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178314

Sigma-Aldrich

N-Aminophthalimide

technical grade, 90%

Synonym(s):

N,N-Phthaloylhydrazine, unsym.

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About This Item

Empirical Formula (Hill Notation):
C8H6N2O2
CAS Number:
1875-48-5
Molecular Weight:
162.15
Beilstein/REAXYS Number:
383756
EC Number:
217-505-9
MDL number:
MFCD00005895
UNSPSC Code:
12352100
PubChem Substance ID:
24850729
NACRES:
NA.22

grade

technical grade

Quality Level

200

assay

90%

form

powder

mp

200-202 °C (lit.)

SMILES string

NN1C(=O)c2ccccc2C1=O

InChI

1S/C8H6N2O2/c9-10-7(11)5-3-1-2-4-6(5)8(10)12/h1-4H,9H2

InChI key

KSILMCDYDAKOJD-UHFFFAOYSA-N

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Application

N-Aminophthalimide was employed in the aziridination of chiral N-enoyl sultams. It was also used in the synthesis of n-phthalimidoaziridines.

Other Notes

Remainder phthalhydrazide

pictograms

Exclamation markHealth hazard
GHS07,GHS08

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - 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, Faceshields, 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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Journal of the Chemical Society. Chemical Communications, 1074-1074 (1993)
Kung-Shou Yang et al.
Organic letters, 4(7), 1107-1109 (2002-04-02)
[reaction: see text] Reaction of various N-enoyl oxazolidinones 5a-f with N-aminophthalimide and lead tetraacetate in the presence of camphor-derived chiral ligands provides the desired N-phthalimidoaziridines 6a-f in good to high enantiomeric excess (67-95% ee) at 0 degrees C within 15

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