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1585-90-6

Basic Information
CAS No.: 1585-90-6
Name: 1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE
Article Data: 28
Molecular Structure:
Molecular Structure of 1585-90-6 (1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE)
Formula: C6H7NO3
Molecular Weight: 141.126
Synonyms: N-(2-Hydroxyethyl)maleimide;2-Hydroxyethyl maleimide;1-(2-Hydroxyethyl)pyrrole-2,5-dione;Maleimide,N-(2-hydroxyethyl)- (7CI,8CI);
Density: 1.395 g/cm3
Melting Point: 70-71℃
Boiling Point: 304.5 °C at 760 mmHg
Flash Point: 138 °C
Hazard Symbols: Xn
Risk Codes: 22-36
Safety: 26
PSA: 57.61000
LogP: -1.15840
Synthetic route

4-(2-hydroxyethyl)-10-oxa-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione

1585-90-6

1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione

Conditions
ConditionsYield
In toluene at 110℃; Inert atmosphere;99%
In toluene at 110℃; for 5h; Inert atmosphere;28%
In toluene Reflux;
32620-90-9

4-(2-hydroxy-ethyl)-10-oxa-4-aza-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione

1585-90-6

1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione

Conditions
ConditionsYield
With 1,4-dimethoxybezene In xylene at 130℃; for 3.25h; Heating / reflux;93%
In toluene at 105℃; for 16h;92%
In toluene at 120℃;82%
108-31-6

maleic anhydride

141-43-5

ethanolamine

1585-90-6

1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione

Conditions
ConditionsYield
With sulfuric acid; copper(II) sulfate; sodium sulfate In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 2h;88%
Stage #1: maleic anhydride; ethanolamine In acetone at 20℃; for 1h;
Stage #2: With sodium acetate; triethylamine; hydroquinone at 115℃; for 2.5h;
30%
In toluene at 80℃; for 2h;25%
1585-79-1

2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl acetate

1585-90-6

1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol; water for 72h; Heating;81%
55750-48-6

N-methoxycarbonylmaleimide

141-43-5

ethanolamine

1585-90-6

1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione

Conditions
ConditionsYield
With sodium hydrogencarbonate at 0 - 25℃;75%
With sodium hydrogencarbonate In water63%

C10H11NO4

1585-90-6

1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione

Conditions
ConditionsYield
In toluene for 10h; Reflux;54%
1585-93-9

2-[(3-carboxy-1-oxo-2-propenyl)amino]-ethanol

1585-90-6

1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione

Conditions
ConditionsYield
With sodium acetate; acetic anhydride at 70℃;35%
With sulfuric acid at 60℃;
15519-86-5

N-(2-Hydroxyethyl)-maleinsaeureamid

1585-90-6

1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione

Conditions
ConditionsYield
With triethylamine In toluene for 2h; Heating;14%
6719-02-4

2-(1H-pyrrol-1-yl)ethanol

A

1585-90-6

1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione

B

1186033-58-8

2,3-dihydropyrrolo[2,1-b]oxazol-5(7ah)-one

C

1186033-59-9

5-hydroxy-1-(2-hydroxyethyl)-1H-pyrrol-2(5H)-one

Conditions
ConditionsYield
With water; oxygen; 5,15,10,20-tetraphenylporphyrin In tetrachloromethane at 0℃; Irradiation;
With decatungstate(4-); water; oxygen In acetonitrile at 0℃; Irradiation;
6719-02-4

2-(1H-pyrrol-1-yl)ethanol

67-56-1

methanol

A

1585-90-6

1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione

B

1186033-58-8

2,3-dihydropyrrolo[2,1-b]oxazol-5(7ah)-one

C

1186033-59-9

5-hydroxy-1-(2-hydroxyethyl)-1H-pyrrol-2(5H)-one

D

1186033-60-2

1-(2-hydroxyethyl)-5-methoxy-1H-pyrrol-2(5H)-one

Conditions
ConditionsYield
With water; oxygen; rose bengal at 0℃; Irradiation;
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    Product name: N-Hydroxyethylmaleimide CAS No.:1585-90-6 Molecule Formula:C6H7NO3 Molecule Weight:141.12 Purity: 98% Package: 25kg/drum Description:Light yellow crystalline powder Manufacture Standards:Enterprise Standard TESTING

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    1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE Chemical Properties Melting point 66-67 °C (lit.) 67-74 °C Boiling point 130°C/0.005mmHg(lit.) density 1.395 storage temp. 2-8°C pka 14.21±0.10(Predicted) form Powder

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Specification

The 1H-Pyrrole-2,5-dione,1-(2-hydroxyethyl)- is an organic compound with the formula C6H7NO3. The IUPAC name of this chemical is 1-(2-Hydroxyethyl)pyrrole-2,5-dione. With the CAS registry number 1585-90-6, it is also named as N-2-Hydroxy-ethymaleimide. The product's category is Pharmacetical. Besides, its molecular weight is 141.12.

Physical properties about 1H-Pyrrole-2,5-dione,1-(2-hydroxyethyl)- are: (1)ACD/LogD (pH 5.5): -0.81; (2)ACD/LogD (pH 7.4): -0.81; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 8.6; (6)ACD/KOC (pH 7.4): 8.6; (7)#H bond acceptors: 4; (8)#H bond donors: 1; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 46.61 Å2; (11)Index of Refraction: 1.56; (12)Molar Refractivity: 32.73 cm3; (13)Molar Volume: 101.1 cm3; (14)Polarizability: 12.97×10-24 cm3; (15)Surface Tension: 60.4 dyne/cm; (16)Density: 1.395 g/cm3; (17)Flash Point: 138 °C; (18)Enthalpy of Vaporization: 63.19 kJ/mol; (19)Boiling Point: 304.5 °C at 760 mmHg; (20)Vapour Pressure: 8.27E-05 mmHg at 25 °C.

Uses of 1H-Pyrrole-2,5-dione,1-(2-hydroxyethyl)-: it can be used to produce 2-Maleimidoethyl chloroformiate. It will need reagent Et3N and solvent CH2Cl2 with reaction time of 72 hours. The yield is about 80%.

You can still convert the following datas into molecular structure:
(1)InChI: InChI=1/C6H7NO3/c8-4-3-7-5(9)1-2-6(7)10/h1-2,8H,3-4H2
(2)InChIKey: AXTADRUCVAUCRS-UHFFFAOYAR
(3)Std. InChI: InChI=1S/C6H7NO3/c8-4-3-7-5(9)1-2-6(7)10/h1-2,8H,3-4H2
(4)Std. InChIKey: AXTADRUCVAUCRS-UHFFFAOYSA-N