134759
1,2,3,6-Tetrahydropyridine
97%
Synonym(s):
Δ3-Piperidine, 1,2,5,6-Tetrahydropyridine, 3,6-Dihydro-2H-pyridine
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About This Item
Empirical Formula (Hill Notation):
C5H9N
CAS Number:
Molecular Weight:
83.13
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
211-766-2
MDL number:
Assay:
97%
Form:
liquid
Quality Level
assay
97%
form
liquid
refractive index
n20/D 1.48 (lit.)
bp
108 °C (lit.)
mp
−48 °C (lit.)
density
0.911 g/mL at 25 °C (lit.)
SMILES string
C1CC=CCN1
InChI
1S/C5H9N/c1-2-4-6-5-3-1/h1-2,6H,3-5H2
InChI key
FTAHXMZRJCZXDL-UHFFFAOYSA-N
Application
Used to form ene-endo-spirocyclic ammonium ylids for [2,3]-sigmatropic rearrangement to pyrroloazepinones and oxazepinones.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
signalword
Danger
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
60.8 °F - closed cup
flash_point_c
16 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Santhosh Sethuramanujam et al.
Journal of neurophysiology, 112(1), 193-203 (2014-04-11)
Glutamate release at bipolar to ganglion cell synapses activates NMDA and AMPA/kainic acid (KA) ionotropic glutamate receptors. Their relative strength determines the output signals of the retina. We found that this balance is tightly regulated by presynaptic inhibition that preferentially
Shin'Ichiro Satake et al.
The European journal of neuroscience, 52(3), 3002-3021 (2020-05-10)
Synaptic vesicle exocytosis is triggered by Ca2+ influx through several subtypes of voltage-gated calcium channels in the presynaptic terminal. We previously reported that paired-pulse stimulation at brief intervals increases Cav 2.1 (P/Q-type) channel-mediated multivesicular release (MVR) at glutamatergic synapses between
Edward Roberts et al.
Organic letters, 7(10), 2075-2078 (2005-05-07)
The first examples of sigmatropic rearrangements of ene-endo-spirocyclic, tetrahydropyridine-derived ammonium ylids are reported. Thus, spiro[6.7]-ylids rearrange primarily by a [2,3]-pathway, whereas the analogous [6.6]-ylids rearrange by [1,2]- and [2,3]-mechanisms in roughly equal proportions. This method serves as a rapid entry