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L00373 Dichlorotris(triphenylphosphine)ruthenium(II), 97%

CAS Number
15529-49-4
Synonyms
Tris(triphenylphosphine)ruthenium(II) chloride

Stock No. Size Price ($) Quantity Availability
L00373-03 1g 36.30
L00373-06 5g 143.00
L00373-14 25g 608.00
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Dichlorotris(triphenylphosphine)ruthenium(II), 97%

MDL
MFCD00013077
EINECS
239-569-7

Chemical Properties

Formula
RuCl2[P(C6H5)3]3
Formula Weight
958.86
Melting point
132-134°
Storage & Sensitivity
Moisture Sensitive. Air Sensitive. Ambient temperatures.
Solubility
Insoluble in water.

Applications

Dichlorotris(triphenylphosphine)ruthenium(II) is used as a catalyst employed in a synthesis of furans from allenyl sulfides. C-H Activation Catalyst in a Ruthenium/Lewis Acid System. It is used in the Kharasch addition of chlorocarbons to alkenes.

Notes

Air & Moisture Sensitive. Keep container tightly closed. Store in cool, dry conditions in well sealed containers.

Literature References

Sam J. La Placa.; James A. Ibers. A Five-Coordinated d6 Complex: Structure of Dichlorotris(triphenylphosphine)ruthenium (II). Inorg. Chem. 1965, 4, (6), 778-783.

Yoel Sasson.; Jochanan Blum. Homogeneous catalytic transfer-hydrogenation of α,β-unsaturated carbonyl compounds by dichlorotris(triphenylphosphine)ruthenium (II). Tetrahedron Letters. 1971, 12, (24), 2167-2170.

Versatile homogeneous isomerization, reduction and oxidation catalyst.

Homoallylic alcohols can be isomerized to allylic: J. Am. Chem. Soc., 118, 12867 (1996); Tetrahedron, 54, 5129 (1998).

In combination with ethylenediamine and KOH in 2-propanol, conventional hydrogenation of ketones can be accomplished: J. Am. Chem. Soc., 117, 2675 (1995); J. Org. Chem., 61, 4872 (1996). This combination is also effective for the selective reduction of aldehydes and ketones in the presence of alkenes, whereas only olefinic bonds can be reduced with the Ru complex alone: J. Am. Chem. Soc., 117, 10417 (1995):

Catalyzes hydrogenation of aromatic nitro compounds to amines; selective reduction is possible in the presence of halogen, ester, nitrile and even additional nitro groups: Tetrahedron Lett., 2163 (1975). Aliphatic nitro compounds are hydrogenated to amines under high pressure: J. Org. Chem., 40, 519 (1975). Also catalyzes the high-yield reduction of nitroarenes to amines, indoles to indolines, quinolines to 1,2,3,4-tetrahydroquinolines by formic acid and triethylamine: Bull. Chem. Soc. Jpn., 57, 2440 (1984).

Catalyzes the cyclization 2-aminophenethyl alcohols to indoles in high yield: J. Org. Chem., 55, 580 (1990):

Catalyst for the reaction of N-alkylanilines with triethanolamine in dioxan (autoclave) to give the corresponding 1-alkylindoles in good yield: Synth. Commun., 26, 1349 (1996).

In the presence of acetone, secondary alcohols can be oxidized to ketones: J. Chem. Soc., Chem. Commun., 337 (1992). For use in the dehydrogenation of amines to imines and the oxidation of cyanohydrins to acyl cyanides, see tert-Butyl­ hydroperoxide, A13926. In combination with hydroquinone, selective aerobic oxidation of a primary alcohol to an aldehyde, in the presence of a secondary alcohol, can be achieved: Tetrahedron Lett., 39, 5557 (1998).

Alkylated arenes can be oxidized to ketones by tert-butyl hydroperoxide, catalyzed by the complex: J. Org. Chem., 65, 9186 (2000).

In the presence of KOH, catalyzes the one-pot ɑ-alkylation of secondary alcohols with primary alcohols: Organometallics, 22, 3608 (2002).

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H312-H332

Harmful if swallowed. Harmful in contact with skin. Harmful if inhaled.

Precautionary Statements: P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P312-P330-P363-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Rinse mouth. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Hazard Class
6.1
Packing Group
III
Harmonized Tariff Code
2843.90
TSCA
No

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