166391
1-Formylpyrrolidine
97%
Synonym(s):
Pyrrolidine-1-carboxaldehyde
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About This Item
Empirical Formula (Hill Notation):
C5H9NO
CAS Number:
Molecular Weight:
99.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
223-175-7
Beilstein/REAXYS Number:
106540
MDL number:
Assay:
97%
Form:
liquid
InChI key
AGRIQBHIKABLPJ-UHFFFAOYSA-N
InChI
1S/C5H9NO/c7-5-6-3-1-2-4-6/h5H,1-4H2
SMILES string
[H]C(=O)N1CCCC1
assay
97%
form
liquid
refractive index
n20/D 1.479 (lit.)
bp
92-94 °C/15 mmHg (lit.)
density
1.04 g/mL at 25 °C (lit.)
Quality Level
General description
1-Formylpyrrolidine is the monomer constituent of gas clathrate inhibitor.
Application
1-Formylpyrrolidine was used in the synthesis of 1-oxa-3,4-dimethyl-5-(1-pyrrolldino)-2,2-di(tert-butyl)silacyclopentane and 1-oxa-4-isopropyl-5-(1-pyrrolidino)-2,2-di(tert-butyl)silacyclopentane.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
203.0 °F - closed cup
flash_point_c
95 °C - closed cup
ppe
Eyeshields, Gloves
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Preparation and synthetic utility of oxasilacyclopentane acetals derived from siliranes.
Shaw JT and Woerpel KA.
Tetrahedron, 53(48), 16597-16606 (1997)
Computational studies of structure and dynamics of clathrate inhibitor monomers in solution.
Gomez G, et al.
Industrial & Engineering Chemistry Research, 46(1), 131-142 (2007)
M Saito et al.
Journal of enzyme inhibition, 3(3), 163-178 (1990-01-01)
Several prolinal derivatives were synthesized and examined for their inhibitory activity on post-proline cleaving enzymes from Flavobacterium meningosepticum and bovine brain and their possible properties as nootropic agents. Almost all the compounds tested inhibited the activity of both enzymes at
Joseph Bejjani et al.
The Journal of organic chemistry, 68(25), 9747-9752 (2003-12-06)
N-Tritylprolinal (prepared in four steps from l-proline) shows a very high Felkin diastereoselectivity in its reaction with various nucleophiles, leading to a straightforward and highly stereoselective access to syn-proline-derived amino alcohols.
T Yoshimoto et al.
Journal of biochemistry, 98(4), 975-979 (1985-10-01)
The inhibitory effects of proline-containing peptides and their derivatives on prolyl endopeptidases from Flavobacterium meningosepticum and bovine brain were compared. Replacement of the carboxyl terminal proline in N-blocked peptides with prolinal resulted in remarkable decreases in Ki values for both
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