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Bis(adamant-1-yl) (? ?) phosphine

Bis(adamant-1-yl) (? ?) phosphine
Bis(adamant-1-yl) (? ?) phosphine ??? ???
?? ??:
321921-71-5
???:
Bis(adamant-1-yl) (? ?) phosphine
???(??):
Bis(adamant-1-yl)(??)phosphine;???-1-???????
???:
Butyldi-1-adamantylphosphine
???(??):
CATACXIUM A;cataCXium;Di(1-adamantyl)-n-butylphosphine;bis(adaMantan-1-yl)(butyl)phosphane;Bis(1-adaMantyl)-butyl-phosphane;Bis(adamant-1-yl)(butyl)phosphine;Di(adaMantan-1-yl)(butyl)phosphine;)-n-butyL;Catalyst 1 ,95%;cataCXium(R) A
CBNumber:
CB0165042
???:
C24H39P
??? ??:
358.54
MOL ??:
321921-71-5.mol
MSDS ??:
SDS

Bis(adamant-1-yl) (? ?) phosphine ??

???
100°C
?? ?
449.6±12.0 °C(Predicted)
?? ??
Inert atmosphere,Room Temperature
??? ??
??
??
???? ?????
??
air sensitive
BRN
8726448
InChI
InChI=1S/C24H39P/c1-2-3-4-25(23-11-17-5-18(12-23)7-19(6-17)13-23)24-14-20-8-21(15-24)10-22(9-20)16-24/h17-22H,2-16H2,1H3
InChIKey
HTJWUNNIRKDDIV-UHFFFAOYSA-N
SMILES
P(CCCC)(C12CC3CC(CC(C3)C1)C2)C12CC3CC(CC(C3)C1)C2
CAS ??????
321921-71-5
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
????? 24/25
WGK ?? 3
HS ?? 29310095
????(GHS): GHS hazard pictograms
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H335 ?? ???? ??? ? ?? ?? ???? ?? - 1? ??;???? ?? ?? 3 ?? GHS hazard pictograms
??????:
P261 ??·?·??·???·??·...·????? ??? ????.
P271 ?? ?? ??? ? ?? ???? ?????.
P280 ????/???/???/?????? ?????.

Bis(adamant-1-yl) (? ?) phosphine C??? ??, ??, ??

??? ??

Butyldi-1-adamantylphosphine is a white to yellow solid with a melting point of 100°C and an estimated boiling point of 449.6±12.0°C. Store at room temperature, it is air sensitive.

??

suzuki reaction

?? ??

Sold in collaboration with Solvias AG

Synthesis

Phosphonium salt (2.2 mmol) was added to a cooled solution (- 78 ??C) of Et3N (4.44 g, 44 mmol) in di-n-butyl ether (20 mL). The reaction mixture was stirred at -78 ??C for 5 h and then allowed to warm gradually to r.t. The solvent was removed under vacuum and the residue was dissolved in degassed EtOH (5 mL). After stirring for 15 min, the solid was filtered off and dried to yield the desired phosphine, which can be further purified by crystallization from EtOH. Butyldi-1-adamantylphosphine, yield 90%.
31P NMR (C6D6)|?: 24.9. Mp 108-110??C. IR (KBr): 3425 (m, br), 2952 (s), 2847 (s), 2847 (s), 2675 (w), 1446 cm-1 (m). 1H NMR (250 MHz, C6D6): |? = 0.96 (3 H, t, 3JH, H = 7.3 Hz, CH3), 1.35-2.03 (36 H, m, adamantyl-30H, butyl-6H). 13C NMR (62 MHz, C6D6): |? = 41.3 (d, 2JC,P = 11.3 Hz, C-2), 37.4 (C-4), 36.1 (d, 1JC,P = 23.5 Hz, C-1), 33.9 (d, 1JC,P = 26.2 Hz, butyl-|á -CH2), 29.1 (d, 3JC,P = 7.6 Hz, C-3), 24.9 (d, 2JC,P = 13.1 Hz, butyl-|? -CH2), 17.1 (d, 3JC,P = 21.6 Hz, butyl-|? -CH2), 14.3 (butyl-CH3). MS (EI, 70 eV): m/z (%) = 358 (M+, 60), 135 (Ad+, 100).Synthesis_321921-71-5

Bis(adamant-1-yl) (? ?) phosphine ?? ?? ? ???

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Bis(adamant-1-yl) (? ?) phosphine ?? ??

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