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Key Documents

407992

Sigma-Aldrich

N-Methylphthalimide

98%

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About This Item

Empirical Formula (Hill Notation):
C9H7NO2
CAS Number:
Molecular Weight:
161.16
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

mp

129-132 °C (lit.)

SMILES string

CN1C(=O)c2ccccc2C1=O

InChI

1S/C9H7NO2/c1-10-8(11)6-4-2-3-5-7(6)9(10)12/h2-5H,1H3

InChI key

ZXLYYQUMYFHCLQ-UHFFFAOYSA-N

General description

Photoreduction of N-methylphthalimide (NMP) with 2,3-dimethyl-2-butene has been studied. The selective electroreduction of N-methylphthalimide to 3-hydroxy-2-methyl-isoindolin-1-one in ionic liquids and phenol as a proton donor under silent and ultrasonic conditions has been reported. Single electron transfer (SET)-induced photochemical reaction of NMP with silyl enol ether has been investigated. Nitration of NMP is reported to afford “exclusively” 3-nitro-derivative.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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Customers Also Viewed

Single electron transfer induced photoaddition reactions of silyl enol ether to N-methylphthalimide.
Oh SW, et al.
Bull. Korean Chem. Soc., 28(4), 629-629 (2007)
Nitration of N-alkylphthalimides.
Williams FJ and Donahue PE.
The Journal of Organic Chemistry, 43(8), 1608-1610 (1978)
Constanza Villagrán et al.
Ultrasonics sonochemistry, 12(6), 423-428 (2005-04-26)
The selective electroreduction N-methylphthalimide to 3-hydroxy-2-methyl-isoindolin-1-one has been performed in ionic liquids using phenol as a proton donor under silent and ultrasonic conditions. A significant increase in the rate of electroreduction is shown using ultrasonic activation and in addition high
Photoreduction of N-methylphthalimide with 2, 3-dimethyl-2-butene. Evidence for reaction through an electron transfer generated ion pair.
Mazzocchi PH and Klingler L.
Journal of the American Chemical Society, 106(24), 7567-7572 (1984)

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