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Merck
CN

15780

1-Methyl-2-pyrrolidinone

≥98.5% (GC)

Synonym(s):

1-Methyl-2-pyrrolidone, N-Methyl-2-pyrrolidone, NMP

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About This Item

Empirical Formula (Hill Notation):
C5H9NO
CAS Number:
872-50-4
Molecular Weight:
99.13
EC Number:
212-828-1
UNSPSC Code:
12190000
MDL number:
MFCD00003193
Beilstein/REAXYS Number:
106420

Key Documents

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InChI

1S/C5H9NO/c1-6-4-2-3-5(6)7/h2-4H2,1H3

InChI key

SECXISVLQFMRJM-UHFFFAOYSA-N

SMILES string

CN1CCCC1=O

vapor density

3.4 (vs air)

vapor pressure

0.29 mmHg ( 20 °C), 0.99 mmHg ( 40 °C)

assay

≥98.5% (GC)

autoignition temp.

518 °F

expl. lim.

9.5 %

impurities

≤0.1% water (Karl Fischer)

refractive index

n20/D 1.47 (lit.)

bp

202 °C (lit.), 81-82 °C/10 mmHg (lit.)

mp

−24 °C (lit.)

density

1.028 g/mL at 25 °C (lit.)

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pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 1

flash_point_f

195.8 °F - Pensky-Martens closed cup

flash_point_c

91 °C - Pensky-Martens closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SZBA1880V
SZBA1880
SZBA3070V
SZB92450
SZBA3070

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B A Jönsson et al.
Journal of chromatography. B, Biomedical sciences and applications, 694(2), 351-357 (1997-07-04)
A method for simultaneous determination of 5-hydroxy-N-methylpyrrolidone and 2-hydroxy-N-methylsuccinimide in urine is described. These compounds are metabolites of N-methyl-2-pyrrolidone, a powerful and widely used organic solvent. 5-Hydroxy-N-methylpyrrolidone and 2-hydroxy-N-methylsuccinimide were purified from urine by adsorption to a C8 solid-phase extraction
Laura Vogelaar et al.
Small (Weinheim an der Bergstrasse, Germany), 1(6), 645-655 (2006-12-29)
Phase separation micromolding (PSmicroM) is a versatile microfabrication technique that can be used to structure a very broad range of polymers, including block copolymers and biodegradable and conductive polymers without the need for clean-room facilities. By incorporating a subsequent process
Yun Ping Neo et al.
Journal of agricultural and food chemistry, 62(22), 5163-5172 (2014-05-16)
Effects of heat treatment on structure and physicochemical properties of zein (Ze) and gallic acid loaded zein (Ze-GA) electrospun fiber mats were investigated. The electrospun fiber mats displayed different surface and physicochemical properties after being heat-cured at 150 °C for
Chun-Wa Chung et al.
Journal of medicinal chemistry, 55(2), 576-586 (2011-12-06)
Bromodomain-containing proteins are key epigenetic regulators of gene transcription and readers of the histone code. However, the therapeutic benefits of modulating this target class are largely unexplored due to the lack of suitable chemical probes. This article describes the generation
Ajit Dhananjay Jagtap et al.
European journal of medicinal chemistry, 85, 268-288 (2014-08-05)
A series of 6-acylureido derivatives containing a 3-(pyrrol-2-ylmethylidene)indolin-2-one scaffold were synthesized as potential dual Aurora B/FLT3 inhibitors by replacing the 6-arylureido moiety in 6-arylureidoindolin-2-one-based multi-kinase inhibitors. (Z)-N-(2-(pyrrolidin-1-yl)ethyl)-5-((6-(3-(2-fluoro-4-methoxybenzoyl)ureido)-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxamide (54) was identified as a dual Aurora B/FLT3 inhibitor (IC50 = 0.4 nM and 0.5 nM, respectively).
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