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| CAS No.: | 7300-91-6 |
|---|---|
| Name: | 4-Maleimidophenol |
| Article Data: | 42 |
| Molecular Structure: | |
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| Formula: | C10H7NO3 |
| Molecular Weight: | 189.17 |
| Synonyms: | Maleimide,N-(p-hydroxyphenyl)- (6CI,7CI,8CI);4-Maleimidophenol;N-(4-Hydroxyphenyl)maleimide;N-(p-Hydroxyphenyl)maleimide;NSC 148152;NSC39735;p-Hydroxyphenylmaleimide;p-Maleimidophenol; |
| EINECS: | 230-750-6 |
| Density: | 1.47 g/cm3 |
| Boiling Point: | 397 °C at 760 mmHg |
| Flash Point: | 193.9 °C |
| PSA: | 57.61000 |
| LogP: | 0.88660 |
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| Conditions | Yield |
|---|---|
| Stage #1: maleic anhydride; 4-amino-phenol In acetone at 20℃; for 1h; Stage #2: With sodium acetate; triethylamine; hydroquinone In toluene at 115℃; for 2.5h; | 88.5% |
| Stage #1: maleic anhydride; 4-amino-phenol In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: With phosphorus pentoxide; sulfuric acid In N,N-dimethyl-formamide at 70℃; for 2h; | 84% |
| With sulfuric acid; phosphorus pentoxide In N,N-dimethyl-formamide at 70℃; for 2h; | 56.8% |
- 143629-26-9, 28173-23-1
4'-hydroxymaleanilic acid
- 7300-91-6
N-(4-hydroxyphenyl)maleimide
| Conditions | Yield |
|---|---|
| With 1,1,1,3,3,3-hexamethyl-disilazane; zinc dibromide In toluene for 6h; Heating; | 85% |
| With sodium acetate; acetic anhydride In tetrahydrofuran at 60℃; for 8h; | 83.3% |
| With toluene-4-sulfonic acid; N,N-dimethyl-formamide In toluene at 110℃; | 64% |
- 7300-91-6
N-(4-hydroxyphenyl)maleimide
| Conditions | Yield |
|---|---|
| With dicyclohexyl-carbodiimide In dichloromethane Reflux; | 72% |
| Conditions | Yield |
|---|---|
| In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; sulfuric acid; water | 63% |
- 28173-23-1, 143629-26-9
N-(4-hydroxy-phenyl)-maleamic acid
- 7300-91-6
N-(4-hydroxyphenyl)maleimide
| Conditions | Yield |
|---|---|
| With acetyl chloride; acetone | |
| With toluene-4-sulfonic acid In N,N-dimethyl-formamide; toluene at 110℃; | |
| With toluene-4-sulfonic acid In N,N-dimethyl-formamide; toluene at 110℃; |
A
- 7300-91-6
N-(4-hydroxyphenyl)maleimide
B
- 75308-12-2
2-(n-dodecyl)furan
| Conditions | Yield |
|---|---|
| In dimethylsulfoxide-d6 at 50 - 105℃; Reactivity; |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: acetone / 2 h / 20 °C 2: toluene-4-sulfonic acid / N,N-dimethyl-formamide; toluene / 110 °C View Scheme | |
| Multi-step reaction with 2 steps 1: acetone / 2 h / 20 °C 2: toluene-4-sulfonic acid; N,N-dimethyl-formamide / toluene / 110 °C View Scheme | |
| Multi-step reaction with 2 steps 1: acetone / 2 h / 20 °C 2: toluene-4-sulfonic acid / N,N-dimethyl-formamide; toluene / 110 °C View Scheme |
| Conditions | Yield |
|---|---|
| In N,N-dimethyl-formamide; toluene at 20℃; for 2h; Dean-Stark; Cooling with ice; |
| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane at 20℃; for 3h; | 97% |
- 7300-91-6
N-(4-hydroxyphenyl)maleimide
- 75308-12-2
2-(n-dodecyl)furan
| Conditions | Yield |
|---|---|
| In acetone at 55℃; | 96% |
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Specification
The 4-Maleimidophenol is an organic compound with the formula C10H7NO3. The IUPAC name of this chemical is 1-(4-hydroxyphenyl)pyrrole-2,5-dione. With the CAS registry number 7300-91-6, it is also named as 1-(4-Hydroxyphenyl)-1H-pyrrole-2,5-dione. The product's category is Miscellaneous.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.35; (2)ACD/LogD (pH 5.5): 0.35 A; (3)CD/LogD (pH 7.4): 0.34; (4)ACD/BCF (pH 5.5): 1.09; (5)ACD/BCF (pH 7.4): 1.06; (6)ACD/KOC (pH 5.5): 37.09; (7)ACD/KOC (pH 7.4): 35.83; (8)#H bond acceptors: 4; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 46.61Å2; (12)Index of Refraction: 1.672; (13)Molar Refractivity: 48.2 cm3; (14)Molar Volume: 128.6 cm3; (15)Polarizability: 19.1×10-24cm3; (16)Surface Tension: 71.2 dyne/cm; (17)Enthalpy of Vaporization: 67.26 kJ/mol; (18)Vapour Pressure: 7.15E-07 mmHg at 25°C.
Preparation of 4-Maleimidophenol: It can be obtained by maleic acid anhydride and 4-amino-phenol. This reaction will need reagents P2O5, H2SO4 and solvent dimethylformamide at the temperature of 70°C. The reaction time is 2 hour(s). The yield is about 56.8 %.
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Uses of 4-Maleimidophenol: it can react with 3-phenyl-acryloyl chlorideto get 3-phenylacrylic acid 4-(2,5-dioxo-2,5-dihydropyrrole-1-yl)-phenyl ester. This reaction will need reagent Et3N and solvent dimethylformamide. The yield is about 95.1 %.
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People can use the following data to convert to the molecule structure.
1. Canonical SMILES: C1=CC(=CC=C1N2C(=O)C=CC2=O)O
2. InChI: InChI=1S/C10H7NO3/c12-8-3-1-7(2-4-8)11-9(13)5-6-10(11)14/h1-6,12H
3. InChIKey: BLLFPKZTBLMEFG-UHFFFAOYSA-N