Name | 2-Pyrrolidinone |
Synonyms | 2-P α-P α-PVR 2-Pyrol Butyrolactam Α-pyrrolidone 2-Pyrrolidone 2-Pyrrolidinone 2-Oxopyrrolidine 2-KETOPYRROLIDINE ALPHA-PYRROLIDONE 2-AZACYCLOPENTANONE PIPERIDINIC ACID LACTAM 2-Pyrrolidone Butyrolactam |
CAS | 616-45-5 |
EINECS | 210-483-1 |
InChI | InChI=1/C4H7NO/c6-4-2-1-3-5-4/h1-3H2,(H,5,6) |
InChIKey | HNJBEVLQSNELDL-UHFFFAOYSA-N |
Molecular Formula | C4H7NO |
Molar Mass | 85.1 |
Density | 1.12 g/mL at 25 °C (lit.) |
Melting Point | 23-25 °C (lit.) |
Boling Point | 245 °C (lit.) |
Flash Point | >230°F |
Water Solubility | miscible |
Solubility | H2O: miscible (completely) |
Vapor Presure | 0.04 hPa (20 °C) |
Vapor Density | 2.9 (vs air) |
Appearance | Liquid or Low Melting Mass |
Color | Clear colorless to pale yellow |
Merck | 14,8016 |
BRN | 105241 |
pKa | 16.62±0.20(Predicted) |
PH | 9-11 (100g/l, H2O, 20℃) |
Storage Condition | 2-8°C |
Stability | Hygroscopic |
Sensitive | Hygroscopic |
Explosive Limit | 1.8-16.6%(V) |
Refractive Index | n20/D 1.487(lit.) |
Physical and Chemical Properties | Density 1.103 melting point 25.5°C boiling point 250°C refractive index 1.486-1.488 flash point 138°C water-soluble miscible |
Use | Used as raw materials and solvents for organic synthesis |
Risk Codes | 22 - Harmful if swallowed |
Safety Description | 24/25 - Avoid contact with skin and eyes. |
UN IDs | 2810 |
WGK Germany | 1 |
RTECS | UY5715000 |
TSCA | Yes |
HS Code | 29339980 |
Hazard Class | 6.1(b) |
Packing Group | III |
Toxicity | LD50 orally in Rabbit: > 3200 mg/kg |
Raw Materials | gamma-butyrolactone Ammonium hydroxide Ammonia |
Downstream Products | Piracetam |
colorless crystals (petroleum ether), above 25 °c as a liquid. The melting point of 23~25 deg C (24.6 deg C). Boiling point 245 ℃,133 ℃ (1. 6kPa). The relative density was 1. 120. Refractive index of 1. 4870, soluble in water and most organic solvents, difficult to dissolve in petroleum ether, the formation of monohydrate in humid air (boiling point 35 ℃). Chemical stability, non-corrosive. It is irritating to eyes, skin and mucous membranes.
intermediate of y-aminobutyric acid. It is a raw material for Organic Synthesis (Synthesis of polyvinylpyrrolidone, polypyrrolidone, nylon 4, etc.), and is also used as a high boiling point solvent, coalescent agent, plasticizer.
FEMA | 4829 | 2-PYRROLIDONE |
LogP | -0.71 at 20℃ |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
preparation | production of 2-pyrrolidone hydrocyanic acid (HCN) and acrylonitrile (AN) from hydrocyanic acid and acrylonitrile 2-pyrrolidone is prepared by the reaction, and the reaction process is as follows: 1) the addition reaction of HCN and AN IS carried out to form succinonitrile by using triethylamine as a catalyst. The reaction was carried out at atmospheric pressure and a temperature of about 70 ° C., and the yield of succinonitrile was as high as 97%. 2) partial hydrogenation and reduction of succinonitrile to aminobutyronitrile, reaction using carrier nickel as hydrogenation catalyst, total pressure 14.0 M P a, temperature 80~100 ℃, using liquid ammonia as solvent, succinonitrile conversion rate is close to 100%, the selectivity of amino nitrile was 85%. 3) the hydrolysis cyclization reaction of γ-aminobutyronitrile to produce 2-pyrrolidone is carried out in a plug-flow system at a temperature of 210 ° C., and both the nitrile conversion and the selectivity to the finished product are close to 100%. |
Use | is useful as a solvent and an intermediate in organic synthesis. Used in the manufacture of nylon -4 and vinyl pyrrolidone. used as raw materials and solvents for organic synthesis organic synthesis intermediates, mainly used in the synthesis of resins, pesticides, polyols, inks and iodine solvents, but also the production of polyvinyl pyrrolidone, raw materials of nylon -4 and piracetam. |
production method | is usually obtained by amination of γ-butyrolactone. Another method is using maleic anhydride as raw material, obtained by hydrogenation, ammoniation, the yield can reach 90%-92%. |
spontaneous combustion temperature | 395°C |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |