Basic information
- CAS
120-93-4- Standard SMILES
O=C1NCCN1- InChIKey
YAMHXTCMCPHKLN-UHFFFAOYSA-N- Molecular formula
- C3H6N2O
- Average molar mass
- 86.09 g/mol
- Monoisotopic mass
- 86.04801282
Names & identifiers
- Preferred name
- 2-Imidazolidinone
- IUPAC
- imidazolidin-2-one
- English name
- 2-Imidazolidone
- Molecular formula
- C3H6N2O
- Molecular weight
- 86.09
Names & synonyms
Show more names
Database identifiers
- CAS
120-93-4- PubChem CID
- 8453
- DTXSID
DTXSID0020602- ChEMBL
CHEMBL12034- ChEBI
CHEBI:37001- UNII
- 2K48456N55
- EC Number
- 204-436-4
- Nikkaji
- J9.352A
Properties
Computed structural properties
- XLogP
- -1.3
- Topological polar surface area
- 41.1 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 6
- Formal charge
- 0
- Complexity
- 63
Experimental & physicochemical properties
Color/Form
NEEDLES FROM CHLOROFORM
WHITE LUMPY POWDER
Solubility
VERY SOL IN WATER & IN HOT ALC; DIFFICULTLY SOL IN ETHER
SLIGHTLY SOL IN CHLOROFORM
Physical Description
CBI; Liquid
White odorless solid; [Hawley] Light yellow crystals; [Aldrich MSDS]
Physicochemical properties
- Melting point
- 129 · 129-132 °C (lit.)
- Boiling point
- 158.75 °C · 158.75°C (rough estimate)
- Density
- 1.153 · 1.1530 (rough estimate)
- vapor pressure
- 0.002 Pa · 0.002Pa at 20℃
- refractive index
- 1.511 · 1.5110 (estimate)
- Flash point
- 265 °C · 265°C
- storage temp.
- Sealed in dry,Room Temperature
- form
- Powder or Crystalline Powder
- pka
- 14.58 · 14.58±0.20(Predicted)
- color
- White to off-white
- Odor
- odorless
- Water Solubility
- soluble
- Merck
- 14 · 14,4914
- BRN
- 106252 · 106252
- Cosmetics Ingredients Functions
- PERFUMINGFRAGRANCE
- InChI
- 1S/C3H6N2O/c6-3-4-1-2-5-3/h1-2H2,(H2,4,5,6)
- InChIKey
- YAMHXTCMCPHKLN-UHFFFAOYSA-N
- SMILES
- O=C1NCCN1
- LogP
- -1.16 at · -1.16 at 25℃
- CAS DataBase Reference
- 120 · 120-93-4(CAS DataBase Reference)
- Indirect Additives used in Food Contact Substances
- 2 · 2-IMIDAZOLIDINONE
- FDA 21 CFR
- 175.105 · 175.105
- FDA UNII
- 2 K48456N55 · 2K48456N55
- NIST Chemistry Reference
- 2 · 2-Imidazolidinone(120-93-4)
- EPA Substance Registry System
- 2 · 2-Imidazolidinone (120-93-4)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07,GHS08
- Signal word
- Warning
- Hazard statements
- 319 · H319-H373
- Precautionary statements
- 260 · P260-P264-P280-P305+P351+P338-P314-P337+P313
- target organs
- Thyroid
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26
- WGK Germany
- 1 · 1
- RTECS
- 570000 · NJ0570000
- TSCA
- TSCA listed
- HS Code
- 29339900 · 29339900
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 STOT · Eye Irrit. 2STOT RE 2
- Hazardous Substances Data
- 120 · 120-93-4(Hazardous Substances Data)
- Toxicity
- 50 · mouse,LD50,intraperitoneal,500mg/kg (500mg/kg),European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 17, Pg. 235, 1982.
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 0.1% (1 of 857) of reports.
Warning
H319 (99.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H361 (13%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity];H373 (24.3%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]
P203, P260, P264+P265, P280, P305+P351+P338, P318, P319, P337+P317, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 857 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 1 of 857 reports by companies.;There are 13 notifications provided by 856 of 857 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
Chemical: 2-Imidazolidinone
Commission Regulation No 844/2012
2-Imidazolidinone is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Imidazolidinone 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)
Status: Active Update: 15-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/12504
Ethylene urea: Does not have an individual approval but may be used under an appropriate group standard
Toxicology
Plant Concentrations
MANCOZEB, 2-IMIDAZOLINE & ETHYLENEUREA RESIDUES WERE DETERMINED IN TOMATO & POTATO CROPS AFTER FIELD TREATMENT WITH MANCOZEB. LOW LEVELS (LESS THAN 0.04 PPM) OF ETHYLENEUREA WERE PRESENT IN TOMATOES UP TO 28 DAYS AFTER SPRAYING. ETHYLENEUREA WAS NOT DETECTABLE IN POTATO TUBERS.
