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Safety Information

M79204

Sigma-Aldrich

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:
120-94-5
Molecular Weight:
85.15
Beilstein:
102445
EC Number:
204-438-5
MDL number:
MFCD00003173
UNSPSC Code:
12352100
PubChem Substance ID:
24897203
NACRES:
NA.22

Assay

97%

form

liquid

bp

80-81 °C (lit.)

density

0.819 g/mL at 25 °C (lit.)

SMILES string

CN1CCCC1

InChI

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

InChI key

AVFZOVWCLRSYKC-UHFFFAOYSA-N

Related Categories

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.

Signal Word

Danger

Hazard Statements

H225,H301,H314,H332,H411

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-0.4 °F - closed cup

Flash Point(C)

-18 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 1 petroleums
Hazardous rank II
Water insoluble liquid

JAN Code

M79204-5G:
M79204-5ML:
M79204-VAR:
M79204-100ML:
M79204-500ML:
M79204-500G:
M79204-100G:
M79204-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH0060
BCCG9619
BCCG6715
BCCC5874
BCBW8625

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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)
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)
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-zinc borohydride: As a new stable and efficient reducing agent in organic synthesis
Tajbakhsh M, et al.
Synthetic Communications, 33(2), 229-236 (2003)
Chafik Ghayor et al.
The Journal of biological chemistry, 286(27), 24458-24466 (2011-05-27)
Regulation of RANKL (receptor activator of nuclear factor κB ligand)-induced osteoclast differentiation is of current interest in the development of antiresorptive agents. Osteoclasts are multinucleated cells that play a crucial role in bone resorption. In this study, we investigated the
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