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经验公式(希尔记法):
C8H4KNO2
化学文摘社编号:
分子量:
185.22
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-046-6
Beilstein/REAXYS Number:
3598719
MDL number:
产品名称
酞酰亚胺 钾盐, purum, ≥99.0% (NT)
InChI key
FYRHIOVKTDQVFC-UHFFFAOYSA-M
InChI
1S/C8H5NO2.K/c10-7-5-3-1-2-4-6(5)8(11)9-7;/h1-4H,(H,9,10,11);/q;+1/p-1
SMILES string
[K]N1C(=O)c2ccccc2C1=O
grade
purum
assay
≥99.0% (NT)
form
powder
impurities
≤0.5% water
mp
>300 °C (lit.)
functional group
imide
Quality Level
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Application
Phthalimide potassium salt (PPI) is widely used for the synthesis of primary amines from corresponding alkyl halides, known as Gabriel synthesis. Some of the other applications are:
- Preparation of phthalimidogold precatalyst for gold catalysis.
- It can be used in the palladium-catalyzed enantioselective synthesis of α- and β-amino acids.
- Potassium phthalimide is as an effective organocatalyst for the cyanosilylation of carbonyl compounds to synthesize cyanohydrin trimethylsilyl ethers.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
346.3 °F - closed cup
flash_point_c
174.6 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
A facile one-pot synthesis of N-substituted phthalimides using a catalytic amount of crown ether.
Soai K, et al.
Bulletin of the Chemical Society of Japan, 55(5), 1671-1672 (1982)
γ?Aminobutyric Acid
DeWitt C C
Organic Syntheses, 4-4 (1943)
Palladium-catalysed asymmetric allylic substitution: synthesis of α-and β-amino acids.
Bower J F, et al.
Journal of the Chemical Society. Perkin Transactions 1, 9, 1411-1420 (1997)
One-pot synthesis of core-expanded naphthalene diimides: enabling N-substituent modulation for diverse n-type organic materials.
Hu Y, et al.
Organic Letters, 14(1), 292-295 (2011)
Activation of trimethylsilyl cyanide by potassium phthalimide for facile synthesis of TMS-protected cyanohydrins.
Dekamin MG and Karimi Z.
Journal of Organometallic Chemistry, 694(12), 1789-1794 (2009)
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