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556-08-1

Basic Information
CAS No.: 556-08-1
Name: p-Acetylamino benzoic acid
Article Data: 111
Molecular Structure:
Molecular Structure of 556-08-1 (p-Acetylamino benzoic acid)
Formula: C9H9NO3
Molecular Weight: 179.175
Synonyms: Benzoicacid, p-acetamido- (6CI,7CI,8CI);4-(Acetylamino)benzoic acid;4-Acetamidobenzoic acid;4'-Carboxyacetanilide;Acedoben;N-Acetyl-p-aminobenzoicacid;NSC 4002;p-(Acetoamino)benzoic acid;p-(Acetylamino)benzoic acid;p-Acetamidobenzoic acid;p-Acetaminobenzoic acid;
EINECS: 209-114-7
Density: 1.326 g/cm3
Melting Point: 259-262 °C (dec.)(lit.)
Boiling Point: 439.6 °C at 760 mmHg
Flash Point: 219.7 °C
Solubility: <0.1 g/100 mL at 21 °C in water
Appearance: white to beige in colour crystalline powder
Risk Codes: 36/37/38
Safety: 24/25
PSA: 66.40000
LogP: 1.41620
Synthetic route
108-24-7

acetic anhydride

150-13-0

4-amino-benzoic acid

556-08-1

p-(acetylamino)benzoic acid

Conditions
ConditionsYield
Stage #1: acetic anhydride; 4-amino-benzoic acid With pyridine at 20℃; for 5h;
Stage #2: With hydrogenchloride In water pH=2 - 3;
Stage #3: In water
99%
With pyridine at 20℃; for 5h;99%
With formic acid at 55℃; under 450.045 Torr; for 2.66667h; Temperature; Pressure;96%
122-85-0

para-acetamidobenzaldehyde

556-08-1

p-(acetylamino)benzoic acid

Conditions
ConditionsYield
With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide In methanol; water; acetonitrile at 10℃; for 1h;98%
With 4H3N*4H(1+)*CuMo6O18(OH)6(4-); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 12h;98%
With copper acetylacetonate; oxygen; sodium hydroxide; 1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene In water at 50℃; under 760.051 Torr; for 12h; Sealed tube;90%
557-34-6

zinc diacetate

150-13-0

4-amino-benzoic acid

556-08-1

p-(acetylamino)benzoic acid

Conditions
ConditionsYield
In acetic acid for 2.25h; Reflux; chemoselective reaction;98%
103-89-9

4-Methylacetanilide

556-08-1

p-(acetylamino)benzoic acid

Conditions
ConditionsYield
With oxygen; cobalt(II) acetate; sodium bromide In acetic acid at 90℃; for 1h; Product distribution; Kinetics; var. concentration of reagents, var. temperature, var. time;97.9%
With potassium permanganate In water for 1.5h; Heating;70%
With cobalt(II) acetate; ozone; acetic acid at 95℃; for 10h; Kinetics;35.5%
150-13-0

4-amino-benzoic acid

75-36-5

acetyl chloride

556-08-1

p-(acetylamino)benzoic acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 3h; Heating;91%
With silica gel at 20℃; for 2.5h; Green chemistry; chemoselective reaction;82%
With pyridine
With triethylamine In tetrahydrofuran at 20℃;
150-13-0

4-amino-benzoic acid

64-19-7

acetic acid

556-08-1

p-(acetylamino)benzoic acid

Conditions
ConditionsYield
at 150℃; microwave irradiation;91%
With magnesia In neat (no solvent) at 70℃; for 0.583333h; Green chemistry; chemoselective reaction;91%
With aluminum oxide at 70℃; for 0.5h; Neat (no solvent);88%
With zinc(II) acetate dihydrate for 0.1h; Microwave irradiation; Sealed tube; chemoselective reaction;81%
With hydrazine hydrate for 4h; Heating;59%
108-24-7

acetic anhydride

150-13-0

4-amino-benzoic acid

64-19-7

acetic acid

556-08-1

p-(acetylamino)benzoic acid

Conditions
ConditionsYield
for 0.25h; Reflux;90%
124-38-9

carbon dioxide

16704-37-3

4-acetamidophenyl sulfurofluoridate

556-08-1

p-(acetylamino)benzoic acid

Conditions
ConditionsYield
With manganese; bis(triphenylphosphine)nickel(II) chloride; 2.9-dimethyl-1,10-phenanthroline In N,N-dimethyl-formamide at 20℃; under 760.051 Torr; for 20h; Schlenk technique; Inert atmosphere; Glovebox;83%

4-acetylamino-benzoic acid allyl ester

556-08-1

p-(acetylamino)benzoic acid

Conditions
ConditionsYield
Stage #1: 4-acetylamino-benzoic acid allyl ester With sodium tetrahydroborate In dimethyl sulfoxide at 20℃;
Stage #2: With hydrogenchloride; water In dimethyl sulfoxide for 0.5h; chemoselective reaction;
81%
With iodine; dimethyl sulfoxide for 0.5h; Heating;78%
150-13-0

4-amino-benzoic acid

507-09-5

thioacetic acid

556-08-1

p-(acetylamino)benzoic acid

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate In methanol at 20℃; for 0.0833333h;79%
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Specification

This chemical is called Benzoic acid, 4-(acetylamino)-, and its systematic name is 4-(acetylamino)benzoic acid. With the molecular formula of C9H9NO3, its molecular weight is 179.17. The CAS registry number of this chemical is 556-08-1. Additionally, its product categories are Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts.

Other characteristics of the Benzoic acid, 4-(acetylamino)- can be summarised as followings: (1)ACD/LogP: 1.31; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0; (4)ACD/LogD (pH 7.4): -1.56; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 6.07; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 46.61 Å2; (13)Index of Refraction: 1.62; (14)Molar Refractivity: 47.45 cm3; (15)Molar Volume: 135 cm3; (16)Polarizability: 18.81×10-24cm3; (17)Surface Tension: 58.2 dyne/cm; (18)Density: 1.326 g/cm3; (19)Flash Point: 219.7 °C; (20)Enthalpy of Vaporization: 73.42 kJ/mol; (21)Boiling Point: 439.6 °C at 760 mmHg; (22)Vapour Pressure: 1.66E-08 mmHg at 25°C.

Production method of this chemical: The Benzoic acid, 4-(acetylamino)- could be obtained by the reactants of 4-amino-benzoic acid and acetyl chloride. This reaction needs the reagent of pyridine.

Uses of this chemical: The Benzoic acid, 4-(acetylamino)- could react with 1-(2-hydroxy-phenyl)-ethanone, and obtain the 4-acetylamino-benzoic acid 2-acetyl-phenyl ester. This reaction needs the reagent of pyridine, and the solvent of POCl3. The yield is 42 %. In addition, this reaction should be taken at the temperature of 60-80 °C.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. Avoid contacting with skin and eyes.

You can still convert the following datas into molecular structure:
1.SMILES: O=C(Nc1ccc(cc1)C(=O)O)C
2.InChI: InChI=1/C9H9NO3/c1-6(11)10-8-4-2-7(3-5-8)9(12)13/h2-5H,1H3,(H,10,11)(H,12,13)
3.InChIKey: QCXJEYYXVJIFCE-UHFFFAOYAT