Product Name

  • Name

    Acetylsalicylic acid

  • EINECS 200-064-1
  • CAS No. 50-78-2
  • Article Data154
  • CAS DataBase
  • Density 1.35
  • Solubility water: 3.3 g/L (20 °C)
  • Melting Point 134-136 °C(lit.)
  • Formula C9H8O4
  • Boiling Point 321.4 °C at 760 mmHg
  • Molecular Weight 180.16
  • Flash Point 131.1 °C
  • Transport Information UN 1851
  • Appearance white solid
  • Safety 26-36/37/39
  • Risk Codes 22-36/37/38
  • Molecular Structure Molecular Structure of 50-78-2 (Acetylsalicylic acid)
  • Hazard Symbols HarmfulXn
  • Synonyms Rhodine(7CI);Salicylic acid acetate (8CI);2-(Acetyloxy)benzoic acid;AC 5230;Acetophen;Acetysal;Acimetten;Acisal;Saletin;Solpyron;Supac;Temperal;Toldex;Trombyl;Yasta;o-(Acetyloxy)benzoic acid;Acetyl Salicylic Acid;Adiro;Asaflow;Asagran;Asatard;Ascoden 30;Ascriptin;Aspalon;Aspirdrops;Aspirin;Aspirin Protect 300;Aspirin-Direkt;Aspro;Aspropharm;Astrix;Benaspir;Bialpirinia;Caprin;Coricidin D;Dolean pH 8;Easprin;Ecotrin;Endosprin;Entericin;Ewin;Extren;Gelprin;
  • PSA 63.60000
  • LogP 1.31010

Synthetic route

acetic anhydride
108-24-7

acetic anhydride

salicylic acid
69-72-7

salicylic acid

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
In neat (no solvent) Molecular sieve; Microwave irradiation; Green chemistry;100%
With erbium(III) chloride for 0.2h; Heating;99%
With SO42-/ZrO2*graphene oxide solid super acid catalyst at 70℃; for 5h; Reagent/catalyst; Green chemistry;97.1%
methylene-benzo[1,3]dioxin-4-one
302353-24-8

methylene-benzo[1,3]dioxin-4-one

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
With water at 25℃; for 1h; pH=7;100%
acetic acid
64-19-7

acetic acid

salicylic acid
69-72-7

salicylic acid

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
at 80 - 90℃;95%
With sulfuric acid at 70℃; for 5h; Reagent/catalyst;95.7%
2-thioacetoxy-benzoic acid

2-thioacetoxy-benzoic acid

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
With thionyl chloride; dihydrogen peroxide In ethanol at 25℃; for 0.0166667h;95%
With chloro-trimethyl-silane; dihydrogen peroxide In ethanol; water at 25℃; for 0.0666667h; regioselective reaction;88%
With Oxone for 0.583333h;58%
acetyl chloride
75-36-5

acetyl chloride

salicylic acid
69-72-7

salicylic acid

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;86%
With pyridine; sulfuric acid Cooling with ice;59.23%
methoxymethyl 2-acetoxybenzoate

methoxymethyl 2-acetoxybenzoate

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
With bismuth(III) chloride; water In acetonitrile at 50℃; for 1h;85%
2-methylphenyl acetate
533-18-6

2-methylphenyl acetate

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
With zinc(II) oxide In N,N-dimethyl-formamide for 0.15h; microwave irradiation;80%
With potassium permanganate; benzyl(triethyl)ammoniumpermanganate In acetic acid at 30℃; for 72h;24%
With 2,2'-azobis(isobutyronitrile); oxygen; 1N,3N,5N-trihydroxy-1,3,5-triazin-2,4,6[1H,3H,5H]-trione; cobalt(II) acetate; manganese(II) acetate In acetic acid at 150℃; under 760 Torr; for 14h;9%
C16H16N2O5S
85515-88-4

C16H16N2O5S

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
With copper dichloride In tetrahydrofuran; water for 24h; Ambient temperature;80%
acetic anhydride
108-24-7

acetic anhydride

4'-Methoxy-flavyliumchlorid
15402-17-2

4'-Methoxy-flavyliumchlorid

A

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

B

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
With ruthenium(IV) oxide; sodium periodate 1) 5 h, room temp., pyridine; 2) acetic ester, water, 20 min : decomposition reaction;A 79%
B 52%
With ruthenium(IV) oxide; sodium periodate 1) 5 h, room temp., pyridine; 2) water, acetic ester, 20 min; Yield given. Multistep reaction. Yields of byproduct given;
O-acetylsalicylic acid acid 2-oxo-1,2,2-triphenylethyl ester
925681-78-3

O-acetylsalicylic acid acid 2-oxo-1,2,2-triphenylethyl ester

A

13-oxa-indeno[1,2-l]phenanthrene
201-68-3

13-oxa-indeno[1,2-l]phenanthrene

B

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
With air In ethanol; acetonitrile Irradiation;A n/a
B 79%
acetic anhydride
108-24-7

acetic anhydride

salicylaldehyde
90-02-8

salicylaldehyde

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
With oxygen; CoCl2 In 1,2-dichloro-ethane at 25℃; other aldehydes;71.5%
With oxygen; CoCl2 In 1,2-dichloro-ethane at 25℃;71.5%
With oxygen; cobalt(II) chloride In 1,2-dichloro-ethane at 25℃; for 20h;71%
tert-butyl acetylperoxysalicylate
52602-01-4

tert-butyl acetylperoxysalicylate

A

2-acetoxybiphenyl
3271-80-5

2-acetoxybiphenyl

B

Phenyl acetate
122-79-2

Phenyl acetate

C

salicylic acid
69-72-7

salicylic acid

D

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
In benzene at 100℃; for 48h;A 36%
B 10%
C 42%
D 12%
methyl acetylsalicylate
580-02-9

methyl acetylsalicylate

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
With lithium chloride In N,N-dimethyl-formamide for 0.166667h; Microwave irradiation; chemoselective reaction;34%
Stage #1: methyl acetylsalicylate With sodium hydroxide In methanol; water for 2h; Reflux;
Stage #2: With hydrogenchloride
(Z)-1-acetoxy-1-(2-acetoxyphenyl)-1,3-butadiene
129218-88-8

(Z)-1-acetoxy-1-(2-acetoxyphenyl)-1,3-butadiene

A

2-methyl-3-(phenylmethyl)chromone
129218-93-5

2-methyl-3-(phenylmethyl)chromone

B

(E)-1-acetoxy-1-(2-acetoxyphenyl)-1,3-butadiene
129218-92-4

(E)-1-acetoxy-1-(2-acetoxyphenyl)-1,3-butadiene

C

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
In hexane for 2h; Ambient temperature; Irradiation;A 7%
B 30%
C 23%
acetic anhydride
108-24-7

acetic anhydride

salicylic acid
69-72-7

salicylic acid

benzene
71-43-2

benzene

aspirin
50-78-2

aspirin

(2-acetoxy-benzoic acid )-acetic acid-anhydride
18698-59-4

(2-acetoxy-benzoic acid )-acetic acid-anhydride

acetic acid
64-19-7

acetic acid

A

acetic anhydride
108-24-7

acetic anhydride

B

aspirin
50-78-2

aspirin

acetic acid
64-19-7

acetic acid

dibenzoyl peroxide
94-36-0

dibenzoyl peroxide

A

benzoic acid
65-85-0

benzoic acid

B

Phenyl acetate
122-79-2

Phenyl acetate

C

aspirin
50-78-2

aspirin

D

benzene
71-43-2

benzene

sodium salicylate
54-21-7

sodium salicylate

acetyl chloride
75-36-5

acetyl chloride

aspirin
50-78-2

aspirin

Ketene
463-51-4

Ketene

acetone
67-64-1

acetone

salicylic acid
69-72-7

salicylic acid

A

(2-acetoxy-benzoic acid )-acetic acid-anhydride
18698-59-4

(2-acetoxy-benzoic acid )-acetic acid-anhydride

B

aspirin
50-78-2

aspirin

Ketene
463-51-4

Ketene

diethyl ether
60-29-7

diethyl ether

salicylic acid
69-72-7

salicylic acid

aspirin
50-78-2

aspirin

Ketene
463-51-4

Ketene

diethyl ether
60-29-7

diethyl ether

salicylic acid
69-72-7

salicylic acid

A

(2-acetoxy-benzoic acid )-acetic acid-anhydride
18698-59-4

(2-acetoxy-benzoic acid )-acetic acid-anhydride

B

aspirin
50-78-2

aspirin

Ketene
463-51-4

Ketene

salicylic acid
69-72-7

salicylic acid

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
With acetone Behandeln des Reaktionsgemisches mit Wasser;
With acetone Erwaermen des Reaktionsprodukts mit Essigsaeure;
With diethyl ether
With acetone Erwaermen des Reaktionsprodukts mit Essigsaeure;
ethylidene diacetate
542-10-9

