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Sigma-Aldrich

1-Methyl-2-pyrrolidinone

suitable for HPLC, ≥99%

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Synonym(s):
1-Methyl-2-pyrrolidone, N-Methyl-2-pyrrolidone, NMP
Empirical Formula (Hill Notation):
C5H9NO
CAS Number:
872-50-4
Molecular Weight:
99.13
Beilstein:
106420
EC Number:
212-828-1
MDL number:
MFCD00003193
PubChem Substance ID:
329752940
NACRES:
NA.21

vapor density

3.4 (vs air)

vapor pressure

0.29 mmHg ( 20 °C)
0.99 mmHg ( 40 °C)

Assay

≥99%

form

liquid

autoignition temp.

518 °F

purified by

glass distillation

expl. lim.

9.5 %

technique(s)

HPLC: suitable

impurities

<0.050% water

color

APHA: ≤10

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.)

λ

H2O reference

UV absorption

λ: 285 nm Amax: 1.00
λ: 300 nm Amax: 0.50
λ: 325 nm Amax: 0.10
λ: 350-400 nm Amax: 0.01

application(s)

food and beverages

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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General description

1-Methyl-2-pyrrolidinone, a tertiary amide, is widely employed as an organic solvent. It participates in the sonochemical synthesis of high quality MOF(Metal-Organic Framework)-177 crystals.
It also participates in the following:
  • synthesis of cyanotrimethylsilane
  • decarbonylation of aldehydes
  • reduction of benzaldehydes and ketones to the corresponding alcohols
  • preparation of natural products

Application

1-Methyl-2-pyrrolidinone (NMP) has been used as a solvent to study the dispersion ability of acrylate polymers for graphene. It has also been used for the fabrication of working electrodes for electrochemical measurements in a study.

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Pictograms

Exclamation markHealth hazard
GHS07,GHS08

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

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High-yield exfoliation of graphite in acrylate polymers: A stable few-layer graphene nanofluid with enhanced thermal conductivity.
Sun Z, et al.
Carbon, 64(23), 288-294 (2013)
1-Methyl-2-pyrrolidinone.
Trapencieris P and Pigza JA.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2009)
Direct Observation of Reversible Magnesium Ion Intercalation into a Spinel Oxide Host.
Chunjoong Kim et al.
Advanced materials (Deerfield Beach, Fla.), 27(22), 3377-3384 (2015-04-18)
Da-Won Jung et al.
Dalton transactions (Cambridge, England : 2003), 39(11), 2883-2887 (2010-03-05)
High quality MOF-177 crystals in the size range of 5-20 microm were successfully synthesized via a sonochemical route in a substantially reduced synthesis time (40 min) in the presence of low-cost NMP (1-methyl-2-pyrrolidone) as a solvent. Microwave heating in NMP
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
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