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N-Methyl-2-pyrrolidone

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42: 319: 224: 51: 548: 544: 547: 595: 549: 565: 645:. It is a colorless liquid, although impure samples can appear yellow. It is miscible with water and with most common organic solvents. It also belongs to the class of dipolar 608: 843: 550: 876: 657:. It is used in the petrochemical, polymer and battery industries as a solvent, exploiting its nonvolatility and ability to dissolve diverse materials (including 558: 943:
Wu, F., Liu, M., Li, Y. et al. High-Mass-Loading Electrodes for Advanced Secondary Batteries and Supercapacitors. Electrochem. Energ. Rev. 4, 382–446 (2021).
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binder. Due to NMP's toxicity and high boiling point, there is much effort to replace it in battery manufacturing with other solvent(s), like water.
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Harreus, Albrecht Ludwig; Backes, R.; Eichler, J.-O.; Feuerhake, R.; Jäkel, C.; Mahn, U.; Pinkos, R.; Vogelsang"2-Pyrrolidone, R. (2011).
860: 748:-methyl-2-pyrrolidone is used in the formulation for drugs by both oral and transdermal delivery routes. It is also used heavily in 572: 333: 782: 615: 276: 297: 728:
and hydrodesulfurization facilities. Its good solvency properties have led to NMP's use to dissolve a wide range of
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fabrication, as a solvent for electrode preparation, because NMP has a unique ability to dissolve
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NMP is produced industrially by a typical ester-to-amide conversion, by treating
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Except where otherwise noted, data are given for materials in their
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N-Methyl-2-pyrrolidone is a relatively innocuous compound with an
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International Specialty Products, a division of Ashland Inc.
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202 to 204 °C (396 to 399 °F; 475 to 477 K)
542: 696:. About 200,000 to 250,000 tons are produced annually. 603: 768:of 4150 mg/kg (oral, rats). It is non-mutagenic 264: 546: 116: 844:Ullmann's Encyclopedia of Industrial Chemistry 8: 736:, resins, and metal coated plastics or as a 875:: CS1 maint: numeric names: authors list ( 342:InChI=1S/C5H9NO/c1-6-4-2-3-5(6)7/h2-4H2,1H3 945:https://doi.org/10.1007/s41918-020-00093-0 677:. Alternative routes include the partial 352:InChI=1/C5H9NO/c1-6-4-2-3-5(6)7/h2-4H2,1H3 317: 222: 200: 26: 284: 801: 799: 795: 373: 338: 313: 868: 451:−24 °C (−11 °F; 249 K) 213: 836: 834: 832: 345:Key: SECXISVLQFMRJM-UHFFFAOYSA-N 180: 160: 7: 355:Key: SECXISVLQFMRJM-UHFFFAOYAL 255: 239: 744:. In the pharmaceutical industry, 25: 593: 409: 403: 891:"Pharmasolve® Drug Solubilizer" 708:generated in the processing of 704:NMP is used to recover certain 589:(at 25 °C , 100 kPa). 783:1,3-Dimethyl-2-imidazolidinone 412: 397: 1: 853:10.1002/14356007.a22_457.pub2 812:. Retrieved on 22 March 2022. 