Acetylsalicylic acid

Acetylsalicylic acid ;
Names:	aspirine; acetylsalicylic acid; acetyl salycilate; salycilic rther of acetic acid; 2-acetyloxybenzoic acid; 2-(ethanoloxy)benzoic acid; ASA;
Formula:	C9H8O4;
Molar mass:	180.159 g/mol;
Density:	1.4 g/cm3;
Crystal system:	monoclinic; a=11.446 Å, b=6.596 Å, c=11.388 Åα=90°, β=95.24°, γ=90°;
Shapes:	https://en.crystalls.info/w/uploads/media/b/bc/Rhombic_prism.json Rhombic prism https://en.crystalls.info/w/uploads/media/a/af/Tetragonal_prism.json Tetragonal prism https://en.crystalls.info/w/uploads/media/5/52/Needle.json Needle ;
Color:	colorless;
Melting point:	136.5 °C409.65 K <br />277.7 °F <br />737.37 °R <br />;
Decomposition point:	140 °C413.15 K <br />284 °F <br />743.67 °R <br />;
Stability:	stable;
Hardness:	fragile;
Toxicity:	slightly toxic; LD50=700mg/kg

Description

Complex ether of salicylic and acetic acids. Doesn't form water hydrates.

Where to buy

Can be bought in pharmacy (as "Aspirin").

Influence of temperature

Dissolving in hot water can start hydrolysis, converting compound to a mixture of salicylic and acetic acids.

Solubility

TableGraph

Temperature	g/`100,00` g water	g/`100,00` g ethanol 90%	g/`100,00` g ethanol	g/`100,00` g methanol	g/`100,00` g acetone	g/`100,00` g diethyl ether	g/`100,00` g glycerol	g/`100,00` g toluene	g/`100,00` g benzene	g/`100,00` g hexane	g/`100,00` g cyclohexane	g/`100,00` g ethyl acetate	g/`100,00` g methyl acetate	g/`100,00` g amyl acetate	g/`100,00` g propylene glycol	g/`100,00` g isopropanol	g/`100,00` g isobutanol	g/`100,00` g 4-methyl-2-pentanol	g/`100,00` g acetonitrile	g/`100,00` g butyl acetate	g/`100,00` g dibutyl ether	g/`100,00` g diisopropyl ether	g/`100,00` g dioxane	g/`100,00` g isoamyl alcohol	g/`100,00` g methyl tert-butyl ether	g/`100,00` g methyl butyrate	g/`100,00` g propylene carbonate	g/`100,00` g tetrahydrofuran	g/`100,00` g carbon tetrachloride	g/`100,00` g tertiary butanol	g/`100,00` g chloroform	g/`100,00` g 1-butanol	g/`100,00` g 1-hexanol	g/`100,00` g 1-heptanol	g/`100,00` g 1-decanol	g/`100,00` g 1-octanol	g/`100,00` g 1-pentanol	g/`100,00` g 2-butanol	g/`100,00` g 2-methyl-1-butanol	g/`100,00` g 2-methyl-1-pentanol	g/`100,00` g 2-ethyl-1-hexanol	g/`100,00` g 3,7-dimethyl-1-octanol
3°C276.15 K <br />37.4 °F <br />497.07 °R <br />			`~10`
8°C281.15 K <br />46.4 °F <br />506.07 °R <br />					`20.1`											`~3.9`
15°C288.15 K <br />59 °F <br />518.67 °R <br />	`0.25`
18°C291.15 K <br />64.4 °F <br />524.07 °R <br />			`~20.15`													`~9.9`
20°C293.15 K <br />68 °F <br />527.67 °R <br />	`0.38`	`24.4`			`29`	`3.57`	`0.88`																								`5.9`
22°C295.15 K <br />71.6 °F <br />531.27 °R <br />															`~4.1`
25°C298.15 K <br />77 °F <br />536.67 °R <br />	`0.46`			`43.6`				`0.25`	`0.325`	`7.4`	`0.081`	`9.6`	`13.6`	`3.8`		`16.6`	`~16.6`	`7.2`	`8.3`	`5.4`	`1`	`2.2`	`11`	`8.1`	`8.5`	`5.4`	`5.7`	`58.8`	`0.04`	`17.9`		`11.8`	`7.2`	`6.3`	`4.3`	`5.1`	`8.4`	`13.8`	`7.3`	`5.8`	`4.3`	`3.6`
27°C300.15 K <br />80.6 °F <br />540.27 °R <br />															`~6.1`
30°C303.15 K <br />86 °F <br />545.67 °R <br />	`0.51`															`~20.2`
35°C308.15 K <br />95 °F <br />554.67 °R <br />															`~10.1`
39°C312.15 K <br />102.2 °F <br />561.87 °R <br />																`~30`
40°C313.15 K <br />104 °F <br />563.67 °R <br />	`0.79`
45°C318.15 K <br />113 °F <br />572.67 °R <br />															`~18.1`
48°C321.15 K <br />118.4 °F <br />578.07 °R <br />			`~60`
49°C322.15 K <br />120.2 °F <br />579.87 °R <br />																`~44`
50°C323.15 K <br />122 °F <br />581.67 °R <br />	`0.89`
53°C326.15 K <br />127.4 °F <br />587.07 °R <br />					`60`
57°C330.15 K <br />134.6 °F <br />594.27 °R <br />																`~60.1`
60°C333.15 K <br />140 °F <br />599.67 °R <br />	`~1.23`														`~40.2`
63°C336.15 K <br />145.4 °F <br />605.07 °R <br />			`~100`

Highly soluble in 1-butylamine. Soluble in benzylamine, dibutylamine, dipropylamine, diethylamine and triethylamine. Slightly soluble in tributylamine.

Gallery

Video

Sources

Acids

Inorganic

Boric (H₃BO₃) • Disulfozirconium (H₂ZrO(SO₄)₂) • Tetrachlorauric (H[AuCl₄])

Organic

4-aminobenzoic (H₂NC₆H₄COOH) • Acetylsalicylic (C₉H₈O₄) • Ascorbic (C₆H₈O₆) • Benzoic (C₆H₅СООН) • Citric (C₃H₅O(COOH)₃) • Cyclamic (C₆H₁₃NO₃S) • Glutamic (C₅H₉NO₄) • Glycine (NH₂CH₂COOH) • Oxalic (HOOCСООН) • Phenol (C₆H₅OH) • Phthalic acid (C₈H₆O₄) • Saccarin (C₇H₅NO₃S) • Salycilic (С6Н4(OH)CООН) • Sulfamic (H₂NSO₃H) • Succinic (НООССН2СН2СООН) • Tartaric (C₄H₆O₆) • Trichloroisocyanuric (C₃Cl₃N₃O₃) • Vanillic (C₈H₈O₄)

Ethers
Acetylsalicylic acid (C₉H₈O₄) • Dimethyl oxalate ((CH₃)₂C₂O₄) • Ethylvanillin (C₉H₁₀O₃) • Vanillin (C₈H₈O₃) • Vanillic acid (C₈H₈O₄)

Acetylsalicylic acid
Names:	aspirine acetylsalicylic acid acetyl salycilate salycilic rther of acetic acid 2-acetyloxybenzoic acid 2-(ethanoloxy)benzoic acid ASA
Formula:	C₉H₈O₄
Molar mass:	180.159 g/mol
Density:	1.4 g/cm³
Crystal system:	monoclinic a=11.446 Å, b=6.596 Å, c=11.388 Åα=90°, β=95.24°, γ=90°
Shapes:	Rhombic prism Tetragonal prism Needle
Color:	colorless
Melting point:	136.5 °C409.65 K <br />277.7 °F <br />737.37 °R <br />
Decomposition point:	140 °C413.15 K <br />284 °F <br />743.67 °R <br />
Stability:	stable
Hardness:	fragile
Toxicity:	slightly toxic LD₅₀=700mg/kg