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H53704

Sigma-Aldrich

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:
524-38-9
Molecular Weight:
163.13
Beilstein/REAXYS Number:
131208
EC Number:
208-358-1
MDL number:
MFCD00005891
UNSPSC Code:
12352005
PubChem Substance ID:
24895686
NACRES:
NA.22
Pricing and availability is not currently available.

Product Name

N-Hydroxyphthalimide, 97%

assay

97%

form

crystalline

reaction suitability

reaction type: Addition Reactions

mp

233 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

ON1C(=O)c2ccccc2C1=O

InChI

1S/C8H5NO3/c10-7-5-3-1-2-4-6(5)8(11)9(7)12/h1-4,12H

InChI key

CFMZSMGAMPBRBE-UHFFFAOYSA-N

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Application

For preparation of amine nucleosides for coupling into non-anionic, anti-sense oligonucleosides.[1]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5430V
WXBF1430V
WXBD8210V
WXBD3562V
WXBD2011V

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Sigma-Aldrich

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N-HYDROXYNAPHTHALIMIDE

Tetrahedron Letters, 33, 2645-2645 (1992)
H M Petrassi et al.
Organic letters, 3(1), 139-142 (2001-06-30)
[figure: see text] A novel route to aryloxyamines via the copper-mediated cross-coupling of N-hydroxyphthalimide and phenylboronic acids is reported. The reaction is mediated by selected copper(I) and (II) salts in the presence of pyridine and is tolerant of several functional
[Hydroxyphthalimide induced medicamentosa-like dermatitis in five patients].
Jian-fang Zou et al.
Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases, 24(10), 625-625 (2006-11-14)
James M Takacs et al.
Organic letters, 5(20), 3595-3598 (2003-09-26)
[reaction: see text] Screening combinations of five catalyst precursors with 13 phosphorus ligands identified cyclization catalysts that favor carbocyclization-trapping with N-hydroxyphthalimide over a competing cycloisomerization mode.
S Coseri et al.
Biomacromolecules, 10(8), 2294-2299 (2009-09-03)
The oxidation reaction of regenerated cellulose fibers mediated by N-hydroxyphthalimide (NHPI) and various cocatalysts at room temperature for different time intervals and various amounts of low concentration sodium hypochlorite solution has been investigated to produce oxidized cellulose (OC), a biocompatible
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