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Merck
CN

790796

Zinc benzylsulfinate

Synonym(s):

Zinc benzylsulfinate, Baran BNS Reagent

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About This Item

Empirical Formula (Hill Notation):
C14H14O4S2Zn
CAS Number:
21799-75-7
Molecular Weight:
375.78
UNSPSC Code:
12352002
PubChem Substance ID:
329768240
NACRES:
NA.22
Form:
solid

Key Documents

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SMILES string

O=S(O[Zn]OS(CC1=CC=CC=C1)=O)CC2=CC=CC=C2

InChI

1S/2C7H8O2S.Zn/c2*8-10(9)6-7-4-2-1-3-5-7;/h2*1-5H,6H2,(H,8,9);/q;;+2/p-2

InChI key

AHSIXHPQMGLVIG-UHFFFAOYSA-L

form

solid

reaction suitability

reaction type: Alkylations, reaction type: C-C Bond Formation, reagent type: catalyst
reaction type: C-H Activation, reagent type: diversification reagent

mp

56 °C (Decomposition)

storage temp.

2-8°C

Application

Zinc benzylsulfinate (BNS) is part of a zinc sulfinate toolbox developed by Phil Baran for the simple and rapid diversification of heterocycles.


Practical and Innate Carbon-Hydrogen Functionalization of Heterocycles

Learn More at the Professor and Product Portal of Professor Phil S. Baran.

Other Notes

may contain up to 1 mole eq ZnCl2

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ3756
MKCQ5697
MKCG3302
MKBV1021V
MKBQ7984V

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Fionn O'Hara et al.
Journal of the American Chemical Society, 135(32), 12122-12134 (2013-07-19)
Radical addition processes can be ideally suited for the direct functionalization of heteroaromatic bases, yet these processes are only sparsely used due to the perception of poor or unreliable control of regiochemistry. A systematic investigation of factors affecting the regiochemistry
Yuta Fujiwara et al.
Nature, 492(7427), 95-99 (2012-12-04)
Nitrogen-rich heterocyclic compounds have had a profound effect on human health because these chemical motifs are found in a large number of drugs used to combat a broad range of diseases and pathophysiological conditions. Advances in transition-metal-mediated cross-coupling have simplified

Articles

Baran Diversinates™

Rapidly diversify (hetero)aromatic scaffolds for chemical industry needs amid resource and time constraints, ensuring efficiency.

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