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Merck
CN

M6762

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:
Molecular Weight:
99.13
EC Number:
212-828-1
UNSPSC Code:
12352005
PubChem Substance ID:
Beilstein/REAXYS Number:
106420
MDL number:
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InChI key

SECXISVLQFMRJM-UHFFFAOYSA-N

InChI

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

SMILES string

CN1CCCC1=O

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

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Legal Information

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

pictograms

Health hazardExclamation mark

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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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
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
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
Nurit Atar et al.
ACS applied materials & interfaces, 7(22), 12047-12056 (2015-05-07)
In low Earth orbit (LEO), hazards such as atomic oxygen (AO) or electrostatic discharge (ESD) degrade polymeric materials, specifically, the extensively used polyimide (PI) Kapton. We prepared PI-based nanocomposite films that show both AO durability and ESD protection by incorporating

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