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Tricyclohexylphosphine tetrafluoroborate

ALDRICH/631493 - 97%

Synonym: Tricyclohexylphosphonium tetrafluoroborate

CAS Number: 58656-04-5
Empirical Formula (Hill Notation): C18H33P · HBF4
Molecular Weight: 368.24
MDL Number: MFCD03840580
Linear Formula: (C6H11)3P · HBF4
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-631493-1G 1 g
 $53.60
1/EA		 Add To Favorites
45-631493-5G 5 g
 $113.00
1/EA		 Add To Favorites
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 631493-1G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 631493-5G

 

assay 97%
form solid
functional group phosphine
InChI 1S/C18H33P.BF4/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;2-1(3,4)5/h16-18H,1-15H2;/q;-1/p+1
InChI key MYSMMEUXKHJYKH-UHFFFAOYSA-O
mp 164 °C (lit.)
reaction suitability reaction type: Arylations
  reaction type: Cross Couplings
  reaction type: Sonogashira Coupling
  reaction type: Stille Coupling
  reaction type: Suzuki-Miyaura Coupling
SMILES string F[B-](F)(F)F.[H][P+](C1CCCCC1)(C2CCCCC2)C3CCCCC3
Application: Tricyclohexylphosphine tetrafluoroborate may be used in the following processes:
• As a ligand for preparing C-homoaporphine alkaloids via microwave-assisted direct-arylation.
• To synthesize poly-[9,9-bis(3-propylamide-2-methylpropyl sulfonic acid) fluorene]-co-(4,4′-diphenyl) (PFDBSO3H), which can be employed as a template and doping agent for enhancing the conductivity of poly(3,4-ethylenedioxythiophene) (PEDOT) films.
• To improve the reactivity of palladium-catalyzed Suzuki-Miyaura cross-coupling reaction between MIDA boronates and less activated alkenyl tosylates.
Application: Used with Ru(cod)Cl dimer to catalyze the dehydrogenative coupling of alcohols and amines to form amide bonds.
General description: Tricyclohexylphosphine tetrafluoroborate (PCy3·HBF4) is an inexpensive and air-stable phosphine ligand, commonly used in cross-coupling reactions.
Packaging: 1, 5 g in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity 97%
mp 164 °C (lit.)
UNSPSC 12352101

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