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328634

Sigma-Aldrich

1-Methyl-2-pyrrolidinone

anhydrous, 99.5%

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Synonym(s):
1-Methyl-2-pyrrolidone, N-Methyl-2-pyrrolidone, NMP
Empirical Formula (Hill Notation):
C5H9NO
CAS Number:
Molecular Weight:
99.13
Beilstein:
106420
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

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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vapor density

3.4 (vs air)

vapor density

-

vapor density

3.4 (vs air)

vapor density

-

vapor pressure

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

vapor pressure

0.32 hPa ( 20 °C)

vapor pressure

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

vapor pressure

0.32 hPa ( 20 °C)

assay

99.5%

assay

≥99.7% (GC)

assay

99%

assay

≥99.5% (GC)

form

liquid

form

liquid

form

liquid

form

liquid

autoignition temp.

518 °F

autoignition temp.

-

autoignition temp.

518 °F

autoignition temp.

-

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

Exclamation markHealth hazard

Signal Word

Danger

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

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