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872-50-4 structure

N-Methyl-2-pyrrolidone

Iupac Name:1-methylpyrrolidin-2-one
CAS No.:872-50-4
EINECS(EC#): 212-828-1
Molecular Weight:99.13106
Molecular Formula:C5H9NO (isomer)
1. Names and Identifiers
1.1 Synonyms

[DID-no:2595] 1 -methyl-2-pyrrolidinone 1 -methyl-2-pyrrolidone 107610-EP2272517A1 107610-EP2298746A1 108900-EP2281861A2 108900-EP2298769A1 139735-EP2269983A1 139735-EP2269984A1 139735-EP2292607A2 153002-EP2280002A1 153002-EP2287164A1 153002-EP2289881A1 17283-EP2272834A1 17283-EP2272849A1 17283-EP2275469A1 17283-EP2287153A1 17283-EP2287940A1 17283-EP2289510A1 17283-EP2289868A1 17283-EP2289965A1 17283-EP2295399A2 17283-EP2298313A1 17283-EP2298763A1 17283-EP2298767A1 17283-EP2298828A1 17283-EP2301929A1 17283-EP2301935A1 17283-EP2301983A1 17283-EP2305243A1 17283-EP2305674A1 17283-EP2308838A1 17283-EP2308857A1 17283-EP2308926A1 17283-EP2309564A1 17283-EP2309584A1 17283-EP2311815A1 17283-EP2311831A1 17283-EP2314586A1 17283-EP2314587A1 1-methy-2-pyrrolidinone 1-methyl -2-pyrrolidinone 1-methyl 2-pyrrolidinone 1-methyl pyrrolidinone 1-methyl pyrrolidone 1-Methyl-2- pyrrolidin-2-one 1-methyl-2- pyrrolidinone 1-methyl-2-pirrolidone 1-methyl-2-pyroldinone 1-methyl-2-pyrolidinone 1-methyl-2-pyrolidone 1-methyl-2-pyrollidinone 1-Methyl-2-pyrrolidinone 1methyl-2-pyrrolidinone 1-Methyl-2-pyrrolidinone solution, Aromatic hydrocarbon solvents mixture (80/20 ratio) 1-Methyl-2-pyrrolidinone, 99%, extra pure 1-Methyl-2-pyrrolidinone, 99.5% 1-Methyl-2-pyrrolidinone, 99.5%, Extra Dry over Molecular Sieve, AcroSeal(R) 1-Methyl-2-pyrrolidinone, 99.5%, Extra Dry, AcroSeal(R) 1-Methyl-2-pyrrolidinone, 99.5%, for HPLC 1-Methyl-2-pyrrolidinone, 99.5+%, ACS reagent 1-Methyl-2-pyrrolidinone, 99+%, for spectroscopy 1-Methyl-2-pyrrolidinone, ACS reagent, >=99.0% 1-Methyl-2-pyrrolidinone, analytical standard 1-Methyl-2-pyrrolidinone, anhydrous 1-Methyl-2-pyrrolidinone, anhydrous, 99.5% 1-Methyl-2-pyrrolidinone, BioSolv(R) 1-Methyl-2-pyrrolidinone, biotech. grade, >=99.7% 1-Methyl-2-pyrrolidinone, Electronic/Cleanroom Grade 1-Methyl-2-pyrrolidinone, for HPLC, >=99% 1-Methyl-2-pyrrolidinone, for metal speciation analysis, >=99.0% (GC) 1-Methyl-2-pyrrolidinone, for synthesis, 99% 1-Methyl-2-pyrrolidinone, HPLC Grade 1-Methyl-2-pyrrolidinone, p.a., ACS reagent, 99% 1-Methyl-2-pyrrolidinone, puriss. p.a., >=99.0% (GC) 1-Methyl-2-pyrrolidinone, ReagentPlus(R), 99% 1-Methyl-2-pyrrolidinone, SAJ first grade, >=98.0% 1-Methyl-2-pyrrolidinone, Spectrophotometric Grade 1-Methyl-2-pyrrolidinone, spectrophotometric grade, >=99% 1-Methyl-2-pyrrolidinone, Vetec(TM) reagent grade, 98% 1-methyl-2-pyrrolidon 1-methyl-2pyrrolidone 1-Methyl-2-pyrrolidone 1-methyl2-pyrrolidone 1methyl-2-pyrrolidone 1-Methyl-2-pyrrolidone (Low water content) 1-Methyl-2-pyrrolidone, Reagent, ACS 1-Methyl-5-pyrrolidinone 1-Methylazacyclopentan-2-one 1-Methylazacyclopentane-2-one 1-methylpyrolidinone 1-methylpyrrolid-2-one 1-Methyl-pyrrolidin-2one 1-methyl-pyrrolidin-2-one 1-methylpyrrolidin-2-one 1-methyl-pyrrolidine-2-one 1-methylpyrrolidine-2-one 1methylpyrrolidinone 1-Methylpyrrolidinone 1-methyl-pyrrolidinone 1-Methylpyrrolidone 1-methyl-pyrrolidone 1-methyl-pyrrolin-2-one 1-Metylo-2-pirolidon 1-N-methyl-2-pyrrolidinone 2,5-Dichloro-4,6-dimethyl pyridine-3-carbonitrile 2447AB 26138-58-9 2687-44-7 2-Pyrrolidinone, 1-methyl- 2-Pyrrolidinone, 1-methyl-1-methyl-2-pyrrolidone1-Methyl-2-pyrrolidone (NMP)METHYL PYRROLIDONEN-Methyl-2-pyrrolidone 2-Pyrrolidinone, methyl- 2-Pyrrolidone, 1-methyl- 2-PYRROLIDONE,1-METHYL MFC5 H9 N1 O1 300151X 30207-69-3 32226-EP2301933A1 32226-EP2311827A1 32356-EP2298731A1 32356-EP2301933A1 32356-EP2311827A1 33443-EP2287147A2 33443-EP2292624A1 33443-EP2295409A1 33443-EP2301922A1 33443-EP2308812A2 33443-EP2311815A1 34253-EP2269989A1 34253-EP2270113A1 34253-EP2272817A1 34253-EP2272935A1 34253-EP2277875A2 34253-EP2292607A2 34253-EP2298778A1 34253-EP2305657A2 34253-EP2308492A1 34253-EP2311850A1 3p1d 47604-EP2269983A1 47604-EP2269984A1 47604-EP2269990A1 