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4-Acetamidosalicylic acid

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Name

4-Acetamidosalicylic acid

EINECS 200-069-9
CAS No. 50-86-2 Density 1.462 g/cm3
PSA 86.63000 LogP 1.12180
Solubility N/A Melting Point 227-229 °C
Formula C9H9NO4 Boiling Point 470.6 °C at 760 mmHg
Molecular Weight 195.175 Flash Point 238.4 °C
Transport Information N/A Appearance off-white solid
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 50-86-2 (4-Acetamidosalicylic acid) Hazard Symbols IrritantXi
Synonyms

Salicylicacid, 4-acetamido- (6CI,7CI,8CI);2-Hydroxy-4-acetamidobenzoic acid;N-Acetyl-4-aminosalicylic acid;NSC 54182;P-Acetamidosalicylic acid;

Article Data 29

4-Acetamidosalicylic acid Synthetic route

108-24-7

acetic anhydride

65-49-6

4-Aminosalicylic acid

50-86-2

4-acetamidosalicylic acid

Conditions
ConditionsYield
In acetone for 24h; Cooling with ice;95%
With sodium hydroxide In water at 60℃; for 4h; pH=6-7;91%
In acetone for 6h;91%
65-49-6

4-Aminosalicylic acid

50-86-2

4-acetamidosalicylic acid

Conditions
ConditionsYield
With acetic anhydride In ethanol92%
With acetic anhydride In ethanol72.3 g (74.15%)
65-49-6

4-Aminosalicylic acid

75-36-5

acetyl chloride

50-86-2

4-acetamidosalicylic acid

Conditions
ConditionsYield
In pyridine for 2h; Inert atmosphere; Reflux;85%
With pyridine at 0℃; for 2h; Inert atmosphere; Reflux;85%
With pyridine
108-24-7

acetic anhydride

65-49-6

4-Aminosalicylic acid

64-19-7

acetic acid

50-86-2

4-acetamidosalicylic acid

Conditions
ConditionsYield
for 0.25h; Reflux;85%
108-24-7

acetic anhydride

133-10-8

sodium p-aminosalicylate

50-86-2

4-acetamidosalicylic acid

Conditions
ConditionsYield
In water at 45℃; for 4h;84.12%
133-10-8

sodium p-aminosalicylate

50-86-2

4-acetamidosalicylic acid

Conditions
ConditionsYield
With hydrogenchloride; acetic anhydride In water56%
556-08-1

p-(acetylamino)benzoic acid

50-86-2

4-acetamidosalicylic acid

Conditions
ConditionsYield
With oxygen; potassium acetate; palladium diacetate; p-benzoquinone In N,N-dimethyl acetamide at 115℃; under 760.051 Torr; for 15h;52%
43134-76-5

1-amino-3-acetylamino-6-carboxy-benzene

50-86-2

4-acetamidosalicylic acid

Conditions
ConditionsYield
With sodium hydrogen sulfate; sodium nitrite
619-19-2

2-hydroxy-4-nitrobenzoic acid

50-86-2

4-acetamidosalicylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: nickel-aluminium-alloy; aq. NaOH solution
2: pyridine
View Scheme
65-49-6

4-Aminosalicylic acid

72-89-9

acetylcoenzyme A

50-86-2

4-acetamidosalicylic acid

Conditions
ConditionsYield
With Mycobacterium tuberculosis H37Rv arylamine N-acetyltransferase In aq. buffer at 37℃; pH=7.5; Enzymatic reaction;

4-Acetamidosalicylic acid Specification

This chemical is called 4-Acetamidosalicylic acid, and it can also be named as P-Acetamidosalicylic acid. With the CAS number of 50-86-2, its IUPAC name is 4-acetamido-2-hydroxybenzoic acid. Usually, its molecular formula is C9H9NO4. This chemical is off-white solid, and its product categories are Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides and Salts, Aromatics.

Other characteristics of the 4-Acetamidosalicylic acid are as followings: (1)ACD/LogP: 1.86; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.17; (4)ACD/LogD (pH 7.4): -1.29; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 5; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 55.84 Å2; (13)Index of Refraction: 1.661; (14)Molar Refractivity: 49.33 cm3; (15)Molar Volume: 133.4 cm3; (16)Polarizability: 19.55×10-24 cm3; (17)Surface Tension: 71.5 dyne/cm; (18)Density: 1.462 g/cm3; (19)Flash Point: 238.4 °C; (20)Enthalpy of Vaporization: 77.25 kJ/mol; (21)Boiling Point: 470.6 °C at 760 mmHg; (22)Vapour Pressure: 1.16E-09 mmHg at 25°C; (23)Melting Point: 227-229°C; (24)Henry's Law Constant : 1.63E-14 atm-m3/mole at 25°C; (25)Atmospheric OH Rate Constant: 7.93E-11 cm3/molecule-sec at 25°C; (26)Log P(octanol-water); 1.62.

You can still convert the following datas into molecular structure: 
(1)SMILES: O=C(O)c1ccc(cc1O)NC(=O)C
(2)InChI: InChI=1/C9H9NO4/c1-5(11)10-6-2-3-7(9(13)14)8(12)4-6/h2-4,12H,1H3,(H,10,11)(H,13,14)
(3)InChIKey: YBTVSGCNBZPRBD-UHFFFAOYAH
(4)Std. InChI: InChI=1S/C9H9NO4/c1-5(11)10-6-2-3-7(9(13)14)8(12)4-6/h2-4,12H,1H3,(H,10,11)(H,13,14)
(5)Std. InChIKey: YBTVSGCNBZPRBD-UHFFFAOYSA-N

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