ethylidene diacetate

salicylic acid
69-72-7

salicylic acid

aspirin
50-78-2

aspirin

1,1-diacetoxy-2-propene
869-29-4

1,1-diacetoxy-2-propene

salicylic acid
69-72-7

salicylic acid

A

2-vinyl-4H-benzo[d][1,3]dioxin-4-one

2-vinyl-4H-benzo[d][1,3]dioxin-4-one

B

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
With sulfuric acid; acetic acid at 105℃;
dibenzoyl peroxide
94-36-0

dibenzoyl peroxide

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
With acetic acid at 90℃;
2-tert-butoxy-2-methyl-4H-1,3-benzodioxin-4-one
52602-20-7

2-tert-butoxy-2-methyl-4H-1,3-benzodioxin-4-one

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
With phosphate buffer In 1,4-dioxane; water at 37℃; Rate constant;
L-Cysteine
52-90-4

L-Cysteine

aspirin anhydride
1466-82-6

aspirin anhydride

A

S-(O-acetylsalicyloyl)-2-amino-3-thiopropionic acid

S-(O-acetylsalicyloyl)-2-amino-3-thiopropionic acid

B

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
In 1,4-dioxane; water Rate constant; sodium acetate buffer;;
N-acetylcystein
616-91-1

N-acetylcystein

aspirin anhydride
1466-82-6

aspirin anhydride

A

2-acetamido-3-(2-acetoxybenzoylthio)propionic acid

2-acetamido-3-(2-acetoxybenzoylthio)propionic acid

B

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
In 1,4-dioxane; water Rate constant; sodium acetate buffer;;
2-oxopropyl 2-acetoxybenzoate
50785-25-6

2-oxopropyl 2-acetoxybenzoate

A

Salicylsaeure-2-oxopropylester
2100-38-1

Salicylsaeure-2-oxopropylester

B

aspirin
50-78-2

aspirin

Conditions
ConditionsYield
With buffer pH 8.0 In acetonitrile at 37℃; Kinetics; half-life time of hydrolysis at different pH;
aspirin
50-78-2

aspirin

aspirin anhydride
1466-82-6

aspirin anhydride

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃;100%
With iodine; triethylamine; triphenylphosphine In dichloromethane at 0 - 20℃;72%
With triethylamine; trichloroacetonitrile; triphenylphosphine In tetrahydrofuran at 20℃; for 2h;71%
aspirin
50-78-2

aspirin

O-acetylsalicyloyl chloride
5538-51-2

O-acetylsalicyloyl chloride

Conditions
ConditionsYield
Stage #1: aspirin With oxalyl dichloride In dichloromethane at 20℃; for 0.5h;
Stage #2: In dichloromethane; N,N-dimethyl-formamide at 20℃; for 6h;
100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 3h;98.5%
With 2-hydroxypyridin; thionyl chloride In chloroform at 80 - 85℃;97%
aspirin
50-78-2

aspirin

phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

dimethyl 1-(2-acetoxyphenyl)-1-oxomethanephosphonate
62880-92-6

dimethyl 1-(2-acetoxyphenyl)-1-oxomethanephosphonate

Conditions
ConditionsYield
Stage #1: aspirin With oxalyl dichloride In dichloromethane at 20℃;
Stage #2: phosphorous acid trimethyl ester at 5 - 20℃; Further stages.;
100%
aspirin
50-78-2

aspirin

benzyl alcohol
100-51-6

benzyl alcohol

2-acetoxybenzoic acid benzyl ester
52602-17-2

2-acetoxybenzoic acid benzyl ester

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0℃; for 1h; Reagent/catalyst; Solvent; Temperature; Mitsunobu Displacement; Inert atmosphere;100%
t-butyldimethylsilyl amine
41879-37-2

t-butyldimethylsilyl amine

aspirin
50-78-2

aspirin

tert-butyldimethylsilyl 2-acetoxybenzoate
129512-44-3

tert-butyldimethylsilyl 2-acetoxybenzoate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 0.5h; Green chemistry;100%
zyprexa
132539-06-1

