Skip to Content
MilliporeSigma
All Photos(1)

Documents

337455

Sigma-Aldrich

(1,5-Cyclooctadiene)bis(methyldiphenylphosphine)iridium(I) hexafluorophosphate

97%

Synonym(s):

[Ir(PMePh2)2COD]+ PF6-, [Ir(cod)(PPh2Me)2]PF6, {Ir(COD)[PCH3(C6H5)2]2}PF6

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C34H38F6IrP3
CAS Number:
38465-86-0
Molecular Weight:
845.79
MDL number:
MFCD00064800
UNSPSC Code:
12161600
PubChem Substance ID:
24860482
NACRES:
NA.22

Quality Level

100

assay

97%

reaction suitability

core: iridium
reagent type: catalyst

mp

224 °C (dec.) (lit.)

SMILES string

[Ir+].F[P-](F)(F)(F)(F)F.C1CC=CCCC=C1.CP(c2ccccc2)c3ccccc3.CP(c4ccccc4)c5ccccc5

InChI

1S/2C13H13P.C8H12.F6P.Ir/c2*1-14(12-8-4-2-5-9-12)13-10-6-3-7-11-13;1-2-4-6-8-7-5-3-1;1-7(2,3,4,5)6;/h2*2-11H,1H3;1-2,7-8H,3-6H2;;/q;;;-1;+1/b;;2-1-,8-7-;;

InChI key

LXKHQEQLBSJJCO-JXNOXZOESA-N

Related Categories

Application

(1,5-Cyclooctadiene)bis(methyldiphenylphosphine)iridium(I) hexafluorophosphate is an air-stable cationic iridium complex, generally employed in allyl isomerization reactions. Upon bubbling hydrogen into the solution of [Ir(cod)(PPh2Me)2]PF6, preferably in tetrahydrofuran, results in the formation of active catalyst [IrH2(solv)2(PPh2Me)2]PF6 which can be used in the isomerization of 3-(silyloxy)-1-propenylboronates to (γ-(silyloxy)allyl)boronic esters; diallyl ethers to allyl (E)-vinyl ethers and 1-alkenylboronates to corresponding 3-alkoxyallylboronates.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

Methyldiphenylphosphine 99%

Sigma-Aldrich

244902

Methyldiphenylphosphine

Paulsen, H.; Adermann, K.
Carbohydrate Research, 175, 163-163 (1988)
Synthesis of Chiral Esters of (E)-3-(Silyloxy)-2-propenylboronic Acid via the Iridium-Catalyzed Isomerization of the Double Bond.
Yamamoto Y, et al.
The Journal of Organic Chemistry, 64(1), 296-298 (1999)
Stereoselective Isomerization of Unsymmetrical Diallyl Ethers to Allyl (E)-Vinyl Ethers by a Cationic Iridium Catalyst.
Yamamoto Y, et al.
Synthetic Communications, 30(13), 2383-2391 (2000)
Intramolecular allylboration of γ-(?-formylalkoxy) allylboronates for syntheses of trans-or cis-2-(ethenyl) tetrahydropyran-3-ol and 2-(ethenyl) oxepan-3-ol.
Yamamoto Y, et al.
Tetrahedron, 59(4), 537-542 (2003)
Oltvoort, J. J.; Van Boeckel, C. A. A. et al.
Synthesis, 305-305 (1981)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service