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766453

Sigma-Aldrich

Iodo[4,5-bis(diphenylphosphino)-9,9-dimethylxanthene]copper(I)

Synonym(s):

Iodo[1,1′-(9,9-dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine-P)]copper(I)

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About This Item

Empirical Formula (Hill Notation):
C39H32CuIOP2
CAS Number:
1218788-80-7
Molecular Weight:
769.07
MDL number:
MFCD23098730
UNSPSC Code:
12161600
PubChem Substance ID:
329767238
NACRES:
NA.22

form

solid

Quality Level

100

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand

mp

380-385 °C

functional group

phosphine

storage temp.

15-25°C

SMILES string

[Cu]I.CC1(C)c2cccc(P(c3ccccc3)c4ccccc4)c2Oc5c(cccc15)P(c6ccccc6)c7ccccc7

InChI

1S/C39H32OP2.Cu.HI/c1-39(2)33-25-15-27-35(41(29-17-7-3-8-18-29)30-19-9-4-10-20-30)37(33)40-38-34(39)26-16-28-36(38)42(31-21-11-5-12-22-31)32-23-13-6-14-24-32;;/h3-28H,1-2H3;;1H/q;+1;/p-1

InChI key

BEXLDSSXWBMGGT-UHFFFAOYSA-M

Application

Copper catalyst for cross coupling.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Jinkun Huang et al.
Journal of the American Chemical Society, 132(11), 3674-3675 (2010-02-26)
Heteroarenes are important structural moieties in many chemical industry fields. A highly efficient Pd/Cu-catalyzed C-H arylation method for a range of heterocycles has been discovered. It was found that the key to the success of this transformation is a combination

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