N-phenylacetamide

• ChemBase ID: 73094
• Molecular Formular: C8H9NO
• Molecular Mass: 135.16316
• Monoisotopic Mass: 135.06841391
• SMILES: CC(=O)Nc1ccccc1
• Canonical SMILES: CC(=O)Nc1ccccc1
• InChI: InChI=1S/C8H9NO/c1-7(10)9-8-5-3-2-4-6-8/h2-6H,1H3,(H,9,10)
• InChIKey: FZERHIULMFGESH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-phenylacetamide
• IUPAC Traditional name: anilide; acetanilide
• Synonyms: N-phenylacetamide; Acetanil; Acetamidobenzene; Acetylaniline; NSC 7636; Acetanilide; Acetanilide; N-Phenyl-acetamide; N-Acetyl-benzenamine; Antifebrin; Acetoanilide; NSC 203231; Phenalgene; Phenalgin; Acetylaniline; N-Phenylacetamide; N-Acetylaniline; N-苯乙酰胺; 乙酰苯胺

Database IDs

• CAS Number: 103-84-4
• EC Number: 203-150-7
• MDL Number: MFCD00008674
• Beilstein Number: 606468
• Merck Index: 1450
• PubChem SID: 24864694; 24864695; 24847121; 24845022; 162038014; 24845023
• PubChem CID: 904
• CHEBI ID: 28884
• CHEMBL: 269644
• Chemspider ID: 880
• KEGG ID: C07565
• Unique Ingredient Identifier: SP86R356CC
• Wikipedia Title: Acetanilide

CALCULATED PROPERTIES

• Acid pKa: 14.3760395
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.2109562
• LogD (pH = 7.4): 1.2109561
• Log P: 1.2109562
• Molar Refractivity: 40.921 cm^3
• Polarizability: 15.206652 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: <0.1 g/100 mL at 22 °C in water; Soluble in ethanol, diethyl ether, acetone, benzene
• Melting Point: 113-115 °C; 113-115 °C(lit.); 113-116 °C; 113-116°C; 114.3 °C (236.7 °F)
• Boiling Point: 304 °C (579 °F); 304 °C(lit.); 304-305°C
• Flash Point: 161 °C; 161°C(321°F); 321.8 °F
• Auto Ignition Point: 1004 °F; 545 °C (1013 °F)
• Density: 1.121; 1.219 g/cm^3
• Vapor Pressure: 1 mmHg ( 114 °C); 2 Pa (20 °C)
• Vapor Density: 4.65 (vs air)
• Partition Coefficient: 1.16 (23 °C)

Safety Information

• Storage Condition: -20°C
• RTECS: AD7350000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 22-36/37/38
• Safety Statements: 22-26-36; 26-36/37
• TSCA Listed: 是
• EU Index: Not listed
• GHS Pictograms: : Acute Tox. (oral) 4; GHS07
• GHS Signal Word: WARNING; Warning
• GHS Hazard statements: 302; H302-H315-H319-H335
• GHS Precautionary statements: 264, 270, 301+312, 330, 501; P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (HPLC); ≥99% (from N); ≥99.5% (CHN); ≥99.9%; ≥99.95%; 98%; 99%
• Grade: puriss.; puriss. p.a.; zone-refined
• Salt Data: Free Base
• Ignition Residue: ≤0.1% (as SO4)
• Impurities: ≤0.001% heavy metals (as Pb)
• Purified By: sublimation
• Pharmacopeia Traceability: traceable to USP 1004001
• Linear Formula: CH3CONHC6H5

DETAILS

Selleck Chemicals - S2538

Research Area: Neurological Disease
Biological Activity:
Acetanilide (Antifebrin) is an aniline derivative and has possess analgesic. Acetanilide is used as an inhibitor in hydrogen peroxide. Acetanilide (Antifebrin) is used to stabilize cellulose ester varnishes. Acetanilide (Antifebrin) has also found uses in the intermediation in rubber accelerator synthesis, dyes and dye intermediate synthesis, and camphor synthesis. Acetanilide (Antifebrin) is used for the production of 4-acetamidobenzenesulfonyl chloride, a key intermediate for the manufacture of the sulfa drugs. Acetanilide (Antifebrin) is also a precursor in the synthesis of penicillin and other pharmaceuticals. [1][2][3]

Sigma Aldrich - 397237

Packaging
1, 5 g in glass bottle

Sigma Aldrich - 397229

Packaging
5, 25 g in glass bottle

Sigma Aldrich - 112933

Packaging
1 kg in poly bottle
100, 500 g in poly bottle
5 g in glass bottle

Sigma Aldrich - 00401

Application
suitable as standard for the determination of C, H, N, O

Toronto Research Chemicals - A168330

The first aniline derivative found to possess analgesic and antipyretic properties. An Acetaminophen (A161220) impurity.

REFERENCES

• LESTER D et al. J Pharmacol Exp Ther. 1947 May; 90(1):68-75.
• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2010)
• Chang, C., et al.: J. Nat. Prod., 73, 229 (2010)