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Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
Chemical Structure| 403-39-4 Chemical Structure| 403-39-4

Structure of 403-39-4

Chemical Structure| 403-39-4

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Product Citations

Product Citations

Qiao Lin ; Ethan H. Spielvogel ; Tianning Diao ;

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 [ 403-39-4 ]

CAS No. :403-39-4
Formula : C9H11F
M.W : 138.18
SMILES Code : CC(C)C1=CC=C(F)C=C1
MDL No. :MFCD00017969
InChI Key :XZISOEPNTDOUEA-UHFFFAOYSA-N
Pubchem ID :96559

Safety of [ 403-39-4 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H225-H302-H315-H319-H335-H411
Precautionary Statements:P210-P240-P241-P242-P243-P261-P264-P270-P271-P273-P280-P301+P312-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P370+P378-P391-P403+P233-P403+P235-P405-P501
Class:3
UN#:1993
Packing Group:
 

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