CAS 872-50-4|N-Methylpyrrolidone
| Common Name | N-Methylpyrrolidone | ||
|---|---|---|---|
| CAS Number | 872-50-4 | Molecular Weight | 99.131 |
| Density | 1.0±0.1 g/cm3 | Boiling Point | 202.0±0.0 °C at 760 mmHg |
| Molecular Formula | C5H9NO | Melting Point | −24 °C(lit.) |
| MSDS | ChineseUSA | Flash Point | 86.1±0.0 °C |
| Symbol | GHS07, GHS08 | Signal Word | Danger |
Names
| Name | N-methylpyrrolidin-2-one |
|---|---|
| Synonym | More Synonyms |
N-Methylpyrrolidone BiologicalActivity
| Description | N-Methylpyrrolidone (1-Methyl-2-pyrrolidinone), a five-membered cyclic amide, is an organic polar solvent. N-Methylpyrrolidone is extensively used in the manufacture of adhesives, paints, fuels, and pharmaceuticals[1][2]. |
|---|---|
| Related Catalog | Research Areas >>OthersSignaling Pathways >>Others >>Others |
| References | [1]. Jing Wang, et al. Nitrate stimulation of N-Methylpyrrolidone biodegradation by Paracoccus pantotrophus: Metabolite mechanism and Genomic characterization. Bioresour Technol. 2019 Dec;294:122185. [2]. Claudia Julieta Solís-González, et al. Novel Metabolic Pathway for N-Methylpyrrolidone Degradation in Alicycliphilus sp. Strain BQ1. Appl Environ Microbiol. 2017 Dec 15;84(1):e02136-17. |
Chemical & Physical Properties
| Density | 1.0±0.1 g/cm3 |
|---|---|
| Boiling Point | 202.0±0.0 °C at 760 mmHg |
| Melting Point | −24 °C(lit.) |
| Molecular Formula | C5H9NO |
| Molecular Weight | 99.131 |
| Flash Point | 86.1±0.0 °C |
| Exact Mass | 99.068413 |
| PSA | 20.31000 |
| LogP | -0.40 |
| Vapour density | 3.4 (vs air) |
| Vapour Pressure | 0.3±0.4 mmHg at 25°C |
| Index of Refraction | 1.470 |
| InChIKey | SECXISVLQFMRJM-UHFFFAOYSA-N |
| SMILES | CN1CCCC1=O |
| Stability | Stable, but decomposes upon exposure to light. Combustible. Incompatible with strong oxidizing agents, strong acids, reducing agents, bases. |
| Water Solubility | >=10 g/100 mL at 20 ºC |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- Standard Draize test
- ROUTE OF EXPOSURE :
- Administration into the eye
- SPECIES OBSERVED :
- Rodent - rabbit
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 3914 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 2472 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- >2 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 80500 ug/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Unreported
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 7 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 5130 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 3050 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 54500 ug/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Mammal - dog
- DOSE/DURATION :
- 63300 ug/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Administration onto the skin
- SPECIES OBSERVED :
- Rodent - rabbit
- DOSE/DURATION :
- 8 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 30240 mg/kg/28D-C
- TOXIC EFFECTS :
- Behavioral - food intake (animal) Nutritional and Gross Metabolic - weight loss or decreased weight gain
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 33750 mg/kg/90D-I
- TOXIC EFFECTS :
- Behavioral - muscle weakness
- TYPE OF TEST :
- TCLo - Lowest published toxic concentration
- ROUTE OF EXPOSURE :
- Inhalation
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 400 mg/m3/6H/4W-I
- TOXIC EFFECTS :
- Lungs, Thorax, or Respiration - acute pulmonary edema Blood - changes in leukocyte (WBC) count Related to Chronic Data - death
- TYPE OF TEST :
- TCLo - Lowest published toxic concentration
- ROUTE OF EXPOSURE :
- Inhalation
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 100 ppm/6H/2Y-I
- TOXIC EFFECTS :
- Kidney, Ureter, Bladder - other changes in urine composition
- TYPE OF TEST :
- TCLo - Lowest published toxic concentration
- ROUTE OF EXPOSURE :
- Inhalation
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 423 mg/m3/6H/4W-I
- TOXIC EFFECTS :
- Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - dyspnea
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 33600 mg/kg/28D-C
- TOXIC EFFECTS :
- Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Related to Chronic Data - death
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 9700 mg/kg
- SEX/DURATION :
- female 6-15 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Effects on Embryo or Fetus - fetal death Reproductive - Specific Developmental Abnormalities - other developmental abnormalities
- TYPE OF TEST :
