254614
N-(Phenylseleno)phthalimide
technical grade
Synonym(s):
2-(Phenylseleno)-1H-isoindole-1,3(2H)-dione, 2-Phenylselanylisoindole-1,3-dione, N-Phenylselenylphthalimide
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About This Item
Empirical Formula (Hill Notation):
C14H9NO2Se
CAS Number:
Molecular Weight:
302.19
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
grade
technical grade
Quality Level
mp
181-184 °C (lit.)
functional group
imide
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
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
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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Synlett, 419-419 (1992)
Tetrahedron Letters, 34, 7755-7755 (1993)
Tetrahedron Letters, 33, 6243-6243 (1992)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 254614-5G | 04061825998787 |
| 254614-1G | 04061825998770 |