790796

Sigma-Aldrich

Zinc benzylsulfinate

Synonym(s):
Zinc benzylsulfinate, Baran BNS Reagent
Empirical Formula (Hill Notation):
C14H14O4S2Zn
CAS Number:
Molecular Weight:
375.78
PubChem Substance ID:
NACRES:
NA.22

reaction suitability

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

reagent type: diversification reagent

Quality Level

mp

56 °C (Decomposition)

storage temp.

2-8°C

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

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.

Packaging

1 g in glass bottle

Other Notes

may contain up to 1 mole eq ZnCl2

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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...
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...
Articles
The synthesis of heteroaromatic and aromatic compounds is at the heart of the chemical industry. The ever-growing demand for new chemical entities, coupled with dwindling resources and time constraints allotted to any given research project, a rapid way to diversify (hetero)aromatic scaffolds is needed.
Read More

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