1-methylpyrrolidin-2-one

• ChemBase ID: 68166
• Molecular Formular: C5H9NO
• Molecular Mass: 99.13106
• Monoisotopic Mass: 99.06841391
• SMILES: N1(C(=O)CCC1)C
• Canonical SMILES: O=C1CCCN1C
• InChI: InChI=1S/C5H9NO/c1-6-4-2-3-5(6)7/h2-4H2,1H3
• InChIKey: SECXISVLQFMRJM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methylpyrrolidin-2-one
• IUPAC Traditional name: methylpyrrolidone
• Synonyms: 1-Methyl-2-pyrrolidinone; 1-Methyl-2-pyrrolidinone; 1-Methyl-5-pyrrolidinone; 1-Methylazacyclopentan-2-one; 1-Methylpyrrolidone; AgsolEx 1; Microposit 2001; N 0131; N-Methyl-2-ketopyrrolidine; N-Methyl-γ-butyrolactam; N-Methylbutyrolactam; NSC 4594; Pharmasolve; Pyrol M; SL 1332; 1-Methyl-2-pyrrolidinone, Biograde; 1-Methyl-2-pyrrolidinone, anhydrous; 1-Methyl-2-pyrrolidinone, ACS grade; 1-Methyl-2-pyrrolidinone, Spectrophotometric Grade; 1-Methyl-2-pyrrolidinone, HPLC Grade; 1-Methylpyrrolidin-2-one sulfate; N-Methyl-2-pyrrolidone; N-Methyl-2-pyrrolidone; N-Methylpyrrolidone; NMP; N-Methyl-2-Pyrrolidone; M-Pyrol; N-Metil-2-pirrolidona; N-Metyyli-2-pyrrolidoni; N-Metuulpurrolidoon; 1-Metylo-2-pirolidon; N-METHYLPYRROLIDONE; 1-METHYL-2-PYRROLIDINONE, ANHYDROSOLV GRADE; 1-METHYL-2-PYRROLIDINONE, HPLC/SPECTRO GRADE; 1-METHYL-2-PYRROLIDINONE, BIO GRADE; 1-METHYL-2-PYRROLIDINONE, ACS GRADE; 1-Methyl-2-pyrrolidone; 1-Methyl-2-pyrrolidinone solution; N-甲基-2-吡咯烷酮; N-甲基吡咯烷酮; 1-甲基-2-吡咯烷酮; 1-甲基-2-吡咯烷酮, 生物级; 1-甲基-2-吡咯烷酮, 无水; 1-甲基-2-吡咯烷酮, ACS级; 1-甲基-2-吡咯烷酮, 光谱级; 1-甲基-2-吡咯烷酮, HPLC级; 1-甲基-2-吡咯烷酮 溶液

Database IDs

• CAS Number: 80997-96-2; 872-50-4
• EC Number: 212-828-1
• MDL Number: MFCD00003193
• Beilstein Number: 106420
• Merck Index: 146117
• PubChem SID: 24856375; 24868075; 162033898; 24897206; 24885885; 24859389; 24881387; 24885884; 24872909; 24887364; 24854583
• PubChem CID: 13387
• CHEBI ID: 7307
• CHEMBL: 12543
• Chemspider ID: 12814
• KEGG ID: C11118
• Unique Ingredient Identifier: JR9CE63FPM
• Wikipedia Title: N-Methyl-2-pyrrolidone

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -0.35593325
• LogD (pH = 7.4): -0.35593322
• Log P: -0.35593322
• Molar Refractivity: 27.1546 cm^3
• Polarizability: 10.429774 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: APHA: ≤10; APHA: ≤20; APHA: ≤50; Clear Colorless Oil; Liquid; Liquid, packaged under Argon
• Melting Point: -24 °C(lit.); -24°C; -24.4 °C; -24.4°C; -24°C
• Boiling Point: 202 - 204°C; 202 °C at 1013.5 hPa; 202 °C(lit.); 202°C; 204°C; 81-82 °C/10 mmHg(lit.)
• Flash Point: 116.6 °F; 195.8 °F; 47 °C; 86°C(187°F); 91 °C (closed cup and DIN 51758); 91 °C
• Auto Ignition Point: 270 °C at 1013 hPa; 518 °F
• Density: 1.001 g/mL at 25 °C; 1.028 g/cm^3; 1.028 g/mL at 25 °C(lit.); 1.033; 1.034 g/cm^3 at 20 °C; 1.034 g/ml
• Refractive Index: 1.4705; n20/D 1.47(lit.); n20/D 1.470; n20/D 1.471; n20/D 1.479
• Vapor Pressure: .32 hPa at 20 °C; 0.29 mmHg ( 20 °C); 0.99 mmHg ( 40 °C)
• Vapor Density: 3.4 (air = 1); 3.4 (vs air)
• Partition Coefficient: -0.46 @ 25 deg C
• Absorption Wavelength: 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

