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40314-06-5

40314-06-5 Structure

40314-06-5 Structure
IdentificationBack Directory
[Name]

4-METHYLPHTHALIMIDE 99
[CAS]

40314-06-5
[Synonyms]

4-Methykphthalimide
4-METHYLPHTHALIMIDE 99
5-Methyl-isoindole-1,3-dione
5-Methylisoindoline-1,3-dione
5-methyl-1H-isoindole-1,3-(2H)-dione
1H-Isoindole-1,3(2H)-dione, 5-methyl-
4-METHYLPHTHALIMIDE 96% C9H7NO2 FW161.16
[Molecular Formula]

C9H7NO2
[MDL Number]

MFCD05155224
[MOL File]

40314-06-5.mol
[Molecular Weight]

161.16
Chemical PropertiesBack Directory
[Melting point ]

196.5-199.5 °C(lit.)
[density ]

1.301±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

Solid
[pka]

10.09±0.20(Predicted)
[color ]

Off-white to light brown
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H317
[Precautionary statements ]

P280-P305+P351+P338
[WGK Germany ]

3
[HS Code ]

2933998090
Hazard InformationBack Directory
[Uses]

4-Methylphthalimide is a useful research chemical used in the preparation of imidobiaryls via ring opening reaction of cyclic diaryliodonium salts with imides by copper catalyst.
[Synthesis]

4-Methylphthalic anhydride

19438-61-0

4-METHYLPHTHALIMIDE  99

40314-06-5

General procedure for the synthesis of 4-methylphthalimide from 5-methylisobenzofuran-1,3-dione (Intermediate Example 71): 5-methyl-2,3-dihydro-1H-isoindole xylene (15 mL) was added to a reaction vial containing 4-methylphthalic anhydride (3.0 g) and urea (1.2 g). The reaction mixture was stirred at 150°C overnight. After completion of the reaction, the mixture was cooled to room temperature and the precipitated crystals were collected by filtration and washed sequentially with ethanol and water. The resulting crystals were dried under reduced pressure to give 4-methylphthalimide (2.4 g, 82% yield) as white crystals.1H NMR (CDCl3) δ (ppm): 2.5 (3H, s), 7.5 (1H, d), 7.6 (1H, s), 7.7 (1H, s).

[References]

[1] Patent: EP1595866, 2005, A1. Location in patent: Page/Page column 27
[2] Bulletin of the Chemical Society of Japan, 2001, vol. 74, # 10, p. 1975 - 1976
[3] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 14, p. 4159 - 4162
[4] Patent: EP1445249, 2004, A1. Location in patent: Page 133
Spectrum DetailBack Directory
[Spectrum Detail]

4-METHYLPHTHALIMIDE 99(40314-06-5)1HNMR
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