4-Aminoacetanilide
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| Names | |
|---|---|
| Preferred IUPAC name
N-(4-Aminophenyl)acetamide | |
| Other names
p-Aminoacetanilide, N-(4-Aminophenyl)acetamide
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| Identifiers | |
3D model (
JSmol ) |
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
ECHA InfoCard
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100.004.161 |
| EC Number |
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PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C8H10N2O | |
| Molar mass | 150.181 g·mol−1 |
| Appearance | leaf or flake like white-Pink To Brown Powder |
| Density | 1.1392 |
| Melting point | 164–167 °C (327–333 °F; 437–440 K) |
| Boiling point | 267 °C (513 °F; 540 K) |
| 0.1-1 g/100 mL at 25 °C | |
| Hazards | |
| GHS labelling: | |
 
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| Danger | |
| H317, H319, H334 | |
| P261, P264, P272, P280, P285, P302+P352, P304+P341, P305+P351+P338, P321, P333+P313, P337+P313, P342+P311, P363, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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4-Aminoacetanilide or paracetamin is a
3-aminoacetanilide. Aminoacetanilide derivatives are important synthetic intermediates in heterocyclic and aromatic synthesis. These derivatives have found applications in pharmaceutical industry and dyes and pigment industry.[1]
Synthesis
Becillus cereus converts 4-phenylenediamine to 4-aminoacetanilide.[1][2] Reduction of 4-nitroacetanilide by hydrogenation catalyst generates 4-aminoacetanilide.[3] Green synthesis of p-Aminoacetanilide is achieved by reducing p-nitroaetanilide using Zn/NH4Cl in water.[4] Number of methods are available to reduce 4-nitroacetanilide using different catalyst and reaction conditions.[1]
Uses
4-Aminoacetanilide is used as in intermediate in the production of some dyes.[5] 4-aminoacetanilide is also used for the synthesis of beta-lactams.[6]