47604-EP2277875A2 47604-EP2292227A2 47604-EP2298770A1 47604-EP2298774A1 47604-EP2301921A1 47604-EP2301926A1 47604-EP2305642A2 47604-EP2305650A1 47604-EP2305667A2 47604-EP2308861A1 47604-EP2308880A1 47604-EP2311811A1 49793-EP2272509A1 49793-EP2272835A1 49793-EP2272848A1 49793-EP2274983A1 49793-EP2277858A1 49793-EP2283898A1 49793-EP2292607A2 49793-EP2295411A1 49793-EP2298761A1 49793-EP2305633A1 49793-EP2305687A1 49793-EP2308812A2 49793-EP2308960A1 49793-EP2311824A1 49793-EP2311825A1 49793-EP2380872A1 51013-18-4 72367-EP2279741A2 72367-EP2287153A1 72367-EP2287155A1 72367-EP2292615A1 72367-EP2295415A1 72367-EP2298747A1 72367-EP2308867A2 72367-EP2308870A2 77850-EP2272846A1 77850-EP2277868A1 77850-EP2277869A1 77850-EP2277870A1 77850-EP2284166A1 77850-EP2292608A1 77850-EP2292616A1 77850-EP2298305A1 77850-EP2298749A1 77850-EP2305033A1 77850-EP2308866A1 78692-EP2277875A2 78692-EP2292619A1 78692-EP2305667A2 78692-EP2305688A1 78692-EP2375479A1 85636-EP2292616A1 85636-EP2298769A1 85636-EP2305657A2 872-50-4 A842053 AC1L21MC ACMC-1CKWA AgsolEx 1 AI3-23116 AJ-46029 AKOS000120930 AM20110252 AN-47845 ANW-38658 BC675578 BDBM50353587 BR-30156 C11118 CAS-872-50-4 CCRIS 1633 Certified Reference Material CHEBI:7307 CHEMBL12543 CS-0017258 CTK1A1878 DB12521 DSSTox_CID_856 DSSTox_GSID_20856 DSSTox_RID_75828 DTXSID6020856 EC 212-828-1 EINECS 212-828-1 F0001-2169 FT-0080020 FT-0608052 FT-0672137 FT-0698122 FT-0700571 GTPL9520 HSDB 5022 I14-2755 InChI=1/C5H9NO/c1-6-4-2-3-5(6)7/h2-4H2,1H J-504921 J-803017 JR9CE63FPM KS-000002OB KSC201Q7R LS-138890 LS-1875 M 0418 M0418 M3055 MCULE-1381506705 Methyl pyrrolidone Methyl-2-pyrrolidinone methyl-2-pyrrolidone methylpyrrolidin-2-one Methylpyrrolidinone Methylpyrrolidone Methylpyrrolidone [NF] Methylpyrrolidone, N- Methylpyrrolidone, United States Pharmacopeia (USP) Reference Standard MFCD00003193 Microposit 2001 Micropure ultra M-Pyrol N 0131 NCGC00247902-01 NCGC00247902-02 NCGC00253935-01 NCGC00259899-01 N-methlypyrrolidinone N-methy pyrrolidinone N-methy pyrrolidone N-methy-2-pyrrolidone N-methyl 2-pyrolidone N-methyl -2-pyrrolidinone N-methyl 2-pyrrolidinone N-methyl 2-pyrrolidone N-methyl pirrolidone N-methyl pyrolidinone N-methyl pyrollidone N-methyl pyrrolidinone n-methyl pyrrolidon N-Methyl pyrrolidon (Peptide Grade) N-methyl pyrrolidone N-methyl- pyrrolidone N-Methyl-.alpha.-pyrrolidinone N-Methyl-.alpha.-pyrrolidone N-Methyl-.gamma.-butyrolactam N-Methyl-2-ketopyrrolidine N-methyl-2-pyrolidinone N-methyl-2-pyrolidone N-methyl-2-pyrollidinone N-methyl-2-pyrollidone N-methyl-2-pyrrolidinon N-Methyl-2-pyrrolidinone N-Methyl-2-pyrrolidinone ACS reagent N-Methyl-2-pyrrolidon N-Methyl-2-pyrrolidone N-Methyl-alpha-pyrrolidinone N-Methyl-alpha-pyrrolidone N-Methyl-a-pyrrolidinone N-Methyl-a-pyrrolidone N-Methylbutyrolactam N-Methyl-gamma-butyrolactam N-Methyl-g-butyrolactam N-methylpirrolidone N-methylpyrolidin-2-one N-methylpyrolidinone N-methyl-pyrolidinone N-methyl-pyrolidone N-methylpyrollidin-2-one n-methylpyrollidinone N-methyl-pyrollidone N-methyl-pyrrolid-2-one N-Methylpyrrolid-2-one N-methyl-pyrrolidin -2-one N-methyl-pyrrolidin-2-one N-methylpyrrolidin-2-one n-methylpyrrolidine-2one N-methylpyrrolidine-2-one N-Methylpyrrolidinon N-Methylpyrrolidinone N-methyl-pyrrolidinone N-methylpyrro-lidinone N-methylpyrroli-dinone N-methylpyrrolidin-one N-Methylpyrrolidon N-methyl-pyrrolidon N-Methylpyrrolidone n-methyl-pyrrolidone N-methylpyrrolidone- N-Methylpyrrolidone-(2) N-Methylpyrrolidone, Pharmaceutical Secondary Standard N-Methylpyrrolidone, Pharmaceutical Secondary Standard Certified Reference Material N-methypyrrolidone N-Metil-2-pirrolidona N-Metuulpurrolidoon N-Metyyli-2-pyrrolidoni NMP NMP, N-Methylpyrrolidone NMP,SP Grade Norleucine, 5-oxo-, DL- NS00009178 NSC 4594 NSC4594 NSC-4594 Pharmasolve PubChem17618 Pyrol M Pyrrolidinone, methyl- Q33103 RP08827 RTR-038104 s6282 SBB060297 SC-18144 SECXISVLQFMRJM-UHFFFAOYSA-N SL 1332 ST2408828 ST51046511 STL183295 TL8005664 Tox21_202350 Tox21_300097 TR-038104 TRA0071910 UNII-JR9CE63FPM WLN: T5NVTJ A ZINC3860621