zyprexa

aspirin
50-78-2

aspirin

C7H6O3*C17H20N4S
929209-00-7

C7H6O3*C17H20N4S

Conditions
ConditionsYield
In methanol for 24h; Product distribution / selectivity;99%
triethanolamine
102-71-6

triethanolamine

aspirin
50-78-2

aspirin

triethanolamine salicylate
2174-16-5

triethanolamine salicylate

Conditions
ConditionsYield
With methanol for 1h; Reflux;99%
aluminum ethoxide
555-75-9

aluminum ethoxide

aspirin
50-78-2

aspirin

Al(OC2H5)(C6H4OCOCH3COO)2
198878-22-7

Al(OC2H5)(C6H4OCOCH3COO)2

Conditions
ConditionsYield
In xylene acid heated until dissolved (80-85°C), further heating (90-95°C), alcoholate addn., stirring (90-95°C, 3-4 h); drying in vacuum; elem. anal.;98.5%
phenylacetylene
536-74-3

phenylacetylene

aspirin
50-78-2

aspirin

(Z)-β-Styryl acetylsalicylate

(Z)-β-Styryl acetylsalicylate

Conditions
ConditionsYield
Ru(η3-CH2=C(Me)CH2)2 In toluene at 80℃; for 20h;98%
phenylacetylene
536-74-3

phenylacetylene

aspirin
50-78-2

aspirin

1-phenylvinyl 2-acetoxybenzoate

1-phenylvinyl 2-acetoxybenzoate

Conditions
ConditionsYield
With C58H34F18O6P2Ru; silver trifluoromethanesulfonate In toluene at 70℃; for 2h; Inert atmosphere; Schlenk technique; regioselective reaction;98%
aluminum isopropoxide
555-31-7

aluminum isopropoxide

aspirin
50-78-2

aspirin

Al(OC3H7)(C6H4OCOCH3COO)2
198878-23-8

Al(OC3H7)(C6H4OCOCH3COO)2

Conditions
ConditionsYield
In xylene acid heated until dissolved (80-85°C), further heating (90-95°C), alcoholate addn., stirring (90-95°C, 3-4 h); drying in vacuum; elem. anal.;97.8%
vanadocene

vanadocene

aspirin
50-78-2

aspirin

cyclopentadienylvanadium bisacetylsalicylate

cyclopentadienylvanadium bisacetylsalicylate

Conditions
ConditionsYield
In diethyl ether byproducts: C5H6, H2; (vac. or Ar); addn. of acid to V-complex in ether (20°C, 24 h); filtration, washing (ether), drying; elem. anal.;97%
3-hydroxyimino-olean-12-en-28-oic acid
49815-49-8

3-hydroxyimino-olean-12-en-28-oic acid

aspirin
50-78-2

aspirin

17,3-(2-acetoxy)benzoyloxyiminoolean-12-en-28-oic acid

17,3-(2-acetoxy)benzoyloxyiminoolean-12-en-28-oic acid

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In 1,4-dioxane at 20℃;96.9%
With dicyclohexyl-carbodiimide In chloroform at 0 - 20℃; for 2h;62%
With dicyclohexyl-carbodiimide In 1,4-dioxane at 20℃;
aluminum isopropoxide
555-31-7

aluminum isopropoxide

aspirin
50-78-2

aspirin

Al(C6H4OCOCH3COO)3
29825-08-9

Al(C6H4OCOCH3COO)3

Conditions
ConditionsYield
In xylene acid heated until dissolved (80-85°C), further heating (90-95°C), alcoholate addn., stirring (90-95°C, 3-4 h); drying in vacuum; elem. anal.;96.5%
aluminum isopropoxide
555-31-7

aluminum isopropoxide

aspirin
50-78-2

aspirin

Al(OC3H7)2C6H4OCOCH3COO
198878-21-6

Al(OC3H7)2C6H4OCOCH3COO

Conditions
ConditionsYield
In xylene acid heated until dissolved (80-85°C), further heating (90-95°C), alcoholate addn., stirring (90-95°C, 3-4 h); drying in vacuum; elem. anal.;96%
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

aspirin
50-78-2

aspirin

bis(2-hydroxy-ethyl)ammonium 2-hydroxy-benzoate
109962-24-5

bis(2-hydroxy-ethyl)ammonium 2-hydroxy-benzoate

Conditions
ConditionsYield
With methanol for 1h; Reflux;96%
2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

aspirin
50-78-2

aspirin

diethylaminoethylacetylsalicylate acetylsalicylate

diethylaminoethylacetylsalicylate acetylsalicylate

Conditions
ConditionsYield
Stage #1: aspirin With dicyclohexyl-carbodiimide In chloroform at 5 - 20℃; for 2h;
Stage #2: 2-(Diethylamino)ethanol at 20℃; for 3h;
96%
2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

aspirin
50-78-2

aspirin

diethylaminoethyl acetylsalicylate acetylsalicylic acid salt

diethylaminoethyl acetylsalicylate acetylsalicylic acid salt

Conditions
ConditionsYield
Stage #1: aspirin With dicyclohexyl-carbodiimide In chloroform at 5 - 20℃; for 2h;
Stage #2: 2-(Diethylamino)ethanol In chloroform at 20℃; for 3h;
96%
Stage #1: aspirin With dicyclohexyl-carbodiimide In chloroform at 5 - 20℃; for 2h;
Stage #2: 2-(Diethylamino)ethanol In chloroform at 20℃; for 3h;
96%
ethambutol
74-55-5

ethambutol

aspirin
50-78-2

aspirin

C19H30N2O5

C19H30N2O5

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dimethyl sulfoxide at 30℃; Temperature;96%
fluoroiodomethane
373-53-5

fluoroiodomethane

aspirin
50-78-2

aspirin

fluoromethyl 2-acetoxybenzoate

fluoromethyl 2-acetoxybenzoate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃; for 6h; chemoselective reaction;96%
exo-7-chloro-endo-7-phenyl-cis-bicyclo<4.2.0>octan-8-one
103150-19-2

exo-7-chloro-endo-7-phenyl-cis-bicyclo<4.2.0>octan-8-one

aspirin
50-78-2

aspirin

exo-1-<(2-acetoxybenzoyl)oxy>-7-phenyl-cis-bicyclo<4.2.0>octane-8-one
122898-94-6

exo-1-<(2-acetoxybenzoyl)oxy>-7-phenyl-cis-bicyclo<4.2.0>octane-8-one

Conditions
ConditionsYield
With triethylamine In acetone at 20℃;95%
aspirin
50-78-2

aspirin

salicylic acid
69-72-7

salicylic acid

Conditions
ConditionsYield
With water; trifluoroacetic acid at 65℃; for 0.5h;95%
With copper dichloride In methanol; water for 1h; Heating;90%
With sodium hydroxide In 1,4-dioxane at 56.4℃; Rate constant; pH 12; reaction in the presence of aq. cetyltrimethylammonium bromide (CTBA);
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

aspirin
50-78-2

aspirin

2-acetoxy-benzoic acid pentafluorophenyl ester
65482-79-3

2-acetoxy-benzoic acid pentafluorophenyl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 40℃; for 0.333333h; microwave irradiation;95%
With dicyclohexyl-carbodiimide In 1,4-dioxane for 4h;61%
propargyl bromide
106-96-7

propargyl bromide

aspirin
50-78-2

aspirin

Acetylsalicylic acid propargylic ester

Acetylsalicylic acid propargylic ester

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 2h;95%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;
Stage #1: aspirin With potassium carbonate In N,N-dimethyl-formamide for 0.5h;
Stage #2: propargyl bromide In N,N-dimethyl-formamide at 60℃; for 10h;
aspirin
50-78-2

aspirin

lysine Acetylsalicylate
62952-06-1

lysine Acetylsalicylate

Conditions
ConditionsYield
In ethanol; water for 0.533333h; Time;95%
In water; acetone at -15 - 15℃; for 1h; Concentration;92.4%
3-hydroxyimino-olean-12-en-28-oic acid methyl ester
35137-30-5

3-hydroxyimino-olean-12-en-28-oic acid methyl ester

aspirin
50-78-2

aspirin

13,3-(2-acetoxy)benzoyloxyiminoolean-12-en-28-oic acid methyl ester

13,3-(2-acetoxy)benzoyloxyiminoolean-12-en-28-oic acid methyl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In 1,4-dioxane at 20℃;93.9%
With dicyclohexyl-carbodiimide In chloroform at 0 - 20℃; for 2h;67%
With dicyclohexyl-carbodiimide In 1,4-dioxane at 20℃;

Acetylsalicylic acid Chemical Properties

IUPAC Name: 2-Acetyloxybenzoic acid
Canonical SMILES: CC(=O)OC1=CC=CC=C1C(=O)O
InChI: InChI=1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12)
Molecular Formula: C9H8O4
Molecular Weight: 180.16 g/mol
EINECS: 200-064-1
Classification Code: Analgesic; Analgesics; Analgesics, Non-Narcotic; Anti-Inflammatory Agents; Anti-inflammatory agents, non-steroidal; Antipyretic; Antirheumatic; Antirheumatic Agents; Cardiovascular Agents; Cyclooxygenase inhibitors; Drug / Therapeutic Agent; Enzyme Inhibitors; Fibrin Modulating Agents; Fibrinolytic agents; Hematologic Agents; Human Data; Mutation data; Peripheral Nervous System Agents; Platelet aggregation inhibitors; Reproductive Effect; Sensory System Agents
Stability: Stable. Keep dry. Incompatible with strong oxidizing agents, strong bases, strong acids, various other compounds such as iodides, iron salts, quinine salts, etc.
storage temp.: Store at RT.
solubility: H2O: 10 mg/mL at 37 °C
Water Solubility: 3.3 g/L (20 °C)
Melting Point: 134-136 °C(lit.)
Index of Refraction: 1.55
Molar Refractivity: 44.52 cm3
Molar Volume: 139.5 cm3
Surface Tension: 49.8 dyne/cm
Density: 1.29 g/cm3
Flash Point: 131.2 °C
Enthalpy of Vaporization: 59.45 kJ/mol
Boiling Point: 321.4 °C at 760 mmHg
Vapour Pressure of Aspirin (CAS NO.50-78-2): 0.000124 mmHg at 25 °C

Acetylsalicylic acid History

 Medicines containing derivatives of salicylic acid, structurally similar to aspirin, have been in medical use long long ago. Salicylate-rich willow bark extract became recognized for its specific effects on fever, pain and inflammation in the mid-eighteenth century. By the nineteenth century pharmacists were experimenting with and prescribing a variety of chemicals related to salicylic acid, the active component of willow extract.
French chemist Charles Frederic Gerhardt was the first to prepare acetylsalicylic acid in 1853,he mixed acetyl chloride with a sodium salt of salicylic acid ,during his work on the synthesis and properties of various acid anhydrides.A reaction ensued,the resulting melt  solidified quickly.So the compound was called "salicylic-acetic anhydride" by Gerhardt. But he did not pursue it further. In 1859, Von Gilm obtained analytically pure acetylsalicylic acid. In 1897,Bayer began selling aspirin around the world.

Acetylsalicylic acid Uses

  Aspirin (CAS NO.50-78-2) is one of the most frequently used drugs in the treatment of mild to moderate pain, including that of migraines and fever.It is often combined with other non-steroidal anti-inflammatory drugs and opioid analgesics in the treatment of moderate to severe pain.In high doses, aspirin and other salicylates are used in the treatment of rheumatic fever, rheumatic arthritis, and other inflammatory joint conditions. In lower doses, aspirin (or its equivalents, e.g., carbasalate calcium) also inhibits platelet aggregation, and has been shown to reduce the incidence of transient ischemic attacks and unstable angina in men, and can be used prophylactically. It is also used in the treatment of pericarditis, coronary artery disease, and acute myocardial infarction.Low doses of aspirin are also recommended for the prevention of stroke, and myocardial infarction in patients with diagnosed cardiovascular disease. It is of no value in people without proven heart disease.

Acetylsalicylic acid Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child LDLo oral 104mg/kg (104mg/kg) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

GASTROINTESTINAL: NAUSEA OR VOMITING

BLOOD: HEMORRHAGE
Lancet. Vol. 2, Pg. 809, 1952.
child TDLo oral 10mg/kg/1D-I (10mg/kg) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED
Clinical Toxicology. Vol. 18, Pg. 247, 1981.
child TDLo oral 39mg/kg/13D-I (39mg/kg) LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE" American Journal of Diseases of Children. Vol. 139, Pg. 453, 1985.
dog LD50 intravenous 681mg/kg (681mg/kg) BEHAVIORAL: ANALGESIA Archives Internationales de Pharmacodynamie et de Therapie. Vol. 149, Pg. 571, 1964.
dog LD50 oral 700mg/kg (700mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 719, 1971.
guinea pig LD50 oral 1075mg/kg (1075mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: TREMOR

