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4-Acetoxybenzoic acid

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Name

4-Acetoxybenzoic acid

EINECS 219-066-9
CAS No. 2345-34-8 Density 1.291 g/cm3
PSA 63.60000 LogP 1.31010
Solubility N/A Melting Point 190-194 °C(lit.)
Formula C9H8O4 Boiling Point 325.705 °C at 760 mmHg
Molecular Weight 180.16 Flash Point 133.208 °C
Transport Information N/A Appearance white crystalline powder
Safety 26-36-37/39 Risk Codes 36/37/38-22
Molecular Structure Molecular Structure of 2345-34-8 (4-Acetoxybenzoic acid) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

Benzoicacid, p-hydroxy-, acetate (6CI,7CI,8CI);4-(Acetyloxy)benzoic acid;4-Carboxyphenyl acetate;NSC 11340;p-Acetoxybenzoicacid;p-Acetyloxybenzoic acid;p-Carboxyphenyl acetate;p-Hydroxybenzoic acidacetate;

Article Data 141

4-Acetoxybenzoic acid Synthetic route

108-24-7

acetic anhydride

99-96-7

4-hydroxy-benzoic acid

2345-34-8

4-acetyloxy-benzoic acid

Conditions
ConditionsYield
With pyridine In tetrahydrofuran; toluene at 0 - 20℃; for 16h;100%
With Sulfate; titanium(IV) oxide In cyclohexane at 81℃; for 0.166667h;98%
With lanthanum(III) nitrate at 20℃; for 0.333333h;97%
24262-66-6

methyl 4-acetoxybenzoate

2345-34-8

4-acetyloxy-benzoic acid

Conditions
ConditionsYield
With iodine; aluminium In acetonitrile at 80℃; for 18h;99%
75-36-5

acetyl chloride

99-96-7

4-hydroxy-benzoic acid

2345-34-8

4-acetyloxy-benzoic acid

Conditions
ConditionsYield
With pyridine In tetrahydrofuran for 1h; Cooling with ice;98.6%
In cyclohexane at 30 - 40℃; for 2h; Concentration;97%
In pyridine at 0 - 20℃; for 1.58333h;82.3%
878-00-2

4-formylphenyl acetate

2345-34-8

4-acetyloxy-benzoic acid

Conditions
ConditionsYield
With dihydrogen peroxide at 20℃; for 0.5h;94%
With oxygen; C34H4F60NiO4 In toluene at 64℃; under 760 Torr; for 12h;74%
With oxygen; acetic anhydride; butyraldehyde; cobalt(II) chloride In acetonitrile Ambient temperature;62%
In water at 25℃; Rate constant; xanthine oxidase; also in aerosol OT/isooctane system;
108-24-7

acetic anhydride

123-08-0

4-hydroxy-benzaldehyde

2345-34-8

4-acetyloxy-benzoic acid

Conditions
ConditionsYield
With oxygen; CoCl2 In 1,2-dichloro-ethane at 25℃;93%
With oxygen; cobalt(II) chloride In 1,2-dichloro-ethane at 25℃; for 20h;93%
24262-66-6

methyl 4-acetoxybenzoate

A

2345-34-8

4-acetyloxy-benzoic acid

B

99-76-3

methyl 4-hydroxylbenzoate

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; potassium carbonate; 2-amino-benzenethiol at 100℃; for 0.75h; Hydrolysis;A 7%
B 93%
106-44-5

p-cresol

A

2345-34-8

4-acetyloxy-benzoic acid

B

140-39-6

1-acetoxy-4-methylbenzene

Conditions
ConditionsYield
With acetic acidA 92%
B n/a

4-acetoxy-benzoic acid 3-methyl-but-2-enyl ester

2345-34-8

4-acetyloxy-benzoic acid

Conditions
ConditionsYield
With sodium hydrogen sulfate; silica gel In dichloromethane at 20℃; for 5.5h;89%
757965-23-4

4-O-acetylbenzaldehyde oxime

2345-34-8

4-acetyloxy-benzoic acid

Conditions
ConditionsYield
With [hydroxy(tosyloxy)iodo]benzene; water In dimethyl sulfoxide at 20℃; for 24h;89%
2628-16-2

p-acetoxystyrene

2345-34-8

4-acetyloxy-benzoic acid

Conditions
ConditionsYield
With Oxone; 2-iodo-3,4,5,6-tetramethylbenzoic acid In water; acetonitrile for 19h;88%
With tert.-butylhydroperoxide In water at 50℃; for 12h; Sealed tube; Green chemistry;80%
With Oxone; mesoporous silicate MCM-48 - osmium In N,N-dimethyl-formamide at 25℃; for 3h;75%
With ammonium thiocyanate; oxygen In acetic acid at 25℃; for 8h;30%

4-Acetoxybenzoic acid Specification

The 4-Acetoxybenzoic acid, with the CAS registry number 2345-34-8, is also known as p-Carboxyphenyl acetate. It belongs to the product categories of Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Benzoic Acids (Building Blocks for Liquid Crystals); Building Blocks for Liquid Crystals; Functional Materials; Aldehydes; C9; Carbonyl Compounds. Its EINECS number is 223-903-3. This chemical's molecular formula is C9H8O4 and molecular weight is 180.16. What's more, its systematic name is Ethyl hydrazinecarboxylate. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides.

Physical properties of 4-Acetoxybenzoic acid are: (1)ACD/LogP: 1.48; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.03; (4)ACD/LogD (pH 7.4): -1.46; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 5.34; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 63.6 Å2; (13)Index of Refraction: 1.551; (14)Molar Refractivity: 44.524 cm3; (15)Molar Volume: 139.592 cm3; (16)Polarizability: 17.651×10-24cm3; (17)Surface Tension: 49.9 dyne/cm; (18)Density: 1.291 g/cm3; (19)Flash Point: 133.208 °C; (20)Enthalpy of Vaporization: 59.944 kJ/mol; (21)Boiling Point: 325.705 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation of 4-Acetoxybenzoic acid: this chemical can be prepared by 4-acetoxy-benzaldehyde at the ambient temperature. This reaction will need reagents n-butanal, O2, acetic anhydride and solvent acetonitril. This reaction will also need catalyst cobalt(II) chloride. The yield is about 62%.

4-Acetoxybenzoic acid can be prepared by 4-acetoxy-benzaldehyde at the ambient temperature

Uses of 4-Acetoxybenzoic acid: it can be used to produce 4-acetoxy-benzoyl chloride by heating. It will need reagent SOCl2 with the reaction time of 2.5 hours. The yield is about 80%.

4-Acetoxybenzoic acid can be used to produce 4-acetoxy-benzoyl chloride by heating

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. It is harmful if swallowed. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(Oc1ccc(cc1)C(=O)O)C
(2)Std. InChI: InChI=1S/C9H8O4/c1-6(10)13-8-4-2-7(3-5-8)9(11)12/h2-5H,1H3,(H,11,12)
(3)Std. InChIKey: GDBUZIKSJGRBJP-UHFFFAOYSA-N 

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