TRANS-CHLORO(1-NAPHTHYL)BIS(TRIPHENYLPHOSPHINE)-NICKEL

Base Information

• Chemical Name: TRANS-CHLORO(1-NAPHTHYL)BIS(TRIPHENYLPHOSPHINE)-NICKEL
• CAS No.: 54806-25-6
• Molecular Formula: C46H37 Cl Ni P2
• Molecular Weight: 745.89
• Mol file: 54806-25-6.mol

Synonyms:Chloro(1-naphthyl)bis(triphenylphosphine)nickel;trans-Chloro(1-naphthyl)bis(triphenylphosphine)nickel;trans-Chloro(1-naphthyl)bis(triphenylphosphine)nickel(II);trans-Chloro(naphthalen-1-yl)bis(triphenylphosphine)nickel

Chemical Property of TRANS-CHLORO(1-NAPHTHYL)BIS(TRIPHENYLPHOSPHINE)-NICKEL

Chemical Property:

• Melting Point: 187-191°C
• PSA: 27.18000
• LogP: 9.68370
• Storage Temp.: 20-25°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Chloro(1-naphthyl)bis(triphenylphosphine)nickel(II) 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: Xi,T
• Statements: 45-43-52
• Safety Statements: 53-36/37-45-60

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Nickel Catalyst for Carbon-Nitrogen Coupling

Technology Process of TRANS-CHLORO(1-NAPHTHYL)BIS(TRIPHENYLPHOSPHINE)-NICKEL

There total 5 articles about TRANS-CHLORO(1-NAPHTHYL)BIS(TRIPHENYLPHOSPHINE)-NICKEL 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: 40.0%

nickel(II) chloride hexahydrate + triphenylphosphine (603-35-0) + 1-Chloronaphthalene (90-13-1) → chloro(1-naphthyl)bis(triphenylphosphine)nickel(II) (54806-25-6)

Guidance literature:

nickel(II) chloride hexahydrate; triphenylphosphine; In ethanol; at 80 ℃; Reflux; Inert atmosphere;

1-Chloronaphthalene; With zinc; In ethanol; for 1h; Reflux; Inert atmosphere;

With hydrogenchloride; In ethanol; water; for 1.5h;

DOI:10.1016/j.tet.2013.04.073

Reference yield:

bis(triphenylphosphine)nickel(II) chloride (14264-16-5,53996-95-5,62075-39-2,39716-73-9) + 2-chloronaphthalene (91-58-7) + 1-Chloronaphthalene (90-13-1) → chloro(1-naphthyl)bis(triphenylphosphine)nickel(II) (54806-25-6) + chloro(2-naphthalenyl)bis(triphenylphosphine)nickel

Guidance literature:

bis(triphenylphosphine)nickel(II) chloride; 2-chloronaphthalene; 1-Chloronaphthalene; With zinc; In ethanol; at 65 - 70 ℃; for 1.5h;

With hydrogenchloride; In ethanol; water; at 20 - 25 ℃; for 1h;

Reference yield:

bis(1,5-cyclooctadiene)nickel (0) (1295-35-8) + triphenylphosphine (603-35-0) + naphthalene-1-carbonic acid chloride (879-18-5) → chloro(1-naphthyl)bis(triphenylphosphine)nickel(II) (54806-25-6) + C47H37ClNiOP2

Guidance literature:

In ⁽²⁾H₈-toluene; at 20 ℃; for 0.0833333h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02398

upstream raw materials:

bis(triphenylphosphine)nickel(II) chloride

2-chloronaphthalene

1-Chloronaphthalene

triphenylphosphine

Downstream raw materials:

naphthalene

4-naphthalene-1-ylbenzoic acid methyl ester

{2,7-di-[(2,6-diisopropylphenyl)imino]-1,8-naphthalenediolato}bis[(1-naphthyl)-(triphenylphosphine)Ni(II)]

[Ni(triphenylphosphine)(1-naphthyl)(OC₆H₃(tert-butyl)CHNC₆H₃(isopropyl)2)]

Refernces

• 1、 Jover, Jess,Miloserdov, Fedor M.,Benet-Buchholz, Jordi,Grushin, Vladimir V.,Maseras, Feliu. "On the feasibility of nickel-catalyzed trifluoromethylation of aryl halides". . p. 6531 - 6543. Retrieved 2015/02/19.
• 2、 -. "PROCESS FOR PREPARING 2-AMINO-5-CYANOBENZOIC ACID DERIVATIVES". Page/Page column 28. . Retrieved 2009/03/07.