1.2 Inchi
InChI=1S/C5H9NO/c1-6-4-2-3-5(6)7/h2-4H2,1H3
1.3 InChkey
SECXISVLQFMRJM-UHFFFAOYSA-N
1.4 Canonical Smiles
CN1CCCC1=O
1.5 Isomers Smiles
CN1CCCC1=O
2. 3D Conformer
3. Properties
3.1 Appearance
colourless or light yellow liquid with an amine odour
3.2 Density
1.033
3.3 Melting Point
-24℃
3.4 Boiling Point
202℃
3.5 Vapour
0.34 mmHg
3.6 Refractive Index
n20/D 1.479
3.7 Flash Point
91℃
3.8 Solubility
Water solubility: >=10 g/100 mL at 20 °C
3.9 Color/Form
≤20(APHA)
3.10 Stability
Stable, but decomposes upon exposure to light. Combustible. Incompatible with strong oxidizing agents, strong acids, reducing agents, bases.
3.10 Stability
3.11 HS Code
2933990090
3.12 Storage temp
2-8°C
3.13 Spectral properties
MAX ABSORPTION (METHANOL): 205 NM (LOG E= 3.46); INDEX OF REFRACTION: 1.4684 AT 20 DEG C/D; SADTLER REFERENCE NUMBER: 6528 (IR, PRISM); 116 (VARIAN, NMR)
IR 6528 (Sadtler Research Laboratories Prism Collection)
UV 4-43 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York
NMR 116 (Varian Associates NMR Spectra Catalogue)
MASS 4006 (National Bureau of Standards EPA-NIH Mass Spectra Data Base, NSRDS-NBS-63
4. Safety and Handling
4.1 Hazard Codes
Xi
4.2 Risk Statements
R36/38
4.3 Safety Statements
S41
4.4 Safety

