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Merck
CN

328634

NMP

anhydrous, 99.5%

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
MDL number:
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352005
EC Number:
212-828-1
Beilstein/REAXYS Number:
106420
Assay:
99.5%
Grade:
anhydrous
Bp:
202 °C (lit.), 81-82 °C/10 mmHg (lit.)
Vapor pressure:
0.29 mmHg ( 20 °C), 0.99 mmHg ( 40 °C)
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Product Name

1-Methyl-2-pyrrolidinone, anhydrous, 99.5%

grade

anhydrous

Quality Level

vapor density

3.4 (vs air)

vapor pressure

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

assay

99.5%

form

liquid

autoignition temp.

518 °F

expl. lim.

9.5 %

impurities

<0.005% water

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

1-Methyl-2-pyrrolidinone may be used as a solvent in the following processes:
  • Preparation of 2-aryl and 2-alkyl benzothiazoles.
  • Ullmann coupling reaction of aryl halides and phenols to form Ullmann ethers in the presence of 2,2,6,6-tetramethylheptane-3,5-dione.
  • Stille cross-coupling reaction of aryl iodides with organostannanes catalyzed by Pd/C in the presence of copper iodide as cocatalyst.

Other Notes

Pure-Pac® II containers require the Micromatic MacroValve coupler for dispensing solvents, Z560723.

Legal Information

Pure-Pac 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

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


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Stille couplings catalyzed by palladium-on-carbon with CuI as a cocatalyst: Synthesis of 2-(4'-acetylphenyl)thiophene
Liebeskind LS and Pe?a-Cabrera E
Organic Syntheses, 77, 135-135 (2000)
Densities, viscosities, speeds of sound, and relative permittivities for water+ cyclic amides (2-pyrrolidinone, 1-methyl-2-pyrrolidinone, and 1-vinyl-2-pyrrolidinone) at different temperatures.
George J and Sastry NV.
Journal of Chemical and Engineering Data, 49(2), 235-242 (2004)
Guohua Hu et al.
Nature communications, 8(1), 278-278 (2017-08-19)
Black phosphorus is a two-dimensional material of great interest, in part because of its high carrier mobility and thickness dependent direct bandgap. However, its instability under ambient conditions limits material deposition options for device fabrication. Here we show a black
Miren Etxeberria-Benavides et al.
Membranes, 10(1) (2019-12-29)
The elimination of the additional defect healing post-treatment step in asymmetric hollow fiber manufacturing would result in a significant reduction in membrane production cost. However, obtaining integrally skinned polymeric asymmetric hollow fiber membranes with an ultrathin and defect-free selective layer
Effects of additional multiwall carbon nanotubes on impact behaviors of LiNi0.5Mn0.3Co0.2O2 battery electrodes.
Le AV, et al.
Journal of Applied Physics, 118(8), 085312-085312 (2015)

Protocols

Analysis of high- to moderate-nickel cathode materials for lithium-ion batteries, focusing on performance, stability, and structural characteristics.

Guide for fabricating NMC811 cathode electrodes, detailing procedures for optimal performance in lithium-ion batteries.

Global Trade Item Number

SKUGTIN
328634-100ML04061837533334
328634-6X1L04061826717684
328634-250ML04061837537417
328634-1L04061837533358
328634-12X100ML04061837533341
328634-50L-P204061838161536
328634-PZ04061823901437
328634-200L04061836608484
328634-4X2L04061826717677
328634-PH-20L-P204065268977750
328634-2L04061837533365

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