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重要文件

254614

Sigma-Aldrich

N-苯硒基邻苯二甲酰胺

technical grade

同義詞:

2-(Phenylseleno)-1H-isoindole-1,3(2H)-dione, 2-Phenylselanylisoindole-1,3-dione, N-Phenylselenylphthalimide

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About This Item

經驗公式(希爾表示法):
C14H9NO2Se
CAS號碼:
分子量::
302.19
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22
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等級

technical grade

mp

181-184 °C (lit.)

官能基

imide

儲存溫度

−20°C

SMILES 字串

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 密鑰

TYZFQSLJTWPSDS-UHFFFAOYSA-N

應用

N-(Phenylseleno)phthalimide is a versatile selenamide reagent and has been used:
  • to selectively derivatize thiols for mass spectrometric analysis[1]
  • to derivatize thiol peptides in protein digests[1]
  • in L-prolinamide or pyrrolidine trifluoromethanesulfonamide promoted α-selenenylation reactions of aldehydes and ketones[2]
  • for introducing PhSe into protected glycals[3], ketones[4], aldehydes[4], stannanes[5] and exocyclic alkenes[6]

訊號詞

Danger

危險分類

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

儲存類別代碼

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

水污染物質分類(WGK)

WGK 3

個人防護裝備

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Tetrahedron Letters, 33, 6243-6243 (1992)
Tetrahedron Letters, 34, 7755-7755 (1993)
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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