium bromide (1779-51-7) + triphenylphosphine (603-35-0) + nickel dibromide (13462-88-9)

Guidance literature:

thermal decompn.;

Reference yield:

{C18H15PC2H5}{NiBr3(Triphenylphosphin)} → ethyltriphenylphosphonium bromide (1530-32-1) + triphenylphosphine (603-35-0) + nickel dibromide (13462-88-9)

Guidance literature:

thermal decompn.;

Reference yield:

{NiBr3(triethylphosphine)2} (60491-67-0) → nickel dibromide (13462-88-9) + triethylphosphine (554-70-1)

Guidance literature:

In not given; byproducts: HBr; decompn. of the unstable complex;

upstream raw materials:

bis(1,5-cyclooctadiene)nickel ⁽⁰⁾

1-bromo-1-propene

bromine

nickel

Downstream raw materials:

(2R)-3-bromo-1,2-propanediol

2,2'-dimethyl-1,1'-biphenyl

NiBr₂(Tri-p-tolyl-phosphin)2

{NiBr2γ-(CH3C5H4N)2}

Refernces

Nickel-catalyzed guerbet type reaction: C-alkylation of secondary alcohols via double (de)hydrogenation

10.1021/acs.orglett.1c00782

The research focuses on a nickel-catalyzed Guerbet type reaction, which is an acceptorless double dehydrogenative cross-coupling of secondary and primary alcohols. This method provides an atom-economical and step-economical approach for the C-alkylation of secondary alcohols under mild conditions, utilizing a broad range of substrates, including aromatic, cyclic, acyclic, and aliphatic alcohols. The study demonstrates the C-alkylation of cholesterol derivatives and the double C-alkylation of cyclopentanol with various alcohols. The experiments involved using a nickel source (NiBr2), a ligand (TMEDA), and a base (KOtBu or KOH) in a solvent (n-octane or toluene) at elevated temperatures (100-130°C) for 18 hours. The reactions were optimized to achieve high yields of β-alkylated products. Analyses used to evaluate the reactions included gas chromatography (GC) for detecting hydrogen gas evolution and NMR spectroscopy for structural characterization of the products. Control experiments and deuterium labeling studies were conducted to gain insights into the reaction mechanism, which is proposed to involve initial dehydrogenation of alcohols, followed by condensation and transfer hydrogenation steps, ultimately producing water as the sole byproduct.

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