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377112 Aldrich

3-Pyrroline

95%

Synonym: 2,5-Dihydropyrrole

  • CAS Number 109-96-6

  • Empirical Formula (Hill Notation) C4H7N

  • Molecular Weight 69.11

  •  Beilstein Registry Number 103173

  •  EC Number 203-723-1

  •  MDL number MFCD00005213

  •  PubChem Substance ID 24863493

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Properties

Related Categories Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks, Pyrrolines
InChI Key   JVQIKJMSUIMUDI-UHFFFAOYSA-N
assay   95%
refractive index   n20/D 1.46(lit.)
bp   90-91 °C/748 mmHg(lit.)
density   0.91 g/mL at 25 °C(lit.)
storage temp.   −20°C

Description

Packaging

1 g in ampule

250 mg in ampule

Application

3-Pyrroline is suitable for use in a study to investigate the core-level binding energies of simple unsaturated organic molecules bonded to the Si(001) surface by X-ray photoelectron spectroscopy (XPS). It may be used in the synthesis of renin inhibitors and vasodilators.

General description

3-Pyrroline is a heterocyclic building block. The excited state dynamics of 3-pyrroline by Hamiltonian model based on the vibronic coupling model has been investigated. Trifluoromethylated azomethine ylide is reported as precursor for the synthesis of 3-pyrroline building blocks. 3-Pyrrolines are reported as highly useful intermediates for the synthesis of functionalized pyrrolines, pyrrolidines and other natural products. Preparation of 3-pyrroline(2,5-dihydro-1H-pyrrole) from (Z)-1,4-dichloro-2-butene, via Delépine Reaction has been reported. It is formed as intermediate in the synthesis of N-(tert-butyloxycarbonyl)-3-pyrroline. Reaction of Me3Al and Me3Ga with 3-pyrroline is reported.

Various 3-pyrrolines (2,5-dihydropyrroles) have been synthesized by two-step reaction sequence of alkylation/alkylidene carbene CH-insertion reaction. Synthesis of 3-pyrroline has been reported by employing cis-1,4-dichloro-2-butene as starting reagent.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2733PSN1 8(3) / PGII
WGK Germany 
2
Flash Point(F) 
-.4 °F
Flash Point(C) 
-18 °C

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Protocols & Articles
Peer-Reviewed Papers
15

References

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