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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

Quality Level

100

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)
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
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.
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