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Sigma-Aldrich

1-Formylpyrrolidine

97%

Synonym(s):

Pyrrolidine-1-carboxaldehyde

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About This Item

Empirical Formula (Hill Notation):
C5H9NO
CAS Number:
3760-54-1
Molecular Weight:
99.13
Beilstein:
106540
EC Number:
223-175-7
MDL number:
MFCD00003169
UNSPSC Code:
12352100
PubChem Substance ID:
24850163
NACRES:
NA.22

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.)

SMILES string

[H]C(=O)N1CCCC1

InChI

1S/C5H9NO/c7-5-6-3-1-2-4-6/h5H,1-4H2

InChI key

AGRIQBHIKABLPJ-UHFFFAOYSA-N

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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 Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

203.0 °F - closed cup

Flash Point(C)

95 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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.
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