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795666

Sigma-Aldrich

Garg 5-bromo-3,4-pyridyne precursor

95%

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Synonym(s):
5-Bromo-4-(trimethylsilyl)pyridin-3-yl trifluoromethanesulfonate
Empirical Formula (Hill Notation):
C9H11BrF3NO3SSi
CAS Number:
1413439-82-3
Molecular Weight:
378.24
MDL number:
MFCD25976537
UNSPSC Code:
12352100
PubChem Substance ID:
329768500
NACRES:
NA.22

Quality Level

100

Assay

95%

form

liquid

density

1.549 g/L at 25 °C

storage temp.

2-8°C

SMILES string

BrC1=CN=CC(S(=O)(C(F)(F)F)=O)=C1[Si](C)(C)C

InChI

1S/C9H11BrF3NO3SSi/c1-19(2,3)8-6(10)4-14-5-7(8)17-18(15,16)9(11,12)13/h4-5H,1-3H3

InChI key

DFTOVRWLXREECB-UHFFFAOYSA-N

Related Categories

Application

Pyridyne precursor can be activated under mild fluoride conditions, which are highly reactive with dienes and other dipolariphiles (e.g. azides) to provide cycloaddition products containing an indole motif.

Other Notes

Indolyne Experimental and Computational Studies: Synthetic Applications and Origins of Selectivities of Nucleophilic Additions
Regioselective reactions of 3; 4-pyridynes enabled by the aryne distortion model

related product

Product No.
Description
Pricing

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301,H315,H318,H335

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Related Content

Garg Group – Professor Product Portal

The Garg group develops methods for the synthesis of natural products and pharmaceuticals. One key method pertains to heterocyclic arynes, such as indolynes and pyridynes, which are generated in situ from silyltriflate precursors under mild fluoride based reaction conditions.

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