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455164

Tricyclohexylphosphine solution

20 wt. % in toluene

Synonym(s):

NSC 158657, PCy3

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About This Item

Linear Formula:
(C6H11)3P
CAS Number:
2622-14-2
Molecular Weight:
280.43
UNSPSC Code:
12350000
NACRES:
NA.22
PubChem Substance ID:
24869033
MDL number:
MFCD00003853
Beilstein/REAXYS Number:
957171
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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

concentration

20 wt. % in toluene

functional group

phosphine

SMILES string

C1CCC(CC1)P(C2CCCCC2)C3CCCCC3

InChI

1S/C18H33P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h16-18H,1-15H2

InChI key

WLPUWLXVBWGYMZ-UHFFFAOYSA-N

Application

Catalyst for:
  • Carbonylative Suzuki-coupling of benzyl halides with potassium aryltrifluoroborates
  • Suzuki-Miyaura reactions of aryl sulfonates / halides with arylboronic acids
  • Synthesis of an acromelic acid A analog based 11C-labeled PET tracer
  • Synthesis of (-)-Exiguolide and its analogues
  • Allylation of zinc enolates
Reagent used as a ligand for a range of metal-catalyzed organic transformations.

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Danger

Hazard Classifications

Aquatic Chronic 3 - Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

target_organs

Central nervous system, Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

51.8 °F - closed cup

flash_point_c

11 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ7222
MKCW3356
MKCT3000
MKCR2445
MKCQ4668

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Adrian Tlahuext-Aca et al.
Dalton transactions (Cambridge, England : 2003), 43(42), 15997-16005 (2014-09-19)
Ni(0)-catalyzed dehydrogenation of benzylic-type imines was performed to yield asymmetrical tetra-substituted imidazoles and 2-imidazolines. This was achieved with a single operational step while maintaining good selectivity and atom economy. The catalytic system shows low to moderate tolerance for fluoro-, trifluoromethyl-
Sebastijan Kovačič et al.
Macromolecular rapid communications, 36(17), 1605-1611 (2015-07-15)
Metal-organic frameworks (MOFs) nanoparticles in combination with a nonionic surfactant (Pluronic L-121) are used to stabilize dicyclopentadiene (DCPD)-in-water high internal phase emulsions (HIPEs). The resulting HIPEs containing the MIL-100(Fe) nanoparticles (MIL: Materials of Institut Lavoisier) at the interface between the

Global Trade Item Number

SKUGTIN
455164-100G04061838119858
455164-500G04061838127884