CAS 2687-91-4 N-ethyl-2-pyrrolidone (HCID 17595)

Names & identifiers

Preferred name: N-ethyl-2-pyrrolidone
IUPAC: 1-ethylpyrrolidin-2-one
English name: 1-Ethyl-2-pyrrolidone
Molecular formula: C6H11NO
Molecular weight: 113.16

Names & synonyms

2687-91-41-ETHYL-2-PYRROLIDINONEN-Ethyl-2-pyrrolidoneEthyl pyrrolidoneDTXSID3044413H0229SX1CWDTXCID1024413RefChem:596395220-250-61-Ethylpyrrolidin-2-one1-Ethyl-2-pyrrolidoneN-Ethylpyrrolidone

Show more names

DDR1N-Ethyl-2-pyrrolidone (NEP)DDRCAKNEP crystal

2-Pyrrolidinone, 1-ethyl-Pyrrolidinone, 1-ethyl-N-Ethylpyrrolidinonen-ethyl-2-pyrrolidinoneMFCD00003199NCGC00160611-01CAS-2687-91-4BRN 0107971

Database identifiers

CAS: 2687-91-4
PubChem CID: 17595
DTXSID: DTXSID3044413
ChEMBL: CHEMBL12221
ChEBI: CHEBI:173690
UNII: H0229SX1CW
EC Number: 220-250-6
Nikkaji: J156B

Properties

Computed structural properties

XLogP: -0.1
Topological polar surface area: 20.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 1
Heavy atoms: 8
Formal charge: 0
Complexity: 101

Experimental & physicochemical properties

Vapor Pressure0.1 [mmHg]

Physical Description · 2 items

Liquid; CBI

Clear colorless to light yellow liquid with an amine odor; [ECHA - Proposal for Harmonised Classification and Labelling] Colorless liquid; [Taminco MSDS]

Kovats Retention Index1856

Collision Cross Section121.7 Å² [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID3044413]

Physicochemical properties

Melting point: 87.5 · 87.5-88.5 °C
Boiling point: 97 °C/20 · 97 °C/20 mmHg (lit.)
Density: 0.992 g/mL · 0.992 g/mL at 25 °C (lit.)
vapor pressure: 18 Pa · 18Pa at 20℃
refractive index: 20 · n20/D 1.465(lit.)
Flash point: 169 °F · 169 °F
storage temp.: Sealed in dry,Room Temperature
pka: -0.41 · -0.41±0.20(Predicted)
form: Liquid
color: Clear
PH: 8 · 8-9 (100g/l, H2O, 20℃)
explosive limit: 1.3 · 1.3-7.7%(V)
biological source: rabbit
Water Solubility: 1000 g/L · 1000g/L at 23℃
BRN: 107971 · 107971
Specific Activity: 4.25 · 4.25-5.75nmol/min·mg
Cosmetics Ingredients Functions: SOLVENT
InChI: 1S/C6H11NO/c1-2-7-5-3-4-6(7)8/h2-5H2,1H3
InChIKey: ZFPGARUNNKGOBB-UHFFFAOYSA-N
SMILES: CCN1CCCC1=O
LogP: -0.2 at · -0.2 at 20℃
Surface tension: 36.5 mN/m · 36.5mN/m at 293.15K
REACH Annex XVII Substances List: 1 · 1-ethylpyrrolidin-2-one (NEP) (2687-91-4)
CAS DataBase Reference: 2687 · 2687-91-4(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 229 SX1CW · H0229SX1CW
NIST Chemistry Reference: 1 · 1-Ethyl-2-pyrrolidinone(2687-91-4)
EPA Substance Registry System: 2 · 2-Pyrrolidinone, 1-ethyl- (2687-91-4)
UNSPSC Code: 12352203 · 12352203
NACRES: 41 · NA.41
Symbol(GHS): 7 · GHS07,GHS08
Signal word: Danger
Hazard statements: 315 · H315-H319-H360D
Precautionary statements: 202 · P202-P264-P280-P302+P352-P305+P351+P338-P308+P313
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xn,T
Risk Statements: 22 · 22-36-62-41-61
Safety Statements: 26 · 26-36-45-36/37/39-53
RIDADR: 1993 · UN1993
WGK Germany: 1 · 1
RTECS: 5769250 · UY5769250
Autoignition Temperature: 245 °C · 245°C (DIN 51794)
TSCA: TSCA listed
HazardClass: 3 · 3
HS Code: 29337900 · 29337900
Storage Class: 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: 1 Repr · Eye Dam. 1Repr. 1B
REACH Registrations: Active
Limited Quantities: 5 L · 5.0 L (1.3 gallons) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H360D: May damage the unborn child [Danger Reproductive toxicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 5.9% (90 of 1525) of reports.

Hazard information

Regulatory Information · 6 items

Hazard Traits - Reproductive Toxicity；Authoritative List - EC Annex VI CMRs - Cat. 1B；Report - if used as a fragrance or flavor ingredient

2-Pyrrolidinone, 1-ethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Pyrrolidinone, 1-ethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

SP - indicates a substance that is identified in a proposed Significant New Use Rule.

