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Merck

695459

Sigma-Aldrich

1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamante

97%

Sinónimos:

1,3,5,7-Tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane, meCgPPh

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About This Item

Fórmula empírica (notación de Hill):
C16H21O3P
Número de CAS:
Peso molecular:
292.31
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

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
reaction type: Cross Couplings

mp

106-111 °C

functional group

phosphine

SMILES string

CC12CC3(C)OC(C)(CC(C)(O1)P3c4ccccc4)O2

InChI

1S/C16H21O3P/c1-13-10-15(3)19-14(2,17-13)11-16(4,18-13)20(15)12-8-6-5-7-9-12/h5-9H,10-11H2,1-4H3

InChI key

AVVSJWUWBATQBX-UHFFFAOYSA-N

Application

1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane can be used:
  • As a ligand to synthesize complexes for hydroformylation catalysis.
  • To catalyze the synthesis of dibenzo[b,f][1,4]oxazepin-11(10H)-ones and 3-methyl-3,4-dihydrocoumarins by intramolecular cyclocarbonylation.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Visite la Librería de documentos

PdI2-Catalyzed Regioselective Cyclocarbonylation of 2-Allyl Phenols to Dihydrocoumarins
Ame?zquita-Valencia M and Alper H
Organic Letters, 16(22), 5827-5829 (2014)
Phenylphosphatrioxa-adamantanes: bulky, robust, electron-poor ligands that give very efficient rhodium (I) hydroformylation catalysts
Baber RA, et al.
Dalton Transactions, 6, 1079-1085 (2005)
Synthesis of Dibenzo [b, f][1, 4] oxazepin-11 (10 H)-ones via Intramolecular Cyclocarbonylation Reactions Using PdI2/Cytop 292 as the Catalytic System
Yang Q, et al.
The Journal of Organic Chemistry, 75(18), 6297-6299 (2010)
Diastereoselective and Branched-Aldehyde-Selective Tandem Hydroformylation-Hemiaminal Formation: Synthesis of Functionalized Piperidines and Amino Alcohols
Pittaway R, et al.
Organic Letters, 19(11), 2845-2848 (2017)

Artículos

Amines and phosphines in nucleophilic catalysis are discussed, addressing the air sensitivity of phosphines.

Amines and phosphines in nucleophilic catalysis are discussed, addressing the air sensitivity of phosphines.

Amines and phosphines in nucleophilic catalysis are discussed, addressing the air sensitivity of phosphines.

Amines and phosphines in nucleophilic catalysis are discussed, addressing the air sensitivity of phosphines.

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