| Identification | More | [Name]
N-Benzylmaleimide | [CAS]
1631-26-1 | [Synonyms]
1-BENZYL-1H-PYRROLE-2,5-DIONE
1-BENZYL-PYRROLE-2,5-DIONE
1-((PHENYL)METHYL)-1H-PYRROLE-2,5-DIONE
AKOS 90883
AKOS MSC-0016
ASISCHEM D48963
N-BENZYLMALEIMIDE
N-BENZYLMALEINIMIDE
TIMTEC-BB SBB003693
1H-Pyrrole-2,5-dione, 1-(phenylmethyl)-
1-Benzylmaleimide98%
N-Benzylmaleimide, 98+%
1-Benzylmaleimide 98%
Benzylmaleimid
N-BENZYLMALEIMIDE DIHYDRATE
N-Benzylmaleimid
1-(Phenylmethyl)pyrrole-2,5-dione
1-Benzyl-3-pyrroline-2,5-dione | [EINECS(EC#)]
216-631-1 | [Molecular Formula]
C11H9NO2 | [MDL Number]
MFCD00014540 | [Molecular Weight]
187.19 | [MOL File]
1631-26-1.mol |
| Chemical Properties | Back Directory | [Appearance]
off-white to light yellow | [Melting point ]
70 °C (lit.) | [Boiling point ]
177 °C / 20mmHg | [density ]
1 g/cm3 | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
powder to crystal | [pka]
-2.21±0.20(Predicted) | [color ]
White to Almost white | [Water Solubility ]
Insoluble | [BRN ]
135801 | [InChI]
InChI=1S/C11H9NO2/c13-10-6-7-11(14)12(10)8-9-4-2-1-3-5-9/h1-7H,8H2 | [InChIKey]
MKRBAPNEJMFMHU-UHFFFAOYSA-N | [SMILES]
N1(CC2=CC=CC=C2)C(=O)C=CC1=O | [CAS DataBase Reference]
1631-26-1(CAS DataBase Reference) | [NIST Chemistry Reference]
N-benzylmaleimide(1631-26-1) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS05 | [Signal word ]
Danger | [Hazard statements ]
H314 | [Precautionary statements ]
P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363 | [Hazard Codes ]
C,T | [Risk Statements ]
R34:Causes burns.
R25:Toxic if swallowed.
R20/21:Harmful by inhalation and in contact with skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 1759 8/PG 2
| [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29251900 | [Storage Class]
8A - Combustible corrosive hazardous materials | [Hazard Classifications]
Eye Dam. 1
Skin Corr. 1B |
| Hazard Information | Back Directory | [Chemical Properties]
off-white to light yellow | [Uses]
N-Benzylmaleimide is used as plastic additive, Pharmaceutical Intermediates. It is an important raw material intermediate used in organic Synthesis, Pharmaceuticals, Agrochemicals Dyestuff. | [General Description]
N-Benzylmaleimide is an N-substituted maleimide and its microwave-mediated facile and fast synthesis has been described. Radical and anionic copolymerization of N-benzylmaleimide with optically active N-(L-menthoxycarbonylmethyl)maleimide has been reported. Base-catalyzed asymmetric cycloaddition of anthrone with N-benzylmaleimide was studied in the presence of C2-chiral pyrrolidines. Stereoselctive iridium-catalyzed double incorporation reaction of styrene with N-benzylmaleimide affords cyclic product. | [Synthesis]
GENERAL PROCEDURE: At room temperature, benzylamine (17 mmol) was slowly added dropwise to a solution of maleic anhydride (20 mmol) dissolved in acetic acid (10 mL) to form a suspension. Subsequently, the reaction mixture was stirred under reflux conditions overnight. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was dissolved in chloroform (100 mL) and extracted by partition with deionized water (30 mL). The aqueous phase was further extracted with chloroform (3 x 50 mL). All organic phases were combined and washed sequentially with saturated aqueous sodium bicarbonate (30 mL) and brine (30 mL). The organic phases were dried over anhydrous sodium sulfate, filtered and concentrated. Finally, the concentrated residue was purified by silica gel column chromatography to obtain N-benzylmaleimide. | [References]
[1] Journal of Chemical Research - Part S, 1998, # 5, p. 272 - 273
[2] Journal of the Chinese Chemical Society, 2009, vol. 56, # 4, p. 839 - 842
[3] Synthesis, 2004, # 7, p. 995 - 998
[4] Tetrahedron Letters, 1997, vol. 38, # 46, p. 8089 - 8092
[5] Tetrahedron Asymmetry, 2008, vol. 19, # 18, p. 2115 - 2118 |
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