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M79204

N-Methylpyrrolidine

97%

Synonym(s):

1-Methylpyrrolidine, N-Methylpyrrolidine, N-Methyltetrahydropyrrole

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About This Item

Empirical Formula (Hill Notation):
C5H11N
CAS Number:
Molecular Weight:
85.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-438-5
Beilstein/REAXYS Number:
102445
MDL number:
Assay:
97%
Form:
liquid
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InChI

1S/C5H11N/c1-6-4-2-3-5-6/h2-5H2,1H3

InChI key

AVFZOVWCLRSYKC-UHFFFAOYSA-N

SMILES string

CN1CCCC1

assay

97%

form

liquid

bp

80-81 °C (lit.)

density

0.819 g/mL at 25 °C (lit.)

Quality Level

Application

N-Methylpyrrolidine can be used as a starting material to synthesize:
N-methyl pyrrolidine-zinc borohydride (ZBHNMP), a reducing agent for reduction of aldehydes, ketones, acid chlorides, and esters. ZBHNMP is also used in the reductive amination of aldehydes and ketones to their corresponding amines.
N-alkyl-N-methyl-pyrrolidinium bis(trifluoromethanesulfonyl)imide ionic liquids.
N-methylpyrrolidine-2-one hydrotribromide applicable as a catalyst for aziridination of alkenes.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Inhalation - Aquatic Chronic 2 - Flam. Liq. 2 - Skin Corr. 1A

Storage Class

3 - Flammable liquids

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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N-Methylpyrrolidine-zinc borohydride: As a new stable and efficient reducing agent in organic synthesis
Tajbakhsh M, et al.
Synthetic Communications, 33(2), 229-236 (2003)
Reductive amination of aldehydes and ketones to their corresponding amines with N-methylpyrrolidine zinc borohydride
Alinezhad H, et al.
Tetrahedron Letters, 50(6), 659-661 (2009)
Effect of the alkyl group on the synthesis and the electrochemical properties of N-alkyl-N-methyl-pyrrolidinium bis (trifluoromethanesulfonyl) imide ionic liquids
Appetecchi GB, et al.
Electrochimica Acta, 54(4), 1325-1332 (2009)
N-methylpyrrolidine-2-one hydrotribromide: An efficient and new catalyst for the aziridination of alkenes using Chloramine-T under solvent free conditions
Jain SL, et al.
J. Mol. Catal. A: Chem., 256(1-2), 16-20 (2006)
Jeffrey O Stull et al.
AIHA journal : a journal for the science of occupational and environmental health and safety, 63(1), 62-71 (2002-02-15)
Although there is a wide variety of work gloves available to users of commercial paint stripping products, there are no published studies examining which type of gloves provide the best protection. To address this need, a multiphase study was undertaken

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