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Merck
CN

69110

1-Methylpyrrolidine

≥98.0% (GC)

Synonym(s):

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
329761387
EC Number:
204-438-5
Beilstein/REAXYS Number:
102445
MDL number:
MFCD00003173
Assay:
≥98.0% (GC)
Form:
liquid

Key Documents

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InChI key

AVFZOVWCLRSYKC-UHFFFAOYSA-N

InChI

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

SMILES string

CN1CCCC1

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.)

Quality Level

100

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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.

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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

wgk

WGK 3

flash_point_f

-0.4 °F - closed cup

flash_point_c

-18 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCN4517
BCCL3207
BCCM4998
BCBR7872V
BCCH0060

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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)
Ionic liquid electrolytes for lithium batteries: Synthesis, electrochemical, and cytotoxicity studies.
Madria N, et al.
Journal of Power Sources, 234, 277-284 (2013)
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)
Pawel Mroz et al.
Nanomedicine : nanotechnology, biology, and medicine, 7(6), 965-974 (2011-06-08)
Functionalized fullerenes represent a new class of photosensitizer (PS) that is being investigated for photodynamic therapy (PDT) of various diseases, including cancer. We tested the hypothesis that fullerenes could be used to mediate PDT of intraperitoneal (IP) carcinomatosis in a
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
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