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494496

Sigma-Aldrich

1-Methyl-2-pyrrolidinone

biotech. grade, ≥99.7%

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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
UNSPSC Code:
12352005
PubChem Substance ID:
329757456
NACRES:
NA.07

grade

biotech. grade

Quality Level

100

vapor density

3.4 (vs air)

vapor pressure

0.29 mmHg ( 20 °C)
0.99 mmHg ( 40 °C)

Assay

≥99.7%

form

liquid

autoignition temp.

518 °F

expl. lim.

9.5 %

impurities

≤0.005% water
≤0.01% free amines (CH3NH2)

color

APHA: ≤20

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.)

solubility

acetone: miscible(lit.)
alcohol: miscible(lit.)
chloroform: miscible(lit.)
ethyl acetate: miscible(lit.)
water: miscible(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)

peptide synthesis

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

N-Methyl-2-pyrrolidinone (N-methylpyrrolidone, NMP) is a polar cyclic organic solvent. A study on the impact of NMP on Saccharomyces cerevisiae revealed that it induced aneuploidy. Characteristic properties of NMP include low viscosity, excellent dissolving power and enhanced demulsifying property. It is a better alternative to phenol in selectively treating lube feedstock. The behavior of fullerene-C60 in NMP solution has been examined based on electronic absorption and photoluminescence spectral data. A solution of sodium borohydride (NaBH4) in NMP showed increased reactivity towards debromination of alkyl bromide. The enhanced selectivity of NMP-ethylene glycol solvent mixture for aromatic hydrocarbon extraction has been analyzed by gas chromatography.

Packaging

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Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H315,H319,H335,H360D

Hazard Classifications

Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 1

Certificates of Analysis (COA)

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Evaluation of extraction properties of N-methylpyrrolidone and ethylene glycol mixtures by gas chromatography.
Wardencki W and Tameesh AHH.
Journal of Chemical Technology and Biotechnology, 31(1), 86-92 (1981)
NaBH4 in N-methylpyrrolidone: a safe alternative for hydride displacement reaction.
Torisawa Y, et al.
Bioorganic & Medicinal Chemistry Letters, 11(20), 2787-2789 (2001)
Aggregation of fullerene C60 in N-methylpyrrolidone.
Yevlampieva NP, et al.
Colloids and Surfaces. A, Physicochemical and Engineering Aspects, 209(2), 167-171 (2002)
N-methylpyrrolidone instead of phenol in treatment of lube feedstock.
Ivanov AV, et al.
Chemistry and Technology of Fuels and Oils, 36(5), 352-354 (2000)
Aneuploidy induction in Saccharomyces cerevisiae by two solvent compounds, 1-methyl-2-pyrrolidinone and 2-pyrrolidinone.
Mayer VW, et al.
Environmental and Molecular Mutagenesis, 11(1), 31-40 (1988)
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