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A12093 Tri(o-tolyl)phosphine, 98+%

CAS Number
6163-58-2
Synonyms
Tris(2-methylphenyl)phosphine
Tris(o-tolyl)phosphine

Stock No. Size Price ($) Quantity Availability
A12093-03 1g 22.70
A12093-06 5g 74.10
A12093-14 25g 268.00
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Tri(o-tolyl)phosphine, 98+%

MDL
MFCD00008514
EINECS
228-193-9

Chemical Properties

Formula
C21H21P
Formula Weight
304.37
Melting point
122-127°
Storage & Sensitivity
Air Sensitive. Ambient temperatures.
Solubility
Soluble in alcohol. Slightly soluble in cold water. Insoluble in water.

Applications

Tri(o-tolyl)phosphine is used in a ruthenium-catalyzed direct amination of alcohols. It is also used in Suzuki reaction. Further, it is used in the preparation of tri-ortho-phosphinselenide by reacting with selenium as a reagent. In addition to this, it acts as a ligand in coordination chemistry.

Notes

Light sensitive. Incompatible with strong oxidizing agents.

Literature References

Preferred phosphine ligand for use in combination with Pd salts in the Heck-type coupling reactions of vinylic halides. For examples, see Palladium(II)­ acetate, 10516. For a review of the Heck reaction, see: Org. React., 27, 345 (1982).

The Pd-catalyzed amination of bromoarenes with 1-Boc-piperazine, L13363, in the presence of this ligand, provides a route to arylpiperazines of potential pharmacological interest: Tetrahedron Lett., 39, 2219 (1998).

Chang, C. H.; Chen, M. H.; Du, W. S.; Gliniak, J.; Lin, J. H.; Wu, H. H.; Chan, H. F.; Yu, J. S. K.; Wu, T. K. A Ruthenium-Based Biomimetic Hydrogen Cluster for Efficient Photocatalytic Hydrogen Generation from Formic Acid. Chem. Eur. J. 2015, 21 (17), 6617-6622.

Lennartson, A.; Håkansson, M. A missing link between chiral four-and five-coordinate complexes. New J. Chem. 2015, 39 (5), 3353-3356.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. 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. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
661212
Harmonized Tariff Code
2931.39
TSCA
Yes

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