566322
N-Benzylpyrrole
97%
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About This Item
Empirical Formula (Hill Notation):
C11H11N
CAS Number:
Molecular Weight:
157.21
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
218-137-1
MDL number:
InChI key
FNEQHKCQXDKYEO-UHFFFAOYSA-N
InChI
1S/C11H11N/c1-2-6-11(7-3-1)10-12-8-4-5-9-12/h1-9H,10H2
SMILES string
C(c1ccccc1)n2cccc2
assay
97%
refractive index
n20/D 1.5685 (lit.)
bp
90 °C/0.9 mmHg (lit.)
bulk density
1.020 g/mL
General description
N-benzylpyrrole can be synthesized from N-benzylpyrrolidine via oxidation with 2-iodoxybenzoic acid(IBX) in presence of β-cyclodextrin in aqueous medium.
Application
N-benzylpyrrole may be used in the synthesis of the following:
- (E,Z)-3-(7,8-dimethoxy-5H-pyrrolo[2,1-a]isoindol-3-yl)-N,N-diethylacrylamide
- (E,Z)-7,8-dimethoxy-3-styryl-5H-pyrrolo[2,1-a]isoindole
- pyrroloisoquinolines
- (Z)-2-(7,8-dimethoxypyrrolo[1,2-b]isoquinolin-10-ylidene)-N,N-diethylacetamide
- (E,Z)-10-benzylidene-7,8-dimethoxy-5,10-dihydropyrrolo- [1,2-b]isoquinoline
- (E,Z)-7,8-dimethoxy-10-(2-methoxyvinyl)-5,10-dihydropyrrolo[1,2-b]isoquinoline
- (Z)-7,8-dimethoxy-10-(methoxymethylene)-5,10-dihydropyrrolo[1,2-b]isoquinoline
- 2-cyano-N-benzylpyrroles
- 3-cyano-N-benzylpyrroles
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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"Metal-Free One-Pot Conversion of Electron-Rich Aromatics into Aromatic Nitriles"
Ushijima S and Togo H
Synlett, 2010(07), 1067-1070 (2010)
"o-Iodoxybenzoic acid (IBX): a versatile reagent for the synthesis of N-substituted pyrroles mediated by ?-cyclodextrin in water"
Murthy N.S and Nageswar DVY
Tetrahedron Letters, 52(34), 4481-4484 (2001)
"Intramolecular Palladium-Catalyzed Direct Arylation vs. Heck Reactions: Synthesis of Pyrroloisoquinolines and Isoindoles"
Lage S, et al.
Advanced Synthesis & Catalysis, 351(14 - 15), 2460-2468 (2009)
Hannah F Dugdale et al.
Molecular and cellular biochemistry, 444(1-2), 109-123 (2017-12-01)
Glucose restriction (GR) impairs muscle cell differentiation and evokes myotube atrophy. Resveratrol treatment in skeletal muscle cells improves inflammatory-induced reductions in skeletal muscle cell differentiation. We therefore hypothesised that resveratrol treatment would improve muscle cell differentiation and myotube hypertrophy in
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