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328634 Sigma-Aldrich

1-Methyl-2-pyrrolidinone

anhydrous, 99.5%

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

  • CAS Number 872-50-4

  • Empirical Formula (Hill Notation) C5H9NO

  • Molecular Weight 99.13

  •  Beilstein Registry Number 106420

  •  EC Number 212-828-1

  •  MDL number MFCD00003193

  •  PubChem Substance ID 57648684

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Properties

Related Categories Anhydrous, Anhydrous Solvents, Returnable Containers, Solvent Bottles, Solvent Packaging Options,
grade   anhydrous
vapor density   3.4 (vs air)
vapor pressure   0.29 mmHg ( 20 °C)
  0.99 mmHg ( 40 °C)
InChI Key   SECXISVLQFMRJM-UHFFFAOYSA-N
assay   99.5%
autoignition temp.   518 °F
expl. lim.   9.5 %
impurities   <0.005% water
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.)

Description

Other Notes

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

Packaging

1, 6×1, 2, 4×2 L in Sure/Seal™

18 L in Pure-Pac™ 1

View returnable container options.

100, 12×100 mL in Sure/Seal™

50 L in Pure-Pac™ 2

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.

Legal Information

Pure-Pac is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
WGK Germany 
1
RTECS 
UY5790000
Flash Point(F) 
195.8 °F
Flash Point(C) 
91 °C

Documents

Certificate of Analysis

Certificate of Origin


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Protocols & Articles

Articles

Pressure-Temperature Calculator for Solvents

*Calculations provide estimated results based on Antoine's Coefficients and their associated temperature range values. Antoine's Coefficients were obtained from the National Institute of Standards an...

The First Negishi Cross-Coupling Reaction of Two Alkyl Centers Utilizing a Pd-N-Heterocyclic Carbene (NHC) Catalyst

The development of an NHC-based system capable of cross-coupling sp3-sp3 centers in high yield has been a long-standing challenge. This communication describes the use of a Pd-NHC catalytic system th...
Keywords: Catalysis, Chromatography, Cross couplings, Flash chromatography

Related Content

Pressure-Temperature Nomograph Interactive Tool

The Pressure-Temperature Nomograph tool is an application of the Clausius-Clapeyron Equation, which assumes the heat of vaporization is a constant over a pressure range. Antoine´s Equation gets aroun...
Keywords: Evaporation, Vaporization

Properties of Solvents Table

a. Gant, R., LC/GC 10 (7), 515 (1992) 1. At 20 °C 2. At 20 °C +/- 5 °C relative to water at 4 °C 3. At 10 mmHg pressure 4. At l=589.32 nm
Keywords: Gas chromatography, High performance liquid chromatography

Peer-Reviewed Papers
15

References

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