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M6762

Sigma-Aldrich

1-Methyl-2-pyrrolidinone

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
Beilstein:
106420
EC Number:
212-828-1
MDL number:
MFCD00003193
UNSPSC Code:
12352005
PubChem Substance ID:
329818036

vapor density

3.4 (vs air)

vapor pressure

0.29 mmHg ( 20 °C)
0.99 mmHg ( 40 °C)

autoignition temp.

518 °F

expl. lim.

9.5 %

refractive index

n20/D 1.47 (lit.)

bp

202 °C (lit.)
81-82 °C/10 mmHg (lit.)

mp

−24 °C (lit.)

solubility

ethanol: miscible 0.1 mL/mL, clear, colorless (10%, v/v)
H2O: miscible
acetone: miscible
benzene: miscible
chloroform: miscible
diethyl ether: miscible
ethyl acetate: miscible

density

1.028 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CN1CCCC1=O

InChI

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

InChI key

SECXISVLQFMRJM-UHFFFAOYSA-N

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Other Notes

This product has been replaced by M79603-Sigma-Aldrich | 1-Methyl-2-pyrrolidinone, ReagentPlus®, 99% | C5H9NO

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H315,H319,H335,H360D

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
David S Hewings et al.
Journal of medicinal chemistry, 54(19), 6761-6770 (2011-08-20)
Histone-lysine acetylation is a vital chromatin post-translational modification involved in the epigenetic regulation of gene transcription. Bromodomains bind acetylated lysines, acting as readers of the histone-acetylation code. Competitive inhibitors of this interaction have antiproliferative and anti-inflammatory properties. With 57 distinct
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).
Lu Li et al.
ACS nano, 9(11), 11342-11350 (2015-09-29)
The next generation of deformable and shape-conformable electronics devices will need to be powered by batteries that are not only flexible but also foldable. Here we report a foldable lithium-sulfur (Li-S) rechargeable battery, with the highest areal capacity (∼3 mAh
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