Skip to Content
Merck
All Photos(1)

Documents

69110

Sigma-Aldrich

1-Methylpyrrolidine

≥98.0% (GC)

Synonym(s):

N-Methylpyrrolidine, N-Methyltetrahydropyrrole

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C5H11N
CAS Number:
Molecular Weight:
85.15
Beilstein:
102445
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥98.0% (GC)

form

liquid

refractive index

n20/D 1.425

bp

76-80 °C (lit.)

density

0.800 g/mL at 20 °C (lit.)

SMILES string

CN1CCCC1

InChI

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

InChI key

AVFZOVWCLRSYKC-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

1-Methylpyrrolidine is extensively used in the synthesis of pyrrolidine based ionic liquids. Some of the other reported applications include:
  • Synthesis of ionic liquid electrolytes for primary Li/CFx batteries.
  • Preparation of ionic liquid as a reaction medium to carry out sulfuric acid-catalyzed conversion of alkynes to ketones.
  • MCM-47, a highly crystalline ferrierite layered silicate, can be synthesized using a diquaternary ammonium salt prepared from the reaction of 1-methylpyrrolidine with 1,4-dibromobutane.

Signal Word

Danger

Hazard Statements

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Sulfuric acid-catalyzed conversion of alkynes to ketones in an ionic liquid medium under mild reaction conditions.
Wong W L, et al.
ACS Catalysis, 1(2), 116-119 (2011)
Structure and properties of high stability geminal dicationic ionic liquids.
Anderson J L, et al.
Journal of the American Chemical Society, 127(2), 593-604 (2005)
Ionic liquid electrolytes for lithium batteries: Synthesis, electrochemical, and cytotoxicity studies.
Madria N, et al.
Journal of Power Sources, 234, 277-284 (2013)
A R Salomon et al.
Biochemistry, 35(42), 13568-13578 (1996-10-22)
The 42-residues beta-(1-42) peptide is the major protein component of amyloid plaque cores in Alzheimer's disease. In aqueous solution at physiological pH, the synthetic beta-(1-42) peptide readily aggregates and precipitates as oligomeric beta-sheet structures, a process that occurs during amyloid
Burkhard Flick et al.
Toxicology and applied pharmacology, 237(2), 154-167 (2009-03-14)
N-methyl-2-pyrrolidone (NMP), which undergoes extensive biotransformation, has been shown in vivo to cause developmental toxicity and, especially after oral treatment, malformations in rats and rabbits. Data are lacking as to whether the original compound or one of its main metabolites

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service