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N-Methyl-2-pyrrolidone
1-Methyl-2-pyrrolidone
N-Methylpyrrolidone;N-methylpyrrolidinone; NMP
Identifiers
CAS
number
872-50-4
PubChem 13387
ChemSpider 12814
UNII JR9CE63FPM
KEGG C11118
ChEBI CHEBI:7307
ChEMBL CHEMBL12543
Jmol-3D
images
Image 1
(http://chemapps.stolaf.edu/jmol/jmol.php?
model=CN1CCCC1%3DO)
Properties
Molecular
formula
C5H9NO
Molar mass 99.13 g mol1
Density 1.028 g/cm3
Melting
point-24 C, 249 K, -11 F
Boiling
point 202-204 C, 475-477 K, 396-399 F
Hazards
NFPA 704
-Methyl-2-pyrrolidoneFrom Wikipedia, the free encyclopedia
(Redirected from Methylpyrrolidone)
-Methyl-2-pyrrolidone (NMP) is a chemical
compound with 5-membered lactam structure. It is a
clear to slightly yellow liquid miscible with water and
solvents like ethyl acetate, chloroform, benzene and
lower alcohols or ketones. It alsobelongs to the class of
dipolar aprotic solvents which includes also
dimethylformamide, dimethylacetamide and dimethyl
sulfoxide. Other names for this compound are: 1-methyl-
2-pyrrolidone,N-methylpyrrolidone,N-
methylpyrrolidinone and the brand name Pharmasolve.
NMP is used to recoverpure hydrocarbons while
processing petrochemicals (such as the recovery of 1,3-butadiene using NMP as an extractive distillation
solvent) and in the desulfurization of gases. Due to its
good solvency propertiesN-methyl-2-pyrrolidone is
used to dissolve a wide range of chemicals, especially in
the polymers field. It also used as a solvent for surface
treatment of textiles, resins and metal coated plastics or
as a paint stripper.[1] It is utilized as a solvent in the
commercial preparation of polyphenylene sulfide. In the
pharmaceutical industry,N-methyl-2-pyrrolidone is used
in the formulation for drugs byboth oral and transdermaldelivery routes.[2]
NMP and its derivatives are used as intermediates for
the synthesis of agrochemicals, pharmaceuticals, textile
auxiliaries, plasticizers, stabilizers and specialty inks. It is
also employed as a nylon precursor. The rubber industry
uses it forSBR latex production and the electronics
industry for printed circuitboard manufacturing.[1]
World production capacity for NMP was 226 million lbin 2006. NMP has desirable properties such as low
volatility, low flammability and relatively low toxicity.
However, it has been identified as a reproductive
toxicant, first by California in 2001[3] and then by the
European Commission in 2003.[citation needed] In the
face of increasing regulation, some manufacturers are
considering alternative solvents for some applications,
especially where worker exposure is difficult to control,
such as in paint stripping, graffiti removal and
agriculture.[4]
See also
IUPAC name
Other names
SMILES
InChI
2
https://www.ebi.ac.uk/chembldb/index.php/compound/inspect/CHEMBL12543https://www.ebi.ac.uk/chembldb/index.php/compound/inspect/CHEMBL12543http://fdasis.nlm.nih.gov/srs/srsdirect.jsp?regno=JR9CE63FPMhttp://en.wikipedia.org/wiki/ChemSpiderhttp://www.chemspider.com/12814http://fdasis.nlm.nih.gov/srs/srsdirect.jsp?regno=JR9CE63FPMhttp://www.commonchemistry.org/ChemicalDetail.aspx?ref=872-50-4http://en.wikipedia.org/wiki/File:N-Methylpyrrolidone_Structural_Formulae.pnghttp://en.wikipedia.org/wiki/File:N-Methylpyrrolidone_Structural_Formulae.pnghttp://en.wikipedia.org/wiki/Methylpyrrolidone#cite_note-3http://en.wikipedia.org/wiki/Molar_masshttp://en.wikipedia.org/wiki/Methylpyrrolidone#cite_note-BASF-1http://en.wikipedia.org/wiki/Nylonhttp://en.wikipedia.org/wiki/Agrochemicalhttp://en.wikipedia.org/wiki/Jmolhttp://en.wikipedia.org/wiki/Methylpyrrolidone#cite_note-ISP-2http://en.wikipedia.org/wiki/Unique_Ingredient_Identifierhttp://en.wikipedia.org/wiki/Poly(p-phenylene_sulfide)http://en.wikipedia.org/wiki/ChemSpiderhttp://en.wikipedia.org/wiki/Paint_stripperhttp://en.wikipedia.org/wiki/Methylpyrrolidone#cite_note-BASF-1http://en.wikipedia.org/wiki/PubChemhttp://en.wikipedia.org/wiki/Polymerhttp://en.wikipedia.org/wiki/Textilehttp://en.wikipedia.org/wiki/Textilehttp://en.wikipedia.org/wiki/CAS_registry_numberhttp://en.wikipedia.org/wiki/Desulfurizationhttp://en.wikipedia.org/wiki/1,3-butadienehttp://en.wikipedia.org/wiki/1,3-butadienehttp://en.wikipedia.org/wiki/Dimethyl_sulfoxidehttp://en.wikipedia.org/wiki/Dimethyl_sulfoxidehttp://en.wikipedia.org/wiki/Aprotichttp://en.wikipedia.org/wiki/Alcoholhttp://en.wikipedia.org/wiki/Ethyl_acetatehttp://en.wikipedia.org/wiki/Ketonehttp://en.wikipedia.org/wiki/Chloroformhttp://en.wikipedia.org/wiki/Benzenehttp://en.wikipedia.org/wiki/Chemical_compoundhttp://en.wikipedia.org/wiki/Lactamhttp://en.wikipedia.org/wiki/Chemical_compoundhttp://en.wikipedia.org/wiki/Chemical_compoundhttp://chemapps.stolaf.edu/jmol/jmol.php?model=CN1CCCC1%3DOhttp://en.wikipedia.org/wiki/International_Chemical_Identifierhttp://en.wikipedia.org/wiki/Simplified_molecular-input_line-entry_systemhttp://en.wikipedia.org/wiki/International_Union_of_Pure_and_Applied_Chemistry_nomenclaturehttp://en.wikipedia.org/wiki/Methylpyrrolidone#cite_note-4http://en.wikipedia.org/wiki/Wikipedia:Citation_neededhttp://en.wikipedia.org/wiki/Methylpyrrolidone#cite_note-3http://en.wikipedia.org/wiki/Methylpyrrolidone#cite_note-BASF-1http://en.wikipedia.org/wiki/Nylonhttp://en.wikipedia.org/wiki/Agrochemicalhttp://en.wikipedia.org/wiki/Methylpyrrolidone#cite_note-ISP-2http://en.wikipedia.org/wiki/Poly(p-phenylene_sulfide)http://en.wikipedia.org/wiki/Methylpyrrolidone#cite_note-BASF-1http://en.wikipedia.org/wiki/Paint_stripperhttp://en.wikipedia.org/wiki/Textilehttp://en.wikipedia.org/wiki/Polymerhttp://en.wikipedia.org/wiki/Desulfurizationhttp://en.wikipedia.org/wiki/Extractive_distillationhttp://en.wikipedia.org/wiki/1,3-butadienehttp://en.wikipedia.org/wiki/Hydrocarbonshttp://en.wikipedia.org/wiki/Dimethyl_sulfoxidehttp://en.wikipedia.org/wiki/Dimethylacetamidehttp://en.wikipedia.org/wiki/Dimethylformamidehttp://en.wikipedia.org/wiki/Aprotichttp://en.wikipedia.org/wiki/Ketonehttp://en.wikipedia.org/wiki/Alcoholhttp://en.wikipedia.org/wiki/Benzenehttp://en.wikipedia.org/wiki/Chloroformhttp://en.wikipedia.org/wiki/Ethyl_acetatehttp://en.wikipedia.org/wiki/Water_(molecule)http://en.wikipedia.org/wiki/Lactamhttp://en.wikipedia.org/wiki/Chemical_compoundhttp://en.wikipedia.org/w/index.php?title=Methylpyrrolidone&redirect=nohttp://en.wikipedia.org/wiki/NFPA_704http://en.wikipedia.org/wiki/Boiling_pointhttp://en.wikipedia.org/wiki/Melting_pointhttp://en.wikipedia.org/wiki/Densityhttp://en.wikipedia.org/wiki/Molar_masshttp://en.wikipedia.org/wiki/Molecular_formulahttp://chemapps.stolaf.edu/jmol/jmol.php?model=CN1CCCC1%3DOhttp://en.wikipedia.org/wiki/Jmolhttps://www.ebi.ac.uk/chembldb/index.php/compound/inspect/CHEMBL12543http://en.wikipedia.org/wiki/ChEMBLhttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=7307http://en.wikipedia.org/wiki/ChEBIhttp://www.kegg.jp/entry/C11118http://en.wikipedia.org/wiki/KEGGhttp://fdasis.nlm.nih.gov/srs/srsdirect.jsp?regno=JR9CE63FPMhttp://en.wikipedia.org/wiki/Unique_Ingredient_Identifierhttp://www.chemspider.com/12814http://en.wikipedia.org/wiki/ChemSpiderhttp://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=13387http://en.wikipedia.org/wiki/PubChemhttp://www.commonchemistry.org/ChemicalDetail.aspx?ref=872-50-4http://en.wikipedia.org/wiki/CAS_registry_numberhttp://en.wikipedia.org/wiki/File:N-Methylpyrrolidone_Structural_Formulae.png -
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Except where noted otherwise, data are given for
materials in their standard state (at 25 C, 100 kPa)
Infobox references
2-Pyrrolidone
1,3-Dimethyl-2-imidazolidinone (DMI)
References
1. ^ ab "Products: N-Methylpyrrolidone"
(http://www.basf.com/diols/bcdiolsnmp.html) .
BASF. http://www.basf.com/diols/bcdiolsnmp.html.Retrieved 2007-11-11.
2. ^ "Pharmasolve Drug Solubilizer" (http://online1.ispcorp.com/Brochures/Pharma/PharmaGuide.pdf) .
PharmaGuide (International Specialty Products, a division of Ashland Inc.): Page 9.
http://online1.ispcorp.com/Brochures/Pharma/PharmaGuide.pdf. Retrieved 2012-06-06.
3. ^ "List of Chemicals as Known to the State of California to Cause Cancer or Reproductive Toxicity"
(http://www.oehha.ca.gov/prop65/prop65_list/files/P65single091009.pdf) . California OEHHA.
http://www.oehha.ca.gov/prop65/prop65_list/files/P65single091009.pdf. Retrieved 4 December 2012.
4. ^ Reisch, Mark (July 21, 2008). "Solvent users look to replace NMP". Chemical & Engineering News: 32.
Retrieved from "http://en.wikipedia.org/w/index.php?title=N-Methyl-2-pyrrolidone&oldid=540832194"
Categories: Amide solvents Pyrrolidones Excipients
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