Safety Information

• Storage Condition: 2-8°C; Refrigerator
• Storage Warning: Hygroscopic; IRRITANT
• RTECS: UY5790000
• European Hazard Symbols: Toxic (T); Irritant (Xi)
• UN Number: 1268
• German water hazard class: 1; 3
• Hazard Class: 3
• Packing Group: 3
• Risk Statements: 45-46-61-10-36/37/38-65; 61-36/37/38; R:36/38
• Safety Statements: 53-26-45-62; 53-45; S:41
• TSCA Listed: false; 是
• GHS Pictograms: GHS02; GHS07; GHS08
• GHS Signal Word: Danger
• NFPA704:
  

  2

  1

  1
• Explode Limits: 9.5 %
• GHS Hazard statements: H226-H304-H315-H319-H335-H340-H350-H360D; H315-H319-H335-H360D; H360-H315-H319-H335-H227
• GHS Precautionary statements: P201-P261-P301 + P310-P305 + P351 + P338-P308 + P313-P331; P201-P261-P305 + P351 + P338-P308 + P313; P210-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1268 3/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0%; ≥98.0% (GC); ≥98.5% (GC); ≥99%; ≥99.0%; ≥99.0% (GC); ≥99.5%; ≥99.5% (GC); ≥99.9%; ≥99.9% (GC); 95+%; 98%; 99%; 99.0+%; 99.5%; 99.5+%; 99.8%; 99+%
• Grade: absolute; ACS; ACS reagent; analytical standard; anhydrous; biotech. grade; CHROMASOLV® Plus; for HPLC; for peptide synthesis; HPLC; puriss. p.a.; purum; ReagentPlus®; SAJ first grade; spectrophotometric grade; TraceSELECT®
• Compostion: Aromatic hydrocarbon solvents mixture (80/20 ratio)
• Packaging: packaged under Argon in resealable ChemSeal? bottles
• Suitability: GC-Headspace tested; in accordance for amine test
• Impurities: <0.005% water; <0.050% water; ≤0.005% water; ≤0.01% Free amines (as CH3NH2); ≤0.01% free amines (CH3NH2); ≤0.03% water; ≤0.05% water; ≤0.05% water (Karl Fischer); ≤0.1% water; ≤0.1% water (Karl Fischer)
• Cation Traces: Ag: ≤2 μg/kg; Al: ≤5 μg/kg; As: ≤0.5 μg/kg; Au: ≤0.5 μg/kg; Ba: ≤2 μg/kg; Be: ≤0.5 μg/kg; Bi: ≤0.5 μg/kg; Ca: ≤10 μg/kg; Ca: ≤5 mg/kg; Cd: ≤0.5 μg/kg; Cd: ≤1 mg/kg; Ce: ≤0.5 μg/kg; Co: ≤0.5 μg/kg; Co: ≤1 mg/kg; Cr: ≤1 mg/kg; Cr: ≤1 μg/kg; Cs: ≤0.5 μg/kg; Cu: ≤1 mg/kg; Cu: ≤5 μg/kg; Fe: ≤1 mg/kg; Fe: ≤10 μg/kg; Ga: ≤0.5 μg/kg; Ge: ≤1 μg/kg; Hg: ≤1 μg/kg; In: ≤0.5 μg/kg; K: ≤10 μg/kg; K: ≤20 mg/kg; Li: ≤0.5 μg/kg; Mg: ≤1 mg/kg; Mg: ≤1 μg/kg; Mn: ≤0.5 μg/kg; Mn: ≤1 mg/kg; Mo: ≤0.5 μg/kg; Na: ≤100 μg/kg; Na: ≤20 mg/kg; Ni: ≤1 mg/kg; Ni: ≤1 μg/kg; Pb: ≤0.5 μg/kg; Pb: ≤1 mg/kg; Pt: ≤0.5 μg/kg; Rb: ≤1 μg/kg; Sb: ≤0.5 μg/kg; Se: ≤5 μg/kg; Sn: ≤0.5 μg/kg; Sr: ≤0.5 μg/kg; Ti: ≤1 μg/kg; Tl: ≤0.5 μg/kg; V: ≤1 μg/kg; Zn: ≤1 mg/kg; Zn: ≤10 μg/kg; Zr: ≤1 μg/kg
• Antion Traces: bromide (Br-): ≤100 μg/kg; chloride (Cl-): ≤1 ppm; chloride (Cl-): ≤100 μg/kg; fluoride (F-): ≤100 μg/kg; iodide (I-): ≤100 μg/kg; nitrate (NO3-): ≤100 μg/kg; nitrite (NO2-): ≤100 μg/kg; phosphate (PO43-): ≤100 μg/kg; sulfate (SO42-): ≤1000 μg/kg
• Shelf Life: (limited shelf life, expiry date on the label)
• Purified By: glass distillation
• Quality: over molecular sieve (H2O ≤0.01%)
• λ: H2O reference
• Empirical Formula (Hill Notation): C5H9NO

