Acetic acid
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Names | |||
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Preferred IUPAC name
Acetic acid | |||
Systematic IUPAC name
Ethanoic acid | |||
Other names
Vinegar (when dilute); Hydrogen acetate; Methanecarboxylic acid; Ethylic acid | |||
Identifiers | |||
3D model (JSmol) |
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3DMet | |||
Abbreviations | AcOH | ||
506007 | |||
ChEBI | |||
ChEMBL | |||
ChemSpider | |||
DrugBank | |||
ECHA InfoCard | 100.000.528 | ||
EC Number |
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E number | E260 (preservatives) | ||
1380 | |||
KEGG | |||
MeSH | Acetic+acid | ||
PubChem CID |
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RTECS number |
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UNII | |||
UN number | 2789 | ||
CompTox Dashboard (EPA) |
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Properties | |||
CH3COOH | |||
Molar mass | 60.052 g·mol−1 | ||
Appearance | Colourless liquid | ||
Odor | Heavily vinegar-like | ||
Density | 1.049 g/cm3 (liquid); 1.27 g/cm3 (solid) | ||
Melting point | 16 to 17 °C; 61 to 62 °F; 289 to 290 K | ||
Boiling point | 118 to 119 °C; 244 to 246 °F; 391 to 392 K | ||
Miscible | |||
log P | -0.28 | ||
Vapor pressure | 1.54653947 kPa (20 °C) 11.6 mmHg (20 °C) | ||
Acidity (pKa) | 4.756 