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M79603

Sigma-Aldrich

1-Methyl-2-pyrrolidinone

ReagentPlus®, 99%

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/REAXYS Number:
106420
EC Number:
212-828-1
MDL number:
MFCD00003193
UNSPSC Code:
12352005
PubChem Substance ID:
329818046
NACRES:
NA.21

vapor density

3.4 (vs air)

Quality Level

100

vapor pressure

0.29 mmHg ( 20 °C)
0.99 mmHg ( 40 °C)

product line

ReagentPlus®

assay

99%

form

liquid

autoignition temp.

518 °F

expl. lim.

9.5 %

impurities

≤0.1% water (Karl Fischer)

color

APHA: ≤50

refractive index

n20/D 1.47 (lit.)

pH

7.7-10.0 (20 °C, 100 g/L)

bp

202 °C (lit.)
81-82 °C/10 mmHg (lit.)

mp

−24 °C (lit.)

density

1.028 g/mL at 25 °C (lit.)

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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Application

Undergoes condensation reactions with arylthioacetamides and methyl salicylates. Versatile solvent for water miscible applications.

Other Notes

A Greener alternative is available for many NMP applications, Cyrene (807796)

Legal Information

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

pictograms

Exclamation markHealth hazard
GHS07,GHS08

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_germany

WGK 1

flash_point_f

195.8 °F - Pensky-Martens closed cup

flash_point_c

91 °C - Pensky-Martens closed cup

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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Journal of the Chemical Society. Chemical Communications, 1437-1437 (1994)
J. Mol. Catal., 85, L109-L109 (1993)
The Journal of Organic Chemistry, 58, 7277-7277 (1993)
U Isele et al.
Journal of pharmaceutical sciences, 83(11), 1608-1616 (1994-11-01)
This work describes the development of an organic solvent dilution method suitable for the large scale manufacturing of small unilamellar liposomes containing the water-insoluble photosensitizer zinc phthalocyanine in the monomeric state. N-Methyl pyrrolidone (NMP)/tert-butyl alcohol was selected as water miscible
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
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