254614
N-苯硒基邻苯二甲酰胺
technical grade
别名:
2-(Phenylseleno)-1H-isoindole-1,3(2H)-dione, 2-Phenylselanylisoindole-1,3-dione, N-Phenylselenylphthalimide
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关于此项目
经验公式（希尔记法）:
C14H9NO2Se
化学文摘社编号:
分子量:
302.19
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
产品名称
N-苯硒基邻苯二甲酰胺, technical grade
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
SMILES string
O=C1N([Se]c2ccccc2)C(=O)c3ccccc13
InChI key
TYZFQSLJTWPSDS-UHFFFAOYSA-N
grade
technical grade
mp
181-184 °C (lit.)
functional group
imide
storage temp.
−20°C
Quality Level
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
存储类别
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
Tetrahedron Letters, 34, 7755-7755 (1993)
Tetrahedron Letters, 33, 6243-6243 (1992)
Synlett, 419-419 (1992)
Tetrahedron Letters, 34, 7915-7915 (1993)
Jian Wang et al.
The Journal of organic chemistry, 70(14), 5678-5687 (2005-07-02)
[reaction: see text] A new catalytic method for direct alpha-selenenylation reactions of aldehydes and ketones has been developed. The results of exploratory studies have demonstrated that L-prolinamide is an effective catalyst for alpha-selenenylation reactions of aldehydes, whereas pyrrolidine trifluoromethanesulfonamide efficiently
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