Knowledge (XXG)

N-Methyl-2-pyrrolidone

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31: 308: 213: 40: 537: 533: 536: 584: 538: 554: 634:. 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 597: 832: 539: 865: 646:. It is used in the petrochemical, polymer and battery industries as a solvent, exploiting its nonvolatility and ability to dissolve diverse materials (including 547: 932:
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).
849: 737:-methyl-2-pyrrolidone is used in the formulation for drugs by both oral and transdermal delivery routes. It is also used heavily in 561: 322: 771: 604: 265: 286: 717:
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)
531: 685:. About 200,000 to 250,000 tons are produced annually. 592: 757:of 4150 mg/kg (oral, rats). It is non-mutagenic 253: 535: 105: 833:Ullmann's Encyclopedia of Industrial Chemistry 8: 725:, resins, and metal coated plastics or as a 864:: CS1 maint: numeric names: authors list ( 331:InChI=1S/C5H9NO/c1-6-4-2-3-5(6)7/h2-4H2,1H3 934:https://doi.org/10.1007/s41918-020-00093-0 666:. Alternative routes include the partial 341:InChI=1/C5H9NO/c1-6-4-2-3-5(6)7/h2-4H2,1H3 306: 211: 189: 15: 273: 790: 788: 784: 362: 327: 302: 857: 440:−24 °C (−11 °F; 249 K) 202: 825: 823: 821: 334:Key: SECXISVLQFMRJM-UHFFFAOYSA-N 169: 149: 7: 344:Key: SECXISVLQFMRJM-UHFFFAOYAL 244: 228: 733:. In the pharmaceutical industry, 14: 582: 398: 392: 880:"Pharmasolve® Drug Solubilizer" 697:generated in the processing of 693:NMP is used to recover certain 578:(at 25 °C , 100 kPa). 772:1,3-Dimethyl-2-imidazolidinone 401: 386: 1: 842:10.1002/14356007.a22_457.pub2 801:. Retrieved on 22 March 2022. 681:with methylamine followed by 630:consisting of a 5-membered 25: 1004: 812:"N-Methylpyrrolidone_msds" 701:, such as the recovery of 648:polyvinylidene difluoride 572: 513: 373: 353: 318: 89: 69: 57: 52: 24: 799:1-Methyl-2-pyrrolidinone 709:. It is used to absorb 63:1-Methylpyrrolidin-2-one 836:. Weinheim: Wiley-VCH. 743:polyvinylidene fluoride 542: 72:1-Methyl-2-pyrrolidone 43: 34: 20:-Methyl-2-pyrrolidone 731:polyphenylene sulfide 620:-Methyl-2-pyrrolidone 541: 42: 33: 677:and the reaction of 524:(fire diamond) 82:-Methylpyrrolidinone 59:Preferred IUPAC name 946:"Safety Data Sheet" 739:lithium ion battery 660:gamma-butyrolactone 457:Solubility in water 416: g·mol 21: 675:-methylsuccinimide 644:dimethyl sulfoxide 605:Infobox references 543: 77:-Methylpyrrolidone 44: 35: 16: 860:cite encyclopedia 795:Sigma-Aldrich Co. 640:dimethylformamide 638:solvents such as 613:Chemical compound 611: 610: 287:CompTox Dashboard 131:Interactive image 48: 47: 995: 988:Methyl compounds 957: 956: 954: 953: 942: 936: 930: 924: 923: 921: 919: 908: 902: 901: 899: 898: 884: 876: 870: 869: 863: 855: 827: 816: 815: 808: 802: 792: 711:hydrogen sulfide 628:organic compound 595: 589: 586: 585: 563: 556: 549: 534: 429: 415: 403: 400: 394: 388: 381:Chemical formula 311: 310: 295: 293: 277: 257: 246: 232: 215: 204: 193: 173: 153: 133: 109: 26: 22: 1003: 1002: 998: 997: 996: 994: 993: 992: 963: 962: 961: 960: 951: 949: 944: 943: 939: 931: 927: 917: 915: 914:. 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Retrieved 948:. 2024-03-06 940: 928: 916:. Retrieved 906: 895:. Retrieved 886: 874: 831: 806: 752: 734: 695:hydrocarbons 692: 689:Applications 672: 657: 623: 617: 616: 615: 520: 503: 480:diethylether 90:Identifiers 79: 74: 70:Other names 17: 887:PharmaGuide 664:methylamine 654:Preparation 374:Properties 209:100.011.662 171:ChEMBL12543 84:Pharmasolve 983:Excipients 967:Categories 952:2024-07-31 897:2012-06-06 779:References 683:hydrolysis 488:chloroform 468:Solubility 409:Molar mass 365:CN1CCCC1=O 275:JR9CE63FPM 182:ChemSpider 151:CHEBI:7307 118:3D model ( 97:CAS Number 707:acetylene 650:, PVDF). 893:: Page 9 761:See also 723:textiles 719:polymers 715:sour gas 626:) is an 521:NFPA 704 514:Hazards 496:Soluble 462:Soluble 107:872-50-4 636:aprotic 598:what is 596: ( 492:benzene 476:acetone 472:Ethanol 422:Density 242:PubChem 848:  749:Safety 713:from 632:lactam 593:verify 590:  509:−0.40 428:  414:99.133 358:SMILES 230:C11118 162:ChEMBL 53:Names 918:7 May 883:(PDF) 774:(DMI) 662:with 430:g/cm 426:1.028 323:InChI 255:13387 191:12814 142:ChEBI 120:JSmol 920:2015 866:link 846:ISBN 755:LD50 705:and 642:and 502:log 266:UNII 221:KEGG 838:doi 670:of 624:NMP 470:in 292:EPA 245:CID 969:: 889:. 885:. 862:}} 858:{{ 844:. 820:^ 797:, 787:^ 490:, 486:, 482:, 478:, 474:, 955:. 922:. 900:. 868:) 854:. 840:: 814:. 735:N 673:N 622:( 618:N 588:N 562:1 555:2 548:2 504:P 402:O 399:N 396:9 393:H 390:5 387:C 294:) 290:( 122:) 80:N 75:N 18:N

Index



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
Density

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