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[ CAS No. 401-79-6 ] {[proInfo.proName]}

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Chemical Structure| 401-79-6
Chemical Structure| 401-79-6
Structure of 401-79-6 * Storage: {[proInfo.prStorage]}

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Product Citations

Product Citations

Qiao Lin ; Ethan H. Spielvogel ; Tianning Diao DOI:

Abstract: The capture of carbon-centered radicals at a nickel(II) center is commonly featured in recent cross-coupling and metallaphotoredox catalytic reactions. Despite its widespread application in catalysis, this fundamental step lacks experimental characterization. This report portrays radical capture at catalytically relevant nickel(II) centers from several aspects, including the structure-activity relationships of the ligands, the mechanism, the kinetics, and the stereoselectivity. Spectroscopic data provide evidence for the formation of a nickel(III) intermediate. Strikingly different reactivity between nickel-aryl and nickel-alkyl complexes implies different rate-determining steps for C(sp3)–C(sp3) and C(sp2)–C(sp3) bond formation. Kinetic data benchmark the capture rates on the scale of 10[7] M?1s?1 and 10[6] M?1s?1 for primary and secondary radicals, respectively. Overall, the activation energy is higher than that of previous computational estimations. Finally, stoichiometric experiments with well-defined chiral nickel complexes demonstrate that the radical trapping step can confer diastereoselectivity and enantioselectivity with a drastic ligand effect.

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Product Details of [ 401-79-6 ]

CAS No. :401-79-6 MDL No. :MFCD00190105
Formula : C8H7F3 Boiling Point : -
Linear Structure Formula :- InChI Key :VJYXZJGDFJJDGF-UHFFFAOYSA-N
M.W : 160.14 Pubchem ID :136246
Synonyms :

Calculated chemistry of [ 401-79-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.25
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 36.41
TPSA : 0.0 ?2

Pharmacokinetics

GI absorption : Low
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.93 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.13
Log Po/w (XLOGP3) : 3.31
Log Po/w (WLOGP) : 4.17
Log Po/w (MLOGP) : 3.68
Log Po/w (SILICOS-IT) : 3.28
Consensus Log Po/w : 3.31

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.26
Solubility : 0.0889 mg/ml ; 0.000555 mol/l
Class : Soluble
Log S (Ali) : -2.99
Solubility : 0.165 mg/ml ; 0.00103 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.66
Solubility : 0.0351 mg/ml ; 0.000219 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.04

Safety of [ 401-79-6 ]

Signal Word:Danger Class:3
Precautionary Statements:P261-P305+P351+P338 UN#:1993
Hazard Statements:H225-H315-H319-H335 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 401-79-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 401-79-6 ]

[ 401-79-6 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 109-06-8 ]
  • [ 75-63-8 ]
  • [ 1620-72-0 ]
  • [ 6140-17-6 ]
  • [ 401-79-6 ]
  • [ 13630-19-8 ]
  • 2
  • [ 75-63-8 ]
  • [ 108-88-3 ]
  • [ 1620-72-0 ]
  • [ 6140-17-6 ]
  • [ 401-79-6 ]
  • [ 13630-19-8 ]
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