Poison by intravenous route. Moderately toxic by ingestion and intraperitoneal routes. Mildly toxic by skin contact. An experimental teratogen. Experimental reproductive effects. Mutation data reported. Combustible when exposed to heat, open flame, or powerful oxidizers. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: ToxicT,IrritantXi
Safety Statements: 41
S41: In case of fire and / or explosion do not breathe fumes.
Risk Statements: 45-65-36/38?
R36/38: Irritating to eyes and skin.?
R45: May cause cancer.?
R65: Harmful: may cause lung damage if swallowed.

4.5 Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 63300ug/kg (63.3mg/kg) ? Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 18, Pg. 922, 1987.
mouse LD50 intraperitoneal 3050mg/kg (3050mg/kg) ? United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-1087-0695,
mouse LD50 intravenous 54500ug/kg (54.5mg/kg) ? Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 18, Pg. 922, 1987.
mouse LD50 oral 5130mg/kg (5130mg/kg) ? United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-1087-0695,
rabbit LD50 skin 8gm/kg (8000mg/kg) ? Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 84, 1974.
rat LCLo inhalation 1gm/m3 (1000mg/m3) ? National Technical Information Service. Vol. OTS0534725,
rat LD50 intraperitoneal 2472mg/kg (2472mg/kg) ? Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 1581, 1976.
rat LD50 intravenous 80500ug/kg (80.5mg/kg) ? Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 18, Pg. 922, 1987.
rat LD50 oral 3914mg/kg (3914mg/kg) ? Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 1581, 1976.
rat LD50 subcutaneous > 2gm/kg (2000mg/kg) ? United States Patent Document. Vol. #4882359,
rat LD50 unreported 7gm/kg (7000mg/kg) ? "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 408, 1969.

