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156884

Sigma-Aldrich

3-Nitrophthalic anhydride

98%

Synonym(s):

3-Nitrophthalic acid anhydride, 4-Nitro-2-benzofuran-1,3-dione, 4-Nitroisobenzofuran-1,3-dione

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About This Item

Empirical Formula (Hill Notation):
C8H3NO5
CAS Number:
641-70-3
Molecular Weight:
193.11
Beilstein/REAXYS Number:
179963
EC Number:
211-373-6
MDL number:
MFCD00005921
UNSPSC Code:
12162002
PubChem Substance ID:
24849643
NACRES:
NA.23

assay

98%

form

solid

mp

163-165 °C (lit.)

SMILES string

[O-][N+](=O)c1cccc2C(=O)OC(=O)c12

InChI

1S/C8H3NO5/c10-7-4-2-1-3-5(9(12)13)6(4)8(11)14-7/h1-3H

InChI key

ROFZMKDROVBLNY-UHFFFAOYSA-N

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Application

Reactions with aminoquinazolinones yield phthalimidoquinazolinones.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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J. Serb. Chem. Soc., 57, 629-629 (1992)
Koichiro Teshima et al.
Journal of pharmaceutical and biomedical analysis, 47(3), 560-566 (2008-03-04)
A liquid chromatography-tandem mass spectrometric (LC-MS/MS) method following chemical derivatization with 3-nitrophtalic anhydride was developed for the simultaneous determination of farnesol and geranylgeraniol in rat liver and testis. One analogue compound of the analytes, n-pentadecanol, was used as an internal
M Pawlowska et al.
Journal of chromatography. A, 666(1-2), 485-491 (1994-04-22)
New pre-column derivatizing reagents: phthalic anhydride, 3-nitrophthalic anhydride, diphenic anhydride, 1,8-naphthalic anhydride and diphenylmaleic anhydride have been developed for resolving chiral compounds having amine groups. Although all of these agents produce derivatives with high molar absorptivities, the later two also
Mauro Vieira de Almeida et al.
Chemical & pharmaceutical bulletin, 55(2), 223-226 (2007-02-03)
Fourteen thalidomide analogs bearing two phthalimido units were prepared in high yields (83-94%) by condensation of different diamines with phthalic or 3-nitrophthalic anhydride. An in vitro investigation of the compounds as inhibitors of the TNF-alpha production was performed. The inhibition

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