- TCLo - Lowest published toxic concentration
- ROUTE OF EXPOSURE :
- Inhalation
- DOSE :
- 150 ppm/6H
- SEX/DURATION :
- female 7-20 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain) Reproductive - Effects on Newborn - delayed effects
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Inhalation
- DOSE :
- 116 ppm/6H
- SEX/DURATION :
- multigenerations
- TOXIC EFFECTS :
- Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Administration onto the skin
- DOSE :
- 7500 mg/kg
- SEX/DURATION :
- female 6-15 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- DOSE :
- 166 mg/kg
- SEX/DURATION :
- female 9 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - musculoskeletal system
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 12825 mg/kg
- SEX/DURATION :
- female 11-15 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue)
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- DOSE :
- 7625 mg/kg
- SEX/DURATION :
- female 11-15 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue)
MUTATION DATA - TYPE OF TEST :
- Sex chromosome loss and nondisjunction
- TEST SYSTEM :
- Yeast - Saccharomyces cerevisiae
- DOSE/DURATION :
- 154 mmol/L
- REFERENCE :
- EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987- Volume(issue)/page/year: 11,31,1988 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-DENMARK:TWA 100 ppm (400 mg/m3) JAN 1993 OEL-GERMANY:TWA 100 ppm (400 mg/m3) JAN 1993 OEL-THE NETHERLANDS:TWA 100 ppm (400 mg/m3) JAN 1993 OEL-RUSSIA:STEL 100 mg/m3 JAN 1993 OEL-SWITZERLAND:TWA 200 ppm (400 mg/m3) JAN 1993 OEL-UNITED KINGDOM:TWA 100 ppm (400 mg/m3) JAN 1993 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M1569 No. of Facilities: 2458 (estimated) No. of Industries: 30 No. of Occupations: 43 No. of Employees: 25255 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M1569 No. of Facilities: 3902 (estimated) No. of Industries: 63 No. of Occupations: 73 No. of Employees: 85169 (estimated) No. of Female Employees: 23478 (estimated)
- TYPE OF TEST :
- Sex chromosome loss and nondisjunction
- TEST SYSTEM :
- Yeast - Saccharomyces cerevisiae
- DOSE/DURATION :
- 154 mmol/L
- REFERENCE :
- EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987- Volume(issue)/page/year: 11,31,1988 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-DENMARK:TWA 100 ppm (400 mg/m3) JAN 1993 OEL-GERMANY:TWA 100 ppm (400 mg/m3) JAN 1993 OEL-THE NETHERLANDS:TWA 100 ppm (400 mg/m3) JAN 1993 OEL-RUSSIA:STEL 100 mg/m3 JAN 1993 OEL-SWITZERLAND:TWA 200 ppm (400 mg/m3) JAN 1993 OEL-UNITED KINGDOM:TWA 100 ppm (400 mg/m3) JAN 1993 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M1569 No. of Facilities: 2458 (estimated) No. of Industries: 30 No. of Occupations: 43 No. of Employees: 25255 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M1569 No. of Facilities: 3902 (estimated) No. of Industries: 63 No. of Occupations: 73 No. of Employees: 85169 (estimated) No. of Female Employees: 23478 (estimated)
Safety Information
| Symbol | GHS07, GHS08 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H315-H319-H335-H360D |
| Precautionary Statements | P201-P305 + P351 + P338-P308 + P313 |
| Personal Protective Equipment | Eyeshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter |
| Hazard Codes | Xi:Irritant |
| Risk Phrases | R36/38 |
| Safety Phrases | S41 |
| RIDADR | UN 1268 3/PG 3 |
| WGK Germany | 1 |
| RTECS | UY5790000 |
| HS Code | 2933990090 |
Customs
| HS Code | 2933790090 |
|---|---|
| Summary | 2933790090. other lactams. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:9.0%. General tariff:20.0% |
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Synonyms
| Methylpyrrolidone |
| N-Methyl-g-butyrolactone |
| N-methyl-α-pyrrolidone |
| N-methyl-2-pyridone-5-carboxamide |
| 1-methyl-2-oxo-pyrrolidine |
| 1-Methyl-2-pyrrolidone |
| MFCD00003193 |
| N-methyl-pyrrolidin-2-one |
| N-methyl-pyrrolidinone |
| METHYLPYRROLIDINONE |
| N-Methyl-a-pyrrolidinone |
| N-Methyl-α-pyrrolidinone |
| 1-Methylpyrrolidin-2-on |
| 1,6-Dihydro-N-methyl-6-oxonicotinamide |
| EINECS 212-828-1 |
| Methyl pyrrolidone |
| 2-Pyrrolidone, 1-methyl |
| NMP |
| N-methyl pyrrolidinone |
| N-Methyl-2-pyrrolidone |
| N-methylpyrrolidinone |
| 2-Pyrrolidinone, 1-methyl- |
| 1-Methyl-2-pyrrolidinone |
| Pyrrolidinone, methyl- |
| N-methyl-2-pyrrolidinone |
| n-methyl-6-oxo-1,6-dihydropyridine-3-carboxamide |
| 1-methylpyrrolidin-2-one |
| Methylpyrrolidone, N- |
| N-Methyl-Pyrrolidone |
