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2687-91-4

Basic Information
CAS No.: 2687-91-4
Name: 1-Ethyl-2-pyrrolidinone
Article Data: 53
Cas Database
Molecular Structure:
Molecular Structure of 2687-91-4 (1-Ethyl-2-pyrrolidinone)
Formula: C6H11NO
Molecular Weight: 113.159
Synonyms: 1-Ethyl-2-pyrrolidone;1-Ethylazacyclopentan-2-one;N-Ethyl-a-pyrrolidinone;N-Ethyl-g-butyrolactam;N-Ethylbutyrolactam;N-Ethylpyrrolidone;NEP;NEP 100;1-Ethyl-2-pyrrolidinone;
EINECS: 220-250-6
Density: 0.993 g/cm3
Melting Point: 87.5-88.5 °C
Boiling Point: 203.6 °C at 760 mmHg
Flash Point: 76.1 °C
Solubility: N/A
Appearance: clear liquid
Hazard Symbols: HarmfulXn
Risk Codes: 22-36
Safety: 26-36
Transport Information: N/A
PSA: 20.31000
LogP: 0.56660
Synthetic route
88-12-0

1-ethenyl-2-pyrrolidinone

2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
With C7H14N3(1+)*Cl(1-); sodium triethylborohydride; cobalt(II) chloride In tetrahydrofuran at 25℃; under 7500.75 Torr; for 16h;99%
With ammonium formate; palladium on activated charcoal In methanol for 0.5h; Heating;94%
With oxygen; hydrazine hydrate; 7-(trifluoromethyl)-1,10-ethyleneisoalloxazinium chloride In water at 100℃; under 760.051 Torr; for 18h;88%
96-48-0

4-butanolide

75-04-7

ethylamine

2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
In water; ethylene glycol at 290℃; under 38787.1 Torr; Kinetics; Temperature; Concentration; Flow reactor;93.9%
at 300℃;
at 215℃;
88-12-0

1-ethenyl-2-pyrrolidinone

25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

A

2687-91-4

1-ethyl-2-pyrrolidinone

B

1190639-19-0

1-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethyl)pyrrolidin-2-one

Conditions
ConditionsYield
With Rh(acac)(dppb) In tetrahydrofuran for 18h; Inert atmosphere; regioselective reaction;A n/a
B 83%
6112-00-1

N,N-diethyl-2-diazoacetamide

2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
dirhodium tetraacetate In dichloromethane at 40℃; for 5h;77%
616-45-5

2-pyrrolidinon

74-96-4

ethyl bromide

2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
Stage #1: 2-pyrrolidinon; ethyl bromide With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 2h;
Stage #2: at 0℃;
75%
14468-90-7

N-trimethylsilyl-pyrrolidin-2-one

515-46-8

Ethyl benzenesulfonate

A

2687-91-4

1-ethyl-2-pyrrolidinone

B

17882-06-3

trimethylsilyl benzenesulfonate

Conditions
ConditionsYield
Heating;A 59%
B 72%
96-48-0

4-butanolide

141-43-5

ethanolamine

2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
ZSM-569%
96-48-0

4-butanolide

121-44-8

triethylamine

A

2687-91-4

1-ethyl-2-pyrrolidinone

B

64-17-5

ethanol

Conditions
ConditionsYield
ZSM-5A 68%
B 13%
616-45-5

2-pyrrolidinon

74-85-1

ethene

2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
With silver tetrafluoroborate; dibromo[1,3-dihydro-1-(2-pyridinyl)-3-(2,4,6-trimethylphenyl)-2H-imidazol-2-ylidene]platinum(II) In nitrobenzene-d5 at 20 - 150℃; under 4125.41 Torr; for 26h; Inert atmosphere;59%
6112-00-1

N,N-diethyl-2-diazoacetamide

A

2687-91-4

1-ethyl-2-pyrrolidinone

B

31366-13-9

1-ethyl-4-methyl-2-azetidinone

C

111328-65-5

C12H22N2O2

Conditions
ConditionsYield
With Cu(1+)*HB(C3N2Br3)3(1-)=(HB(C3N2Br3)3)Cu In dichloromethane at 20℃; Inert atmosphere; chemoselective reaction;A 51%
B 20%
C 17%
With copper(I) hydrotris(3,5-dimethylpyrazol-1-yl)borate In dichloromethane at 20℃; Inert atmosphere; chemoselective reaction;
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Chemistry

Molecular Formula: C6H11NO
Molecular Weight:  113.16
EINECS: 220-250-6 
Index of Refraction: 1.464
Molar Refractivity: 31.47 cm3
Molar Volume: 113.8 cm3
Surface Tension: 32.6 dyne/cm
Density: 0.993 g/cm3
Flash Point: 76.1 °C
Enthalpy of Vaporization: 43.98 kJ/mol
Boiling Point: 203.6 °C at 760 mmHg
Vapour Pressure: 0.276 mmHg at 25 °C
Appearance: Clear liquid
Structure of 1-Ethyl-2-pyrrolidinone (CAS NO.2687-91-4):
                          
IUPAC Name: 1-Ethylpyrrolidin-2-one
Canonical SMILES: CCN1CCCC1=O
InChI: InChI=1S/C6H11NO/c1-2-7-5-3-4-6(7)8/h2-5H2,1H3
InChIKey: ZFPGARUNNKGOBB-UHFFFAOYSA-N
Product Category of 1-Ethyl-2-pyrrolidinone (CAS NO.2687-91-4): Heterocyclic Building Blocks;Pyrrolidines

Uses

 1-Ethyl-2-pyrrolidinone (CAS NO.2687-91-4) is mainly used in the production of pharmaceuticals, dyestuff, pesticide, etc.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 1350mg/kg (1350mg/kg) GASTROINTESTINAL: OTHER CHANGES
LIVER: OTHER CHANGES
KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Food and Chemical Toxicology. Vol. 26, Pg. 475, 1988.
rat LD50 subcutaneous > 2gm/kg (2000mg/kg)   United States Patent Document. Vol. #4882359,

1-Ethyl-2-pyrrolidinone (CAS NO.2687-91-4) hasn't been listed as a carcinogen by NTP, IARC, ACGIH, or CA Prop 65. And the toxicological properties have not been fully investigated. You can see actual entry in RTECS for complete information.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by ingestion. An eye irritant. Combustible. When heated to decomposition it emits toxic fumes of NOx.Potential
The Hazard Codes:   Xn
The Risk Statements:
22:  Harmful if swallowed 
26:  Very Toxic by inhalation 
The Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 

Specification

 1-Ethyl-2-pyrrolidinone , its cas register number is 2687-91-4. It also can be called N-Ethylpyrrolidinone ; NEP ; and N-Ethyl-2-pyrrolidone . 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, 1-Ethyl-2-pyrrolidinone (CAS NO.2687-91-4) could be stable under normal temperatures and pressures. It is not compatible with strong oxidizing agents, strong acids, strong bases, acid chlorides, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen.