2-Acetamidophenol Property

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)

InChIKey

ADVGKWPZRIDURE-UHFFFAOYSA-N

SMILES

C(NC1=CC=CC=C1O)(=O)C

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

Hazard Codes 

Xi,Xn

Risk Statements 

36/38-22-36/37/38

Safety Statements 

26-36-37/39

RIDADR 

2811

WGK Germany 

3

RTECS 

AE4025000

F 

1-8

TSCA 

Yes

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29242995

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

2-Acetamidophenol Chemical Properties,Usage,Production

Chemical Properties

white or light brown powder.soluble in hot water and ethanol, slightly soluble in cold water.

Uses

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is a member of the class of phenols that is 2-aminophenol in which one of the hydrogens attached to the amino group has been replaced by an acetyl group.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.]