Non-Human Toxicity Excerpts
ETHYLENEUREA INDUCED CANCER IN RATS & MICE WHEN ADDED TO FOOD WITH SODIUM NITRITE.
EFFECTS OF 0.125-2.0 MG/ML ETHYLENEUREA IN VITRO ON XENOPUS LAEVIS SPERMATOZOA PRODUCED HIGH YIELDS OF ABNORMAL EMBRYO.
IN SALMONELLA TYPHIMURIUM HIS G-46, ETHYLENEUREA SHOWED RELATIVE MUTAGENIC ACTIVITY OF 0.9, WITH ACTIVITY DUE TO SPONTANEOUS REVERSIONS BEING 1.0.
SINGLE DOSE (480 MG/KG INTRAGASTRICALLY) OF ETHYLENEUREA WAS ADMINISTERED TO FEMALE WISTAR RATS ON DAY 12 OR 13 OF GESTATION. IT WAS NEITHER MATERNALLY TOXIC NOR TERATOGENIC (ALTHOUGH MINOR SKELETAL CHANGES WERE PRESENT).
Regulatory information
Regulatory Information
Chemical: 2-Imidazolidinone
Commission Regulation No 844/2012
2-Imidazolidinone is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Imidazolidinone 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)
Status: Active Update: 15-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/12504
Ethylene urea: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- NJ0570000
- hs_code
- 29339900
- Toxicity
- mouse,LD50,intraperitoneal,500mg/kg (500mg/kg),European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 17, Pg. 235, 1982.
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- Xi
- safety_code
- 26
- Storage Class
- 11 - Combustible Solids
- target organs
- Thyroid
- Hazard statements
- H319-H373
- REACH Registrations
- Active
- Hazard Classifications
- Eye Irrit. 2STOT RE 2
- Precautionary statements
- P260-P264-P280-P305+P351+P338-P314-P337+P313
- Hazardous Substances Data
- 120-93-4(Hazardous Substances Data)
Chemistry & industry
Pharmacology
Metabolism/Metabolites
METABOLISM STUDY IN RATS INDICATES THAT DEHYDROGENATION OF (14)C-ETHYLENEUREA IS EXTENSIVE YIELDING IMIDAZOLE AS MAJOR URINARY METABOLITE. COMPOUND WAS ADMINISTRATED ORALLY.
IN MICE TREATED ORALLY WITH (14)C-LABELED ETHYLENETHIOUREA, ETHYLENEBISDIISOTHIOCYANATO SULFIDE, MANEB, & ZINEB, ETHYLENEUREA WAS A URINARY METABOLITE.
Uses & manufacturing
Uses
Used to make high polymers, plasticizers, lacquers, adhesives, and textile and leather finishing agents; Also used as an insecticide; [HSDB]
Farming (Pesticides) [Category: Industry]
MFR HIGH POLYMERS; IN FORMULATION OF PLASTICIZERS, LACQUERS, & ADHESIVES; INSECTICIDE
CHEM INT FOR TEXTILE & LEATHER FINISHING AGENTS
U.S. Exports
(1975) No Data
(1977) No Data
U.S. Imports
(1975) No Data
(1977) No Data
U.S. Production
2023: 250,000 - <400,000 lb;2022: 250,000 - <400,000 lb;2021: 250,000 - <400,000 lb;2020: 400,000 - <550,000 lb
(1975) No Data
(1977) No Data
Methods of Manufacturing
REACTION OF ETHYLENEDIAMINE AND UREA
PREPD FROM ETHYLENEDIAMINE & CARBON DIOXIDE UNDER INFLUENCE OF HEAT & PRESSURE...
Use Classification
Fragrance Ingredients
Environmental transformation -> Pesticide transformation products (metabolite, successor)
General Manufacturing Information
All Other Chemical Product and Preparation Manufacturing;All Other Basic Organic Chemical Manufacturing;Textiles, apparel, and leather manufacturing
2-Imidazolidinone: ACTIVE
Applications
Description2-imidazolidone is a largely obsolete insecticide. Very little information has been published regarding its environmental fate. Toxicity to earthworms is moderate but for most other species toxicity appears to be low. 2-imidazolidone has a low oral mammalian toxicity.
Uses2-Imidazolidinone is a metabolite of ethylenethiourea (ETU), a decomposition product of the ethylenebis(dithiocarbamate) (EBDC) fungicides.
Usesthiadiazole pharmaceutical intermediate
Uses2-Imidazolidone can be used as reactant for synthesis of Chiral microporous materials from achiral precursors.
General DescriptionFind more information here: Neonicotinoids
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Additional notes
DefinitionChEBI: Imidazolidin-2-one is a member of ureas and an imidazolidinone.
Related reactions
Compound notes
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