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Merck
CN

43729

1-Methyl-2-pyrrolidinone

for metal speciation analysis, ≥99.0% (GC)

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
UNSPSC Code:
41116105
NACRES:
NA.24
PubChem Substance ID:
EC Number:
212-828-1
Beilstein/REAXYS Number:
106420
MDL number:
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InChI

1S/C5H9NO/c1-6-4-2-3-5(6)7/h2-4H2,1H3

InChI key

SECXISVLQFMRJM-UHFFFAOYSA-N

SMILES string

CN1CCCC1=O

vapor density

3.4 (vs air)

vapor pressure

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

assay

≥99.0% (GC)

autoignition temp.

518 °F

quality

for metal speciation analysis

expl. lim.

9.5 %

impurities

≤0.1% water

refractive index

n20/D 1.47 (lit.), n20/D 1.470

bp

202 °C (lit.), 81-82 °C/10 mmHg (lit.)

mp

−24 °C (lit.)

density

1.028 g/mL at 25 °C (lit.)

anion traces

bromide (Br-): ≤100 μg/kg, chloride (Cl-): ≤100 μg/kg, iodide (I-): ≤100 μg/kg, nitrate (NO3-): ≤200 μg/kg, nitrite (NO2-): ≤100 μg/kg, phosphate (PO43-): ≤100 μg/kg, sulfate (SO42-): ≤1000 μg/kg

cation traces

Ag: ≤2 μg/kg, Al: ≤5 μg/kg, As: ≤0.5 μg/kg, Au: ≤0.5 μg/kg, Ba: ≤2 μg/kg, Be: ≤0.5 μg/kg, Bi: ≤0.5 μg/kg, Ca: ≤10 μg/kg, Cd: ≤0.5 μg/kg, Ce: ≤0.5 μg/kg, Co: ≤0.5 μg/kg, Cr: ≤1 μg/kg, Cs: ≤0.5 μg/kg, Cu: ≤5 μg/kg, Fe: ≤10 μg/kg, Ga: ≤0.5 μg/kg, Ge: ≤1 μg/kg, Hg: ≤1 μg/kg, In: ≤0.5 μg/kg, Ir: ≤0.5 μg/kg, K: ≤20 μg/kg, Li: ≤0.5 μg/kg, Mg: ≤1 μg/kg, Mn: ≤0.5 μg/kg, Mo: ≤0.5 μg/kg, Na: ≤500 μg/kg, Ni: ≤1 μg/kg, Pb: ≤0.5 μg/kg, Pd: ≤0.5 μg/kg, Pt: ≤0.5 μg/kg, Rb: ≤1 μg/kg, Rh: ≤0.5 μg/kg, Ru: ≤0.5 μg/kg, Sb: ≤0.5 μg/kg, Se: ≤5 μg/kg, Sn: ≤0.5 μg/kg, Sr: ≤0.5 μg/kg, Ti: ≤1 μg/kg, Tl: ≤0.5 μg/kg, V: ≤1 μg/kg, Zn: ≤10 μg/kg, Zr: ≤1 μg/kg

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General description

NMP is an effective solvent for organic and inorganic compounds. Tertiary amides in H-bond basicity are decreased by bulky substituents on carbon than bulky substituents on nitrogen. It is also an effective solvent for the decarbonylation of aldehydes. It exhibits as reagent and amidines formed from NMP exist as amidine-enediamine tautomers. As cosolvent it has ability to enhance the reactivity of other reagents.

Application

NMP was used:
  • as an aqueous physical solvent to measure the molar heat capacities.
  • in the synthesis of Nafion/SiO2 nanocomposite membranes.
  • in the synthesis of N-Butyl-N,N-dimethyl chitosan iodide (QCh).
  • as an inducer to demonstrate phenotypic resistance to Chloramphenicol and ampicillin in Escherichia coli K-12 starins.
  • used as polar solvent inducer for erythroleukemic cell differentiation.
  • as a blocking reagent in microarray manufacturing.

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

wgk

WGK 1

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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Inducers of mammalian cell differentiation stimulate dome formation in a differentiated kidney epithelial cell line (MDCK).
Lever, Julia E.
Proceedings of the National Academy of Sciences of the USA, 76, 1323-1327 (1979)
Molar heat capacity of aqueous sulfolane, 4-formylmorpholine, 1-methyl-2-pyrrolidinone, and triethylene glycol dimethyl ether solutions from (303.15 to 353.15) K.
Mundhwa, Mayur, et al.
Journal of Chemical and Engineering Data, 54, 2895-2901 (2009)
Manufacturing DNA microarrays of high spot homogeneity and reduced background signal.
Diehl, Frank, et al.
Nucleic Acids Research, 29, e38-e38 (2001)
Self-assembled Nafion-silica nanoparticles for elevated-high temperature polymer electrolyte membrane fuel cells.
Tang, Haolin, et al.
Electrochemical Communications, 9, 2003-2008 (2007)
Electrospun nano-fibre mats with antibacterial properties from quaternised chitosan and poly (vinyl alcohol).
Ignatova, Milena, et al.
Carbohydrate Research, 341, 2098-2107 (2006)

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