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1,3-Dihydroimidazol-2-one

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Name

1,3-Dihydroimidazol-2-one

EINECS 1312995-182-4
CAS No. 5918-93-4 Density 1.191 g/cm3
PSA 48.65000 LogP -0.29700
Solubility N/A Melting Point 240-243 °C
Formula C3H4N2O Boiling Point 364.5 °C at 760 mmHg
Molecular Weight 84.0776 Flash Point 174.3 °C
Transport Information N/A Appearance N/A
Safety Risk Codes 22
Molecular Structure Molecular Structure of 5918-93-4 (1,3-Dihydroimidazol-2-one) Hazard Symbols Xn
Synonyms

4-Imidazolin-2-one(6CI,7CI,8CI);1,3-Dihydro-2H-imidazol-2-one;1,3-Dihydroimidazol-2-one;2-Hydroxyimidazole;ENT 27439;Imidazol-2-ol;NSC 111046;SD 8591;Shell SD8591;

Article Data 23

1,3-Dihydroimidazol-2-one Synthetic route

461-72-3

2,4-imidazolidinedione

5918-93-4

1,3-dihydroimidazolone

Conditions
ConditionsYield
Stage #1: 2,4-imidazolidinedione With diisobutylaluminium hydride In tetrahydrofuran at 0℃; for 7.41667h; Inert atmosphere;
Stage #2: With water In methanol for 13.5h; Reflux; Inert atmosphere;
93%
Stage #1: 2,4-imidazolidinedione With diisobutylaluminium hydride In tetrahydrofuran; toluene at 0℃; for 2.5h; Inert atmosphere;
Stage #2: With water In tetrahydrofuran; methanol; toluene at 100℃; for 18h; Inert atmosphere;
83%
Stage #1: 2,4-imidazolidinedione With diisobutylaluminium hydride In tetrahydrofuran; toluene at 0℃; for 2h;
Stage #2: With methanol Heating; Further stages.;
62%
With diisobutylaluminium hydride In tetrahydrofuran; toluene at 0℃; for 1.5h;1.4 g
39828-47-2

2-oxo-4-imidazoline-4-carboxylic acid

5918-93-4

1,3-dihydroimidazolone

Conditions
ConditionsYield
With potassium carbonate for 4h; Heating;75%
at 220℃; under 2 Torr;
at 230 - 240℃; under 5 Torr;
With copper at 230 - 300℃; under 0.3 Torr;
80049-53-2

α-ureidoacetaldehyde diethyl acetal

5918-93-4

1,3-dihydroimidazolone

Conditions
ConditionsYield
With sulfuric acid at 25℃; for 48h;53%
With sulfuric acid In water at 55℃; for 1h;44%
With sulfuric acid In water at 20 - 55℃; for 3h; Inert atmosphere;44%
With sulfuric acid
116451-56-0

1-Benzyloxy-1,3-dihydro-imidazol-2-one

5918-93-4

1,3-dihydroimidazolone

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃; for 3h;51%
623-33-6

glycine ethyl ester hydrochloride

5918-93-4

1,3-dihydroimidazolone

Conditions
ConditionsYield
With hydrogenchloride; sodium amalgam Anschliessend mit Kaliumcyanat bei pH 7 behandeln;
343864-63-1

1-vinyloxycarbonylimidazol-2-one

5918-93-4

1,3-dihydroimidazolone

Conditions
ConditionsYield
for 1h; Heating;
anhydrous dioxylmaleic acid

anhydrous dioxylmaleic acid

5918-93-4

1,3-dihydroimidazolone

C13H15ClN2O2Zr

5918-93-4

1,3-dihydroimidazolone

Conditions
ConditionsYield
With water In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere;
5918-93-4

1,3-dihydroimidazolone

108-24-7

acetic anhydride

20212-13-9

1,3-diacetyl-2,3-dihydro-1H-imidazol-2-one

Conditions
ConditionsYield
for 1.5h; Reflux;99.5%
for 1.5h; Reflux;95%
Heating;80%
5918-93-4

1,3-dihydroimidazolone

75-36-5

acetyl chloride

92635-44-4

1-H-5-acetyl-2-imidazolone

Conditions
ConditionsYield
With aluminium trichloride In nitrobenzene at 60 - 65℃;93%

1,3-Dihydroimidazol-2-one Specification

The 1,3-Dihydroimidazol-2-one with CAS registry number of 5918-93-4 is also known as 2H-imidazol-2-one, 1,3-dihydro-. The IUPAC name and product name are the same. It belongs to product categories of API Intermediates. Its classification codes are Agricultural Chemical; Insecticide; Mutation data. In addition, the formula is C3H4N2O and the molecular weight is 84.08.

Physical properties about 1,3-Dihydroimidazol-2-one are: (1)ACD/LogP: 0.90; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.9; (4)ACD/LogD (pH 7.4): 0.9; (5)ACD/BCF (pH 5.5): 2.86; (6)ACD/BCF (pH 7.4): 2.86; (7)ACD/KOC (pH 5.5): 73.88; (8)ACD/KOC (pH 7.4): 73.88; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 23.55Å2; (13)Index of Refraction: 1.486; (14)Molar Refractivity: 20.26 cm3; (15)Molar Volume: 70.5 cm3; (16)Polarizability: 8.03×10-24cm3; (17)Surface Tension: 33.4 dyne/cm; (18)Density: 1.191 g/cm3; (19)Flash Point: 174.3 °C; (20)Enthalpy of Vaporization: 63.47 kJ/mol; (21)Boiling Point: 364.5 °C at 760 mmHg; (22)Vapour Pressure: 7.97E-06 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
1. SMILES: O=C1N\C=C/N1
2. InChI: InChI=1/C3H4N2O/c6-3-4-1-2-5-3/h1-2H,(H2,4,5,6)
3. InChIKey: AICIYIDUYNFPRY-UHFFFAOYAW
4. Std. InChI: InChI=1S/C3H4N2O/c6-3-4-1-2-5-3/h1-2H,(H2,4,5,6)
5. Std. InChIKey: AICIYIDUYNFPRY-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 915mg/kg (915mg/kg)   Pesticide Manual. Vol. 1, Pg. 257, 1968.

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