H53704
N-Hydroxyphthalimide
97%, for peptide synthesis
Synonym(s):
2-Hydroxy-1H-isoindole-1,3(2H)-dione, 2-Hydroxyisoindole-1,3-dione, 2-Hydroxyphthalimide
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About This Item
Empirical Formula (Hill Notation):
C8H5NO3
CAS Number:
Molecular Weight:
163.13
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
EC Number:
208-358-1
MDL number:
Beilstein/REAXYS Number:
131208
Product Name
N-Hydroxyphthalimide, 97%
InChI key
CFMZSMGAMPBRBE-UHFFFAOYSA-N
InChI
1S/C8H5NO3/c10-7-5-3-1-2-4-6(5)8(11)9(7)12/h1-4,12H
SMILES string
ON1C(=O)c2ccccc2C1=O
assay
97%
form
crystalline
reaction suitability
reaction type: Addition Reactions
mp
233 °C (dec.) (lit.)
application(s)
peptide synthesis
Quality Level
Application
For preparation of amine nucleosides for coupling into non-anionic, anti-sense oligonucleosides.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Tetrahedron Letters, 33, 2645-2645 (1992)
Application of a dual linker with a reference cleavage site to discover a new reaction between amines and N-hydroxyphthalimide.
Viktor Krchnák et al.
Journal of combinatorial chemistry, 7(4), 523-525 (2005-07-12)
Francesca D'Acunzo et al.
European journal of biochemistry, 269(21), 5330-5335 (2002-10-24)
To investigate how solubility and steric issues affect the laccase-catalysed oxidation of phenols, a series of oligomeric polyphenol compounds, having increasing size and decreasing solubility in water, was incubated with laccase. The extent of substrate conversion, and the nature of
Yuuki Amaoka et al.
The Journal of organic chemistry, 77(22), 9959-9969 (2012-11-02)
A direct conversion of C(sp(3))-H bonds to C(sp(3))-N bonds has been achieved by utilizing catalytic N-hydroxyphthalimide (NHPI) and stoichiometric dialkyl azodicarboxylate. NHPI functions as a precursor of the electron-deficient phthalimide N-oxyl radical (PINO) to abstract hydrogens, and dialkyl azodicarboxylate acts
Riyuan Lin et al.
Organic letters, 14(16), 4158-4161 (2012-08-03)
A metal-free N-hydroxyphthalimide (NHPI) catalyzed aerobic oxidative cleavage of olefins has been developed. Molecular oxygen is used as the oxidant and reagent for this oxygenation reaction. This methodology has prevented the use of toxic metals or overstoichiometric amounts of traditional
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