1,3-Dimethyl-2-imidazolidinone

HCID 6661CAS 80-73-9

Basic information

Standard SMILES
CN1CCN(C)C1=O
InChIKey
CYSGHNMQYZDMIA-UHFFFAOYSA-N
Molecular formula
C5H10N2O
Average molar mass
114.15 g/mol
Monoisotopic mass
114.07931294

Overview

1,3-Dimethyl-2-imidazolidinon is an imidazolidinone.

Names & identifiers

Preferred name
1,3-Dimethyl-2-imidazolidinone
IUPAC
1,3-dimethylimidazolidin-2-one
English name
1,3-Dimethyl-2-imidazolidinone
Molecular formula
C5H10N2O
Molecular weight
114.15

Names & synonyms

1,3-Dimethyl-2-imidazolidinone80-73-9Dimethyl imidazolidinoneRhonite 12-IMIDAZOLIDINONE, 1,3-DIMETHYL-5C1YQQ9M90DTXSID1073153NIKKOL DMIRefChem:72710DTXCID2048169201-304-81,3-Dimethylimidazolidin-2-one
Show more names
DMI1,3-Dimethyl-2-imidazolinone1,3-DMIrhonite1Karbomos
N,N'-Dimethylethyleneurea1,3-DimethylimidazolidoneN,N'-DimethylimidazolidinoneDMEU1,3-Dimethyl-2-imidazolidone1,3-DimethylethyleneureaDimethylethyleneurea1,3-Dimethylimidazolidinone

Database identifiers

CAS
80-73-9
PubChem CID
6661
DTXSID
DTXSID1073153
ChEMBL
CHEMBL12338
ChEBI
CHEBI:193015
UNII
5C1YQQ9M90
EC Number
201-304-8
Nikkaji
J11.846J

Properties

Computed structural properties

XLogP
-0.5
Topological polar surface area
23.6 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
8

Experimental & physicochemical properties

CosmeticsHair conditioning; Humectant
SpringerMaterials PropertiesBoiling point

Physicochemical properties

Melting point
8.2 °C · 8.2 °C
Boiling point
224 · 224-226 °C (lit.)
Density
1.056 g/mL · 1.056 g/mL at 25 °C (lit.)
vapor pressure
1 hPa · <1 hPa (20 °C)
refractive index
20 · n20/D 1.472(lit.)
Flash point
220 °F · 220 °F

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H302 (99.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P262, P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P305+P354+P338, P316, P317, P318, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 301 reports by companies from 20 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]

Hazard information

Regulatory Information · 5 items

Chemical: 2-Imidazolidinone, 1,3-dimethyl-

2-Imidazolidinone, 1,3-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Imidazolidinone, 1,3-dimethyl- 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)

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Status: Active Update: 30-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/11777

1,3-Dimethyl-2-imidazolidinone: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and Categories · 2 items

Acute Tox. 4 (99.3%)

Acute toxicity (Oral) - Category 4

Safety data

F
3
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
rtecs
NJ0660000
ridadr
UN 2810 6.1/PG 3

Chemistry & industry

Uses & manufacturing

U.S. Production2023: <50,000 lb
Industry UsesSolvent
Use ClassificationCosmetics -> Hair conditioning; Humectant
General Manufacturing Information · 2 items

Pharmaceutical and Medicine Manufacturing

2-Imidazolidinone, 1,3-dimethyl-: ACTIVE

Applications · 5 items

DescriptionDMI, a high purity aprotic solvent, is composed of nitrogen containing five membered ring compound and widely recognized as an epoch making solvent. It is a colorless, transparent, high polar solvent with high thermal and chemical stability and non-corrosiveness. The material has a high boiling point of 222° C, a high flash point of 120° C (open method) / 95° C (close method), and a low melting point of 7.5° C.

Uses1,3-Dimethyl-2-imidazolidinone is used as a high-boiling polar aprotic solvent. It is used as a substitute solvent for toxic hexamethylphosphoramide. It finds application in detergents, dyestuffs, electronic materials and in the manufacture of polymers. It is involved in the preparation of 1,2-bis(trimethylsilyl)benzene. Further, it is utilized as a solvent during alfa-regioselective prenylation of imines. In addition to this, it constitutes the mobile phase during size-exclusion chromatographic analysis of cellulose.

UsesDMI can be used in a variety of applications including detergents, dyestuffs, electronic materials and in the manufacture of polymers. Its versatility can be attributed to it. Of particular note are its excellent solubility for inorganic and organic compounds and high dielectric constant and solvation effect.

Uses1,3-Dimethyl-2-imidazolidinone may be used:As substitute solvent for hexamethylphosphoric triamide (HMPA) in the synthesis of 1,2-bis(trimethylsilyl)benzene. As solvent during the α-regioselective prenylation of imine.As component of mobile phase for the size-exclusion chromatographic analysis of cellulose.

General Description1,3-Dimethyl-2-imidazolidinone (DMI) is an imidazolidine derivative. It is reported to act as a promoter by minimizing the formation of dialkylation byproducts and accelerating the rate of monoalkylation of γ-butyrolactone. Conversion of CO2 to form lower alcohols by homogeneous catalytic hydrogenation using DMI as solvent has been investigated.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海犇特化工有限公司13761726461 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Additional notes

DefinitionChEBI: 1,3-Dimethyl-2-imidazolidinon is an imidazolidinone.

Related reactions

451 records

Linked notes

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