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 47, Pg. 479, 1958.
hamster LD50 oral 3500mg/kg (3500mg/kg)   Archives of Toxicology, Supplement. Vol. 7, Pg. 365, 1984.
human TDLo oral 480mg/kg/7D-I (480mg/kg) SENSE ORGANS AND SPECIAL SENSES: TINNITUS: EAR

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: OTHER CHANGES
Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 281, 1975.
human TDLo oral 669mg/kg/11D (669mg/kg) LIVER: LIVER FUNCTION TESTS IMPAIRED American Journal of Hospital Pharmacy. Vol. 35, Pg. 330, 1978.
human TDLo oral 1050mg/kg/14D (1050mg/kg) VASCULAR: OTHER CHANGES Clinical Pharmacology and Therapeutics Vol. 67, Pg. 530, 2000.
human TDLo oral 2880mg/kg/8W (2880mg/kg) SENSE ORGANS AND SPECIAL SENSES: TINNITUS: EAR

GASTROINTESTINAL: NAUSEA OR VOMITING

GASTROINTESTINAL: DECREASED MOTILITY OR CONSTIPATION
Arzneimittel-Forschung. Drug Research. Vol. 33, Pg. 631, 1983.
infant TDLo oral 120mg/kg (120mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

KIDNEY, URETER, AND BLADDER: HEMATURIA
British Medical Journal. Vol. 1, Pg. 1081, 1979.
mammal (species unspecified) LD50 oral 1750mg/kg (1750mg/kg)   Indian Journal of Medical Research. Vol. 81, Pg. 621, 1985.
man LDLo unreported 294mg/kg (294mg/kg)   "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970.
man TDLo oral 857mg/kg (857mg/kg) BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Human Toxicology. Vol. 7, Pg. 161, 1988.
man TDLo oral 1625mg/kg (1625mg/kg) BEHAVIORAL: COMA Clinical Pediatrics Vol. 24, Pg. 678, 1985.
man TDLo oral 13036mg/kg/5Y (13036mg/kg) GASTROINTESTINAL: OTHER CHANGES

MUSCULOSKELETAL: JOINTS

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Annals of Internal Medicine. Vol. 126, Pg. 665, 1997.
mouse LD50 intraperitoneal 167mg/kg (167mg/kg)   United States Patent Document. Vol. #4376771,
mouse LD50 oral 250mg/kg (250mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 572, 1955.
mouse LD50 subcutaneous 1020mg/kg (1020mg/kg)   Chemical and Pharmaceutical Bulletin. Vol. 28, Pg. 1237, 1980.
mouse LD50 unreported 1350mg/kg (1350mg/kg)   United States Patent Document. Vol. #5240918,
rabbit LD50 oral 1010mg/kg (1010mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 24(3), Pg. 43, 1980.
rat LD50 intraperitoneal 340mg/kg (340mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 62, Pg. 11, 1966.
rat LD50 oral 200mg/kg (200mg/kg)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 67, 1969.
rat LD50 rectal 790mg/kg (790mg/kg)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 67, 1969.
women TDLo oral 480mg/kg/5D-I (480mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" New England Journal of Medicine. Vol. 296, Pg. 418, 1977.
women TDLo oral 525mg/kg/5D-I (525mg/kg) LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE" Annals of Internal Medicine. Vol. 80, Pg. 74, 1974.
women TDLo oral 800mg/kg (800mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

MUSCULOSKELETAL: OTHER CHANGES
American Journal of Emergency Medicine. Vol. 7, Pg. 409, 1989.
women TDLo rectal 4550mg/kg (4550mg/kg) BRAIN AND COVERINGS: ENCEPHALITIS

BEHAVIORAL: COMA

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)
Annals of Pharmacotherpy. Vol. 28, Pg. 467, 1994.

Acetylsalicylic acid Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 22-36/37/38 
R22: Harmful if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 1851
WGK Germany: 1
RTECS: VO0700000
PackingGroup: III

Acetylsalicylic acid Specification

  Aspirin (CAS NO.50-78-2), its Synonyms are Acetylsalicylic acid ; 2-(Acetyloxy)benzoic acid ; 2-Acetoxybenzoic acid ; 2-Carboxyphenyl acetate ; Acesal ; Aceticyl ; Acetilsalicilico ; Acetilum acidulatum ; Benzoic acid, 2-(acetyloxy)- ; O-Acetylsalicylic acid ; Salicylic acid, acetate . It is odorless white crystals or crystalline powder with a slightly bitter taste.

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