692:with methylamine followed by 641:consisting of a 5-membered 36: 1015: 823:"N-Methylpyrrolidone_msds" 712:, such as the recovery of 659:polyvinylidene difluoride 583: 524: 384: 364: 329: 100: 80: 68: 63: 35: 810:1-Methyl-2-pyrrolidinone 720:. It is used to absorb 74:1-Methylpyrrolidin-2-one 847:. Weinheim: Wiley-VCH. 754:polyvinylidene fluoride 553: 83:1-Methyl-2-pyrrolidone 54: 45: 31:-Methyl-2-pyrrolidone 742:polyphenylene sulfide 631:-Methyl-2-pyrrolidone 552: 53: 44: 688:and the reaction of 535:(fire diamond) 93:-Methylpyrrolidinone 70:Preferred IUPAC name 957:"Safety Data Sheet" 750:lithium ion battery 671:gamma-butyrolactone 468:Solubility in water 427: g·mol 32: 18:N-Methylpyrrolidone 686:-methylsuccinimide 655:dimethyl sulfoxide 616:Infobox references 554: 88:-Methylpyrrolidone 55: 46: 27: 871:cite encyclopedia 806:Sigma-Aldrich Co. 651:dimethylformamide 649:solvents such as 624:Chemical compound 622: 621: 298:CompTox Dashboard 142:Interactive image 59: 58: 16:(Redirected from 1006: 999:Methyl compounds 968: 967: 965: 964: 953: 947: 941: 935: 934: 932: 930: 919: 913: 912: 910: 909: 895: 887: 881: 880: 874: 866: 838: 827: 826: 819: 813: 803: 722:hydrogen sulfide 639:organic compound 606: 600: 597: 596: 574: 567: 560: 545: 440: 426: 414: 411: 405: 399: 392:Chemical formula 322: 321: 306: 304: 288: 268: 257: 243: 226: 215: 204: 184: 164: 144: 120: 37: 33: 21: 1014: 1013: 1009: 1008: 1007: 1005: 1004: 1003: 974: 973: 972: 971: 962: 960: 955: 954: 950: 942: 938: 928: 926: 925:. 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Retrieved 959:. 2024-03-06 951: 939: 927:. Retrieved 917: 906:. Retrieved 897: 885: 842: 817: 763: 745: 706:hydrocarbons 703: 700:Applications 683: 668: 634: 628: 627: 626: 531: 514: 491:diethylether 101:Identifiers 90: 85: 81:Other names 28: 898:PharmaGuide 675:methylamine 665:Preparation 385:Properties 220:100.011.662 182:ChEMBL12543 95:Pharmasolve 994:Excipients 978:Categories 963:2024-07-31 908:2012-06-06 790:References 694:hydrolysis 499:chloroform 479:Solubility 420:Molar mass 376:CN1CCCC1=O 286:JR9CE63FPM 193:ChemSpider 162:CHEBI:7307 129:3D model ( 108:CAS Number 718:acetylene 661:, PVDF). 904:: Page 9 772:See also 734:textiles 730:polymers 726:sour gas 637:) is an 532:NFPA 704 525:Hazards 507:Soluble 473:Soluble 118:872-50-4 647:aprotic 609:what is 607: ( 503:benzene 487:acetone 483:Ethanol 433:Density 253:PubChem 859:  760:Safety 724:from 643:lactam 604:verify 601:  520:−0.40 439:  425:99.133 369:SMILES 241:C11118 173:ChEMBL 64:Names 929:7 May 894:(PDF) 785:(DMI) 673:with 441:g/cm 437:1.028 334:InChI 266:13387 202:12814 153:ChEBI 131:JSmol 931:2015 877:link 857:ISBN 766:LD50 716:and 653:and 513:log 277:UNII 232:KEGG 849:doi 681:of 635:NMP 481:in 303:EPA 256:CID 980:: 900:. 896:. 873:}} 869:{{ 855:. 831:^ 808:, 798:^ 501:, 497:, 493:, 489:, 485:, 966:. 933:. 911:. 879:) 865:. 851:: 825:. 746:N 684:N 633:( 629:N 599:N 573:1 566:2 559:2 515:P 413:O 410:N 407:9 404:H 401:5 398:C 305:) 301:( 133:) 91:N 86:N 29:N 20:)

Index

N-Methylpyrrolidone


Preferred IUPAC name
CAS Number
872-50-4
JSmol
Interactive image
ChEBI
CHEBI:7307
ChEMBL
ChEMBL12543
ChemSpider
12814
ECHA InfoCard
100.011.662
Edit this at Wikidata
KEGG
C11118
PubChem
13387
UNII
JR9CE63FPM
CompTox Dashboard
DTXSID6020856
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass

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