DETAILS

MP Biomedicals - 02155652

1 ml = approx. 1.03 g NOT FOR EXPORT

Sigma Aldrich - 43729

Application
high purity grade for ICP-MS detection
Legal Information
TraceSELECT is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 443778

Packaging
1, 2, 2.5 L in glass bottle
View returnable container options.
20 L in steel drum
500 mL in glass bottle

Sigma Aldrich - 494496

Packaging
1, 2, 4×2 L in Sure/Seal™
View returnable container options.

Sigma Aldrich - 592382

Packaging
1 L in poly bottle
250 mL in poly bottle

Sigma Aldrich - M79603

Application
Undergoes condensation reactions with arylthioacetamides1 and methyl salicylates.2 Versatile solvent for water miscible applications.3,4
Packaging
1, 6×1, 4, 4×4 L in glass bottle
20 L in steel drum
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 328634

Other Notes
Pure-Pac® II containers require the Micromatic MacroValve coupler for dispensing solvents, Z560723.
Packaging
1, 6×1, 2, 4×2 L in Sure/Seal™
18 L in Pure-Pac™ 1
View returnable container options.
100, 12×100 mL in Sure/Seal™
50 L in Pure-Pac™ 2
Legal Information
Pure-Pac is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 242799

Packaging
1, 2 L in glass bottle

Sigma Aldrich - 270458

Packaging
1, 2, 4×4 L in glass bottle
100 mL in glass bottle
20 L in Nowpak™
Legal Information
CHROMASOLV is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - M326120

It is a versatile industrial solvent. NMP is currently approved for use only in veterinary pharmaceuticals. The determination of the disposition and metabolism of NMP in the rat will contribute toward understanding the toxicology of this exogenous chemica

REFERENCES

• Southwell, D., et al.: J. Pharm. Pharmacol., 33, 3 (1981)
• Barry, W., et al.: J. Invest. Dermatol., 82, 49 (1981)
• Water-miscible, high-boiling dipolar aprotic solvent, compare N,N-Dimethylformamide, A13547 and Dimethyl sulfoxide, A13280, used in a wide variety of reactions, e.g.:
• Nucleophilic displacement reactions with CN^-: J. Chem. Soc., 954 (1962). Preparation of thiophenols from unactivated aryl chlorides and Na alkanethiolates: J. Org. Chem., 56, 3728 (1991). Reaction of thiophenol and potassium carbonate in uncatalyzed substitution reactions of chloroanilines and chloroanilides: J. Org. Chem., 56, 862 (1991). Synthesis of alkylaryl and alkylheteroaryl ethers, catalyzed by Cu(I): Tetrahedron, 48, 3633 (1992).