2-Acetamidophenol
Synonym(s):N-(2-Hydroxyphenyl)acetamide;2′-Hydroxyacetanilide;2-Acetamidophenol;NSC 3989
- CAS NO.:614-80-2
- Empirical Formula: C8H9NO2
- Molecular Weight: 151.16
- MDL number: MFCD00002181
- EINECS: 210-396-9
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-09-18 19:10:02
What is 2-Acetamidophenol?
Chemical properties
white or light brown powder.soluble in hot water and ethanol, slightly soluble in cold water.
The Uses of 2-Acetamidophenol
An Acetaminophen (A161220) impurity.
2-Acetamidophenol is used as raw material to manufacture industrial organic chemicals.
Acetaminophen is an analgesic and antipyretic agent and used as a pain reliever to treat headache, muscle aches, and arthritis.
Definition
ChEBI: 2-acetamidophenol is a member of the class of phenols that is 2-aminophenol in which one of the hydrogens attached to the amino group has been replaced by an acetyl group. A positional isomer of paracetamol which possesses anti-inflammatory, anti-arthritic and anti-platelet aggregation properties. It has a role as a platelet aggregation inhibitor, an anti-inflammatory agent, a xenobiotic metabolite, an apoptosis inducer, an antineoplastic agent and an antirheumatic drug. It is a member of phenols and a member of acetamides.
Preparation
Mix 2-Aminophenol , acetic acid and Acetic anhydride (i.e., crystals appear), and then directly heated on the fire until all dissolved, stop heating, cooling, water dilution, precipitation of crystals filtered dry, to 70-80 ℃ of ethanol recrystallization to obtain 2-acetamidophenol.
General Description
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Purification Methods
Recrystallise it from water, EtOH or Est aqueous EtOH. [Beilstein 13 H 370, 13 I 113, 13 II 171, 13 III 778.]
Properties of 2-Acetamidophenol
| Melting point: | 205-210 °C(lit.) |
| Boiling point: | 273.17°C (rough estimate) |
| Density | 1.2023 (rough estimate) |
| refractive index | 1.5810 (estimate) |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| solubility | DMSO (Slightly), Methanol (Slightly) |
| form | Powder |
| pka | 9.35±0.35(Predicted) |
| color | Off-white to beige to brown |
| BRN | 607592 |
| Stability: | Stable. Incompatible with strong oxidizing agents, chloroformates, acids, acid chlorides, acid anhydrides. |
| InChI | InChI=1S/C8H9NO2/c1-6(10)9-7-4-2-3-5-8(7)11/h2-5,11H,1H3,(H,9,10) |
| CAS DataBase Reference | 614-80-2(CAS DataBase Reference) |
| NIST Chemistry Reference | Acetamide, N-(2-hydroxyphenyl)-(614-80-2) |
| EPA Substance Registry System | 2'-Hydroxyacetanilide (614-80-2) |
Safety information for 2-Acetamidophenol
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for 2-Acetamidophenol
| InChIKey | ADVGKWPZRIDURE-UHFFFAOYSA-N |
| SMILES | C(NC1=CC=CC=C1O)(=O)C |
2-Acetamidophenol manufacturer
Clickchem Research LLP
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