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About This Item
Empirical Formula (Hill Notation):
C4H7N
CAS Number:
Molecular Weight:
69.11
Beilstein/REAXYS Number:
103173
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
assay
95%
form
liquid
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
SMILES string
C1NCC=C1
InChI
1S/C4H7N/c1-2-4-5-3-1/h1-2,5H,3-4H2
InChI key
JVQIKJMSUIMUDI-UHFFFAOYSA-N
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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.
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.
accessory
Product No.
Description
Pricing
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 2 - Skin Corr. 1A
Storage Class
3 - Flammable liquids
wgk_germany
WGK 2
flash_point_f
-0.4 °F - closed cup
flash_point_c
-18 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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A modified procedure for the preparation of 2, 5-dihydropyrrole (3-pyrroline).
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The Journal of Organic Chemistry, 58(1), 270-271 (1993)
A convenient route to 3-pyrroline utilizing the Delepine reaction.
Brandange S and Rodriguez B.
Synthesis, 4 , 347-348 (1988)
S P Neville et al.
The journal of physical chemistry. A, 118(51), 11975-11986 (2014-09-16)
A model Hamiltonian based on the vibronic coupling model is developed to describe the excited state dynamics of 3-pyrroline. With the use of the method of improved relaxation in conjunction with the MCTDH wavepacket propagation algorithm, vibrational eigenstates corresponding to
S H Rosenberg et al.
Journal of medicinal chemistry, 33(7), 1962-1969 (1990-07-01)
Incorporation of nonreactive polar functionalities at the C- and N-termini of renin inhibitors led to the development of a subnanomolar compound (21) with millimolar solubility. This inhibitor demonstrated excellent efficacy and a long duration of action upon intravenous administration to
An X-ray photoelectron spectroscopy study of the bonding of unsaturated organic molecules to the Si (001) surface.
Liu H and HamersRJ.
Surface Science, 416(3), 354-362 (1998)
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