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ALD00560

Sigma-Aldrich

1-((3,5-Difluorophenyl)sulfonyl)bicyclo[2.1.0]pentane

95%

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About This Item

Empirical Formula (Hill Notation):
C11H10F2O2S
Molecular Weight:
244.26
UNSPSC Code:
12352200
PubChem Substance ID:
329772719
NACRES:
NA.22

Quality Level

100

Assay

95%

form

powder

reaction suitability

reaction type: C-C Bond Formation

storage temp.

2-8°C

SMILES string

O=S(C1=CC(F)=CC(F)=C1)(C23CCC2C3)=O

InChI

1S/C11H10F2O2S/c12-8-3-9(13)5-10(4-8)16(14,15)11-2-1-7(11)6-11/h3-5,7H,1-2,6H2

InChI key

IZBMPDKWKGIJQD-UHFFFAOYSA-N

Application

The following "spring-loaded" electrophile is a convenient reagent for the installation of cyclopentane to primary and secondary amines. This product is one of several synthetically useful reagents reported by Baran and coworkers on Strain-release amination.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Baran Group – Professor Product Portal

The Baran Group works with Sigma-Aldrich in providing a portfolio of zinc-based reagents promoting difluoromethylation, trifluoromethylation, trifluoroethylation and isopropylation of aryl and heteroaryl motifs. Baran’s lab has also helped introduce a portable desaturase (Tz0Cl), which promotes the installation of alcohol and amine groups and leaves behind a highly useful tosyl group for further transformations.

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