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14264-16-5 - Dichlorobis(triphenylphosphine)nickel(II), 98+% - Bis(triphenylphosphine)nickel(II) chloride - Bis(triphenylphosphine)dichloronickel(II) - A15444 - Alfa Aesar

A15444 Dichlorobis(triphenylphosphine)nickel(II), 98+%

CAS Number
14264-16-5
Synonyms
Bis(triphenylphosphine)nickel(II) chloride
Bis(triphenylphosphine)dichloronickel(II)

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Dichlorobis(triphenylphosphine)nickel(II), 98+%

MDL
MFCD00009592
EINECS
238-154-8

Chemical Properties

Formula
[(C6H5)3P]2NiCl2
Formula Weight
654.18
Melting point
ca 225° dec.
Sensitivity
Moisture Sensitive

Literature References

Catalyzes the coupling of Grignard reagents with allylic alcohols with displacement of the hydroxyl group: J. Chem. Soc., Chem. Commun., 1604 (1968). This alkene synthesis has been extended to enol ethers and methyl aryl ethers: J. Am. Chem. 101, 2246 (1979). The coupling of dithioacetals with Grignard reagents is also useful: Org. Synth. Coll., 9, 727 (1998), and refs therein. For coupling with allylic sulfides, see Vinyl­triphenyl­phosphonium bromide, L00708.

/n

Catalyst for cross-coupling of organometallic reagents with aryl bromides: Tetrahedron Lett., 1389 (1977), and aryl t-butyl sulfones: J. Chem. Soc., Perkin 1, 7 (1995), to give unsymmetrical biaryls. Symmetrical coupling of aryl halides can be effected in high yield with a Ni(0) catalyst generated in situ with Zn and triphenylphosphine in DMF, as a mild alternative to the Ullmann reaction: Tetrahedron Lett., 4089 (1977). For the analogous homocoupling of aryl mesylates, see: J. Org. Chem., 60, 176 (1995). The method has been extended to the formation aryl cyanides, providing an alternative to the classical CuCN route, and of diaryl sulfides: J. Org. Chem., 60, 6895 (1995):

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In the presence of Zn and pyridine, catalyzes the conjugate addition of alkyl bromides to ɑß-unsaturated ketones, nitriles and esters: Russ. J. Gen. Chem., 65, 444 (1995).

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GHS Hazard and Precautionary Statements

Hazard Statements: H302-H317-H350

Harmful if swallowed. May cause an allergic skin reaction. May cause cancer.

Precautionary Statements: P201-P261-P280-P301+P312a-P405-P501a

Obtain special instructions before use. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Harmonized Tariff Code
2931.39
TSCA
Yes
RTECS
QR6170000

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