4.6 Sensitive
Hygroscopic
4.7 Skin, Eye, and Respiratory Irritations
... Is a severe eye irritant.
4.8 Cleanup Methods
REMOVAL OF N-METHYLPYRROLIDONE FROM WASTEWATER BY PHYSICOCHEMICAL TREATMENT, USING POWDERED ACTIVATED CARBON AS ADSORBENT.
4.9 Transport
UN 1268 3/PG 3
4.10 Fire Fighting Procedures
Dry chemical, "alcohol" foam, and carbon dioxide.
4.11 Fire Potential
Combustible when exposed to heat, open flame, or powerful oxidizers.
4.12 Reactivities and Incompatibilities
Reacts with chlorinating agents, eg, cobalt chloride, thionyl chloride, phosphorus oxychloride, & pentachlorophosphorus to form the amide.
Reacts with sulfur or carbon disulfide at high temperatures and pressures.
Combustible when exposed to ... powerful oxidizers.
4.13 Other Preventative Measures
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
4.14 Protective Equipment and Clothing
... Is a severe eye irritant.
4.15 Specification

?N-methyl-pyrrolidone , its cas register number is 872-50-4. It also can be called N-Methyl-2-pyrrolidinone ; N-Methyl-2-Pyrrolidone ; NMP ; and N-Methylpyrrolidone . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Then you have the ingesting of the product: Wash mouth out with water, and get medical aid immediately.
In addition, N-methyl-pyrrolidone (CAS NO.872-50-4) could be stable?at room temperature in closed containers under normal storage and handling conditions. It is not compatible with strong oxidizing agents, strong acids, strong bases, and you must not take it with incompatible materials, light, temperatures above 100 °C, exposure to moist air or water. And also prevent it to broken down into hazardous decomposition products:?nitrogen oxides, carbon monoxide, carbon dioxide.

4.16 Octanol/Water Partition Coefficient
log Kow= -0.54
4.17 Report

Reported in EPA TSCA Inventory.

4.18 Disposal Methods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Skin irritation, Category 2

Eye irritation, Category 2

Specific target organ toxicity \u2013 single exposure, Category 3

Reproductive toxicity, Category 1B

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Danger

Hazard statement(s)

H315 Causes skin irritation

H319 Causes serious eye irritation

H335 May cause respiratory irritation

Precautionary statement(s)
Prevention

P264 Wash ... thoroughly after handling.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P271 Use only outdoors or in a well-ventilated area.

P201 Obtain special instructions before use.

P202 Do not handle until all safety precautions have been read and understood.

Response

P302+P352 IF ON SKIN: Wash with plenty of water/...

P321 Specific treatment (see ... on this label).

P332+P313 If skin irritation occurs: Get medical advice/attention.

P362+P364 Take off contaminated clothing and wash it before reuse.

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P337+P313 If eye irritation persists: Get medical advice/attention.

P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.

P308+P313 IF exposed or concerned: Get medical advice/ attention.

Storage

P403+P233 Store in a well-ventilated place. Keep container tightly closed.

P405 Store locked up.

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

9. Computational chemical data
  • Molecular Weight:99.13106g/mol
  • Molecular Formula:C5H9NO
  • XLogP3-AA:_0.5
  • Exact Mass:99.068414
  • Monoisotopic Mass:99.068414
  • Complexity:90.1
  • Rotatable Bond Count:0
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:1
  • Topological Polar Surface Area:20.3
  • Heavy Atom Count:7
  • Defined Atom Stereocenter Count:0
  • Undefined Atom Stereocenter Count:0
  • Defined Bond Stereocenter Count:0
  • Undefined Bond Stereocenter Count:0
  • Isotope Atom Count:0
  • Covalently-Bonded Unit Count:1
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