Status: Active Update: 16-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13618

Restricted substance: 1-ethylpyrrolidin-2-one (NEP)；EC: 220-250-6；Restriction condition document: PDF link

1-ethyl-2-Pyrrolidinone: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 item

N-Ethyl-2-pyrrolidone (NEP) is a low volatility aprotic solvent classified as a reproductive toxicant. [ACGIH] An irritant that may cause serious eye injury; Suspected of being toxic the developing child; [ECHA REACH Registrations] Mild developmental toxicity observed in dermal study of rats in the presence of maternal toxicity; Developmental toxicity (in 1 of the 2 studies) and teratogenicity (both studies) observed in rabbits at oral doses producing marked maternal toxicity; [EPA - TSCATS] A skin and moderate eye irritant; Animal studies have demonstrated corrosive injuries to eyes, no skin irritation, no sensitization, the liver and kidney as target organs of toxicity, no mutagenic or carcinogenic effects, and reproductive toxicity; [Taminco MSDS] See N-Methyl-2-pyrrolidone.

Hazard Classes and Categories · 4 items

Acute Tox. 4 (28.7%)；Skin Irrit. 2 (11.9%)；Eye Dam. 1 (62.2%)；Eye Irrit. 2 (23.7%)；STOT SE 3 (11.9%)；Repr. 1B (39.5%)；Repr. 2 (19.3%)

Reproductive toxicity - category 1B

Flammable liquids - Category 4；Reproductive toxicity - Category 1B

Repr. 1B

Safety & protection

Exposure Control and Personal Protection · 2 items

Biological Exposure Indices (BEI) [ACGIH] - 5-Hydroxy-N-ethyl-2-pyrolidone (5-HNEP) in urine (without hydrolysis) at end of shift = nonquantitative; [TLVs and BEIs)

5.0 [ppm]

Toxicology

Adverse Effects · 1 item

Neurotoxin - Acute solvent syndrome；Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.；Reproductive Toxin - A chemical that is toxic to the reproductive system, including defects in the progeny and injury to male or female reproductive function. Reproductive toxicity includes developmental effects. See Guidelines for Reproductive Toxicity Risk Assessment.

Toxicity DataLC50 (rat) > 5,100 mg/m3/8hr

Regulatory information

Regulatory Information · 6 items

Hazard Traits - Reproductive Toxicity；Authoritative List - EC Annex VI CMRs - Cat. 1B；Report - if used as a fragrance or flavor ingredient

2-Pyrrolidinone, 1-ethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Pyrrolidinone, 1-ethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

SP - indicates a substance that is identified in a proposed Significant New Use Rule.

Status: Active Update: 16-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13618

Restricted substance: 1-ethylpyrrolidin-2-one (NEP)；EC: 220-250-6；Restriction condition document: PDF link

1-ethyl-2-Pyrrolidinone: Does not have an individual approval but may be used under an appropriate group standard

Safety data

PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 1
tsca: TSCA listed
rtecs: UY5769250
ridadr: UN1993
hs_code: 29337900
risk_code: 22-36-62-41-61
Signal word: Danger
Symbol(GHS): GHS07,GHS08
hazard_code: Xn,T
safety_code: 26-36-45-36/37/39-53
hazard_class: 3
Storage Class: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard statements: H315-H319-H360D
Limited Quantities: 5.0 L (1.3 gallons) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations: Active
Hazard Classifications: Eye Dam. 1Repr. 1B
Autoignition Temperature: 245°C (DIN 51794)
Precautionary statements: P202-P264-P280-P302+P352-P305+P351+P338-P308+P313

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used as a solvent, catalyst, and cationic surfactant; [ECHA - Proposal for Harmonised Classification and Labelling] Used as a solvent; [EPA - TSCATS] Used to make fine and large scale chemicals, in industrial coatings, cleaning agents, binders and release agents, functional fluids, laboratories, water treatment chemicals, polymer processing, and oil field drilling and production; [ECHA REACH Registrations]

Petroleum Production and Refining [Category: Industry]；Painting (Solvents) [Category: Paint]

U.S. Production2023: 100,000 - <250,000 lb；2022: 100,000 - <250,000 lb；2021: 100,000 - <250,000 lb；2020: 250,000 - <400,000 lb

Consumer UsesEtching agent；Not Known or Reasonably Ascertainable

Industry UsesIntermediate；Not Known or Reasonably Ascertainable；Chemical reaction regulator；Solvent

Household ProductsInformation on 1 consumer products that contain Ethyl Pyrrolidone in the following categories is provided:；• Home Maintenance

General Manufacturing Information · 2 items

Soap, Cleaning Compound, and Toilet Preparation Manufacturing；Textiles, apparel, and leather manufacturing；All Other Basic Organic Chemical Manufacturing；Asphalt Paving, Roofing, and Coating Materials Manufacturing；Plastics Material and Resin Manufacturing；Not Known or Reasonably Ascertainable

2-Pyrrolidinone, 1-ethyl-: ACTIVE

Applications

Uses1-Ethyl-2-pyrrolidone was used to modify coir fiber (from Cocos nucifera) by photocuring.

General Description1-Ethyl-2-pyrrolidone is a transdermal absorption-enhancing compound and mechanism of its effect on multilammellar liposome of stratum corneum lipid has been studied.