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254614 Sigma-Aldrich

N-(Phenylseleno)phthalimide

technical grade

  • CAS Number 71098-88-9

  • Empirical Formula (Hill Notation) C14H9NO2Se

  • Molecular Weight 302.19

  •  MDL number MFCD00010406

  •  PubChem Substance ID 24855397

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, Chemical Synthesis, Organic Building Blocks, Selenium Compounds
Quality Level   100
grade   technical grade
mp   181-184 °C (lit.)
storage temp.   −20°C
SMILES string   O=C1N([Se]c2ccccc2)C(=O)c3ccccc13
InChI   1S/C14H9NO2Se/c16-13-11-8-4-5-9-12(11)14(17)15(13)18-10-6-2-1-3-7-10/h1-9H
InChI key   TYZFQSLJTWPSDS-UHFFFAOYSA-N

Description

Application

N-(Phenylseleno)phthalimide is a versatile selenamide reagent and has been used:
• to selectively derivatize thiols for mass spectrometric analysis
• to derivatize thiol peptides in protein digests
• in L-prolinamide or pyrrolidine trifluoromethanesulfonamide promoted α-selenenylation reactions of aldehydes and ketones
• for introducing PhSe into protected glycals, ketones, aldehydes, stannanes and exocyclic alkenes

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3283 6.1 / PGII
WGK Germany 
3

Meet Synthia - Retrosynthesis Sofware
Protocols & Articles
Peer-Reviewed Papers
15

References

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