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5-Acetylsalicylic acid

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Name

5-Acetylsalicylic acid

EINECS 236-037-6
CAS No. 13110-96-8 Density 1.366 g/cm3
PSA 74.60000 LogP 1.29300
Solubility N/A Melting Point 214-216 °C
Formula C9H8O4 Boiling Point 413.007 °C at 760 mmHg
Molecular Weight 180.16 Flash Point 217.732 °C
Transport Information N/A Appearance N/A
Safety 22 Risk Codes 22
Molecular Structure Molecular Structure of 13110-96-8 (5-ACETYLSALICYLIC ACID) Hazard Symbols Xn
Synonyms

Salicylicacid, 5-acetyl- (6CI,7CI,8CI);3-Acetyl-6-hydroxybenzoic acid;4-Hydroxy-3-carboxyacetophenone;5-Acetyl-2-hydroxybenzoic acid;

Article Data 18

5-Acetylsalicylic acid Synthetic route

586-42-5

3-acetylbenzoic acid

13110-96-8

5-acetylsalicylic acid

Conditions
ConditionsYield
With oxygen; potassium acetate; palladium diacetate; p-benzoquinone In N,N-dimethyl acetamide at 115℃; under 3800.26 Torr; for 15h;85%
With oxygen; potassium acetate; p-benzoquinone; palladium diacetate In ISOPROPYLAMIDE at 115℃; under 3800.26 Torr; for 15h; Product distribution / selectivity;85%
50-78-2

aspirin

13110-96-8

5-acetylsalicylic acid

Conditions
ConditionsYield
With aluminium trichloride In nitrobenzene for 1h;82%
With aluminum (III) chloride In neat (no solvent) at 120℃; for 0.333333h;78%
With aluminium trichloride; nitrobenzene at 60℃;
With aluminium trichloride; nitrobenzene
134-55-4

phenyl 2-acetoxybenzoate

13110-96-8

5-acetylsalicylic acid

Conditions
ConditionsYield
With carbon disulfide; aluminium trichloride
16475-90-4

estere metilico dell'acido 5-acetilsalicilico

13110-96-8

5-acetylsalicylic acid

75-36-5

acetyl chloride

69-72-7

salicylic acid

13110-96-8

5-acetylsalicylic acid

Conditions
ConditionsYield
With aluminium trichloride; nitrobenzene
With iron(III) chloride
7705-08-0

iron(III) chloride

75-36-5

acetyl chloride

69-72-7

salicylic acid

13110-96-8

5-acetylsalicylic acid

Conditions
ConditionsYield
at 110 - 115℃;
7446-70-0

aluminium trichloride

98-95-3

nitrobenzene

50-78-2

aspirin

13110-96-8

5-acetylsalicylic acid

Conditions
ConditionsYield
at 60℃;
75-15-0

carbon disulfide

7446-70-0

aluminium trichloride

580-02-9

methyl acetylsalicylate

A

13110-96-8

5-acetylsalicylic acid

B

69-72-7

salicylic acid

Conditions
ConditionsYield
anschliessendes Behandeln mit kaltem Wasser;
75-15-0

carbon disulfide

134-55-4

phenyl 2-acetoxybenzoate

2 mol aluminium chloride

2 mol aluminium chloride

13110-96-8

5-acetylsalicylic acid

Conditions
ConditionsYield
anschliessend Behandeln mit kaltem Wasser;
75-15-0

carbon disulfide

7446-70-0

aluminium trichloride

134-55-4

phenyl 2-acetoxybenzoate

71-43-2

benzene

A

13110-96-8

5-acetylsalicylic acid

B

64-19-7

acetic acid

C

98-86-2

acetophenone

D

69-72-7

salicylic acid

Conditions
ConditionsYield
anschliessend Behandeln mit kaltem Wasser;

5-Acetylsalicylic acid Specification

The IUPAC name of 5-Acetylsalicylic acid is 5-acetyl-2-hydroxybenzoic acid. With the CAS registry number 13110-96-8, it is also named as Benzoic acid, 5-acetyl-2-hydroxy-. The product's categories are Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Carboxylic Acids; Phenyls & Phenyl-Het. It is white solid which is stable under normal temperature and pressure. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.22; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.86; (4)ACD/LogD (pH 7.4): -0.93; (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: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.599; (13)Molar Refractivity: 45.09 cm3; (14)Molar Volume: 131.9 cm3; (15)Polarizability: 17.87×10-24 cm3; (16)Surface Tension: 61.6 dyne/cm; (17)Enthalpy of Vaporization: 70.19 kJ/mol; (18)Vapour Pressure: 1.46E-07 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Tautomer Count: 11; (21)Exact Mass: 180.042259; (22)MonoIsotopic Mass: 180.042259; (23)Topological Polar Surface Area: 74.6; (24)Heavy Atom Count: 13; (25)Complexity: 224.

Preparation of 5-Acetylsalicylic acid: It can be obtained by 2-acetoxy-benzoic acid. This reaction needs reagents aluminium chloride and nitrobenzene at the temperature of 60°C.

Uses of 5-Acetylsalicylic acid: It can react with methanol to get 5-acetyl-2-hydroxy-benzoic acid methyl ester. This reaction needs reagent H2SO4. The reaction time is 24 hours. The yield is 96%.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed, so people should not breathe dust.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(O)c1cc(ccc1O)C(=O)C
2. InChI:InChI=1/C9H8O4/c1-5(10)6-2-3-8(11)7(4-6)9(12)13/h2-4,11H,1H3,(H,12,13) 
3. InChIKey:NZRDKNBIPVLNHA-UHFFFAOYAG

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