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703095

Sigma-Aldrich

Hydrogen[4-[bis(2,4,6-trimethylphenyl)phosphino]-2,3,5,6-tetrafluorophenyl]hydrobis(2,3,4,5,6-pentafluorophenyl)borate

95%

Synonym(s):

Frustrated phosphonium borate 2, Hydrogen[4-[dimesitylphosphino]-2,3,5,6-tetrafluorophenyl]hydrobis(2,3,4,5,6-pentafluorophenyl)borate

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About This Item

Linear Formula:
H+[(((CH3)3C6H2)2PC6F4)B(H) (C6F5)2]
CAS Number:
Molecular Weight:
764.34
MDL number:
UNSPSC Code:
12352300

assay

95%

mp

211-216 °C

storage temp.

2-8°C

SMILES string

Cc1cc(C)c([PH+](c2c(C)cc(C)cc2C)c3c(F)c(F)c([BH-](c4c(F)c(F)c(F)c(F)c4F)c5c(F)c(F)c(F)c(F)c5F)c(F)c3F)c(C)c1

InChI

1S/C36H23BF14P/c1-11-7-13(3)34(14(4)8-11)52(35-15(5)9-12(2)10-16(35)6)36-32(50)24(42)19(25(43)33(36)51)37(17-20(38)26(44)30(48)27(45)21(17)39)18-22(40)28(46)31(49)29(47)23(18)41/h7-10,37H,1-6H3/q-1/p+1

InChI key

IENZHWXRYKZMGT-UHFFFAOYSA-O

Application

Catalyst for metal-free hydrogenation

Reactant for:
  • Formation of phosphine-boranes and cationic phosphonium-boranes
  • Metal-free hydrogen activation
Frustrated phosphonium borate for metal-free catalytic hydrogenation of imines. Activates dihydrogen under mild conditions.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Gregory C Welch et al.
Science (New York, N.Y.), 314(5802), 1124-1126 (2006-11-18)
Although reversible covalent activation of molecular hydrogen (H2) is a common reaction at transition metal centers, it has proven elusive in compounds of the lighter elements. We report that the compound (C6H2Me3)2PH(C6F4)BH(C6F5)2 (Me, methyl), which we derived through an unusual
Metal-free catalytic hydrogenation.
Preston A Chase et al.
Angewandte Chemie (International ed. in English), 46(42), 8050-8053 (2007-08-19)

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