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Acetamide,N-[2-(acetyloxy)phenyl]-
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Name

Acetamide,N-[2-(acetyloxy)phenyl]-

 EINECS N/A
CAS No. 5467-64-1 Density 1.206 g/cm3
PSA 55.40000 LogP 1.64330
Solubility N/A Melting Point 122-124 °C
Formula C10H11NO3 Boiling Point 369.2 °C at 760 mmHg
Molecular Weight 193.202 Flash Point 177.1 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 5467-64-1 (2-AMINOPHENOL-N,O-DIACETATE) Hazard Symbols N/A
Synonyms

Acetanilide,2'-hydroxy-, acetate (6CI,7CI);2-Acetamidophenol acetate;2-Acetamidophenylacetate;2-Acetoxyacetanilide;N,O-Diacetyl-o-aminophenol;NSC 25534;Acetic acid 2-acetylamino-phenyl ester;

Article Data 39

Acetamide,N-[2-(acetyloxy)phenyl]- Synthetic route

108-24-7

acetic anhydride

95-55-6

2-amino-phenol

5467-64-1

2-acetamidophenyl acetate

Conditions
ConditionsYield
With sulfuric acid In methanol for 4h; Concentration; Reflux; Large scale;99.1%
With poly(N-vinylimidazole) In neat (no solvent) at 20℃; for 0.0666667h; Green chemistry;98%
With succinimide-N-sulfonic acid In neat (no solvent) at 20℃; for 0.0333333h; Mechanism;98%
64-19-7

acetic acid

95-55-6

2-amino-phenol

5467-64-1

2-acetamidophenyl acetate

Conditions
ConditionsYield
With poly(4-vinylpyridine) perchlorate In neat (no solvent) at 20℃; for 0.2h;98%
108-24-7

acetic anhydride

88-75-5

2-hydroxynitrobenzene

5467-64-1

2-acetamidophenyl acetate

Conditions
ConditionsYield
Stage #1: 2-hydroxynitrobenzene With sodium tetrahydroborate; water In neat (no solvent) at 20℃; for 0.0166667h;
Stage #2: acetic anhydride In neat (no solvent) at 40℃; for 0.0666667h; Reagent/catalyst;		92%
With sodium tetrahydroborate at 60℃; for 0.183333h;91%
Stage #1: 2-hydroxynitrobenzene In water for 0.0833333h;
Stage #2: With sodium tetrahydroborate In water at 65℃; for 0.0833333h;
Stage #3: acetic anhydride In water at 65℃; for 0.0333333h; Catalytic behavior;		90%
75-36-5

acetyl chloride

614-80-2

2-(acetylamino)phenol

5467-64-1

2-acetamidophenyl acetate

Conditions
ConditionsYield
With pyridine In acetonitrile for 0.0833333h; Ambient temperature;91%
sulfuric acid at 80℃; for 0.25h;
1262859-22-2

C10H11NO3

5467-64-1

2-acetamidophenyl acetate

Conditions
ConditionsYield
With iodine In acetonitrile for 3h; Beckmann rearrangement; Reflux;90%
59130-68-6

N,N,O-Triacetyl-2-aminophenol

5467-64-1

2-acetamidophenyl acetate

Conditions
ConditionsYield
With acetic acid for 3h; Heating;87%
64-19-7

acetic acid

103-84-4

Acetanilid

5467-64-1

2-acetamidophenyl acetate

Conditions
ConditionsYield
With potassium peroxomonosulphate; palladium diacetate In 1,2-dichloro-ethane at 100℃; for 48h;77%
With ammonium peroxydisulfate; palladium diacetate; trifluoroacetic acid at 20℃; for 24h;67%
With ammonium peroxydisulfate; C20H16F6N2O6Pd2 at 20℃; for 24h;62%
With ammonium peroxydisulfate; silver hexafluoroantimonate; [RhCl2(p-cymene)]2 In 1,2-dichloro-ethane at 100℃; for 24h; Inert atmosphere; regioselective reaction;56%
82833-70-3

2-aminophenyl acetate

A

95-21-6

2-methyl-1,3-benzoxazole

B

5467-64-1

2-acetamidophenyl acetate

C

614-80-2

2-(acetylamino)phenol

Conditions
ConditionsYield
With acetic acid at 138℃; for 3h;A 41%
B 0.5%
C 3.6%
127-09-3

sodium acetate

51-19-4

2-aminophenol hydrochloride

108-24-7

acetic anhydride

5467-64-1

2-acetamidophenyl acetate

51-19-4

2-aminophenol hydrochloride

108-24-7

acetic anhydride

5467-64-1

2-acetamidophenyl acetate

Conditions
ConditionsYield
With sodium acetate

Acetamide,N-[2-(acetyloxy)phenyl]- Specification

The Acetamide,N-[2-(acetyloxy)phenyl]-, with the CAS registry number 5467-64-1, is also known as Acetic acid 2-acetylamino-phenyl ester. This chemical's molecular formula is C10H11NO3 and molecular weight is 193.20. What's more, its systematic name is 2-(Acetylamino)phenyl acetate.

Physical properties of Acetamide,N-[2-(acetyloxy)phenyl]- are: (1)ACD/LogP: 0.40; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.4; (4)ACD/LogD (pH 7.4): 0.4; (5)ACD/BCF (pH 5.5): 1.19; (6)ACD/BCF (pH 7.4): 1.19; (7)ACD/KOC (pH 5.5): 39.39; (8)ACD/KOC (pH 7.4): 39.39; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 46.61 Å2; (13)Index of Refraction: 1.561; (14)Molar Refractivity: 51.86 cm3; (15)Molar Volume: 160.1 cm3; (16)Polarizability: 20.56×10-24 cm3; (17)Surface Tension: 44 dyne/cm; (18)Density: 1.206 g/cm3; (19)Flash Point: 177.1 °C; (20)Enthalpy of Vaporization: 61.59 kJ/mol; (21)Boiling Point: 369.2 °C at 760 mmHg; (22)Vapour Pressure: 1.21E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-acetylamino-phenol, acetyl chloride at the ambient temperature. This reaction will need reagent pyridine and solvent acetonitrile with the reaction time of 5 min. The yield is about 91%.

Acetamide,N-[2-(acetyloxy)phenyl]- can be prepared by 2-acetylamino-phenol, acetyl chloride at the ambient temperature

Uses of Acetamide,N-[2-(acetyloxy)phenyl]-: it can be used to produce 2-methyl-benzooxazole at the temperature of 138 °C. It will need reagent acetic acid with the reaction time of 6 hours. The yield is about 94.5%.

Acetamide,N-[2-(acetyloxy)phenyl]- can be used to produce 2-methyl-benzooxazole at the temperature of 138 °C

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(Oc1ccccc1NC(=O)C)C
(2)InChI: InChI=1S/C10H11NO3/c1-7(12)11-9-5-3-4-6-10(9)14-8(2)13/h3-6H,1-2H3,(H,11,12)
(3)InChIKey: UGTVVIHMAMPKJT-UHFFFAOYSA-N

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