407992

Sigma-Aldrich

N-Methylphthalimide

98%

Empirical Formula (Hill Notation):
C9H7NO2
CAS Number:
Molecular Weight:
161.16
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

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.

Packaging

5 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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)
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...

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