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494496

Sigma-Aldrich

1-Methyl-2-pyrrolidinone

biotech. grade, ≥99.7%

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:
872-50-4
Molecular Weight:
99.13
Beilstein/REAXYS Number:
106420
EC Number:
212-828-1
MDL number:
MFCD00003193
UNSPSC Code:
12352005
PubChem Substance ID:
329757456

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

Exclamation markHealth hazard
GHS07,GHS08

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_germany

WGK 1

flash_point_f

195.8 °F - Pensky-Martens closed cup

flash_point_c

91 °C - Pensky-Martens closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Sanjairaj Vijayavenkataraman et al.
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The incidence of peripheral nerve injuries is on the rise and the current gold standard for treatment of such injuries is nerve autografting. Given the severe limitations of nerve autografts which include donor site morbidity and limited supply, neural guide
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)
Aggregation of fullerene C60 in N-methylpyrrolidone.
Yevlampieva NP, et al.
Colloids and Surfaces. A, Physicochemical and Engineering Aspects, 209(2), 167-171 (2002)
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