Merck
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254614

Sigma-Aldrich

N-(Phenylseleno)phthalimide

technical grade

Empirical Formula (Hill Notation):
C14H9NO2Se
CAS Number:
Molecular Weight:
302.19
MDL number:
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

Quality Level

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

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181-184 °C (lit.)

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126-128 °C (lit.)

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147-149 °C (lit.)

storage temp.

−20°C

storage temp.

-

storage temp.

-

storage temp.

-

Quality Level

100

Quality Level

-

Quality Level

200

Quality Level

200

grade

technical grade

grade

-

grade

-

grade

-

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2

Storage Class Code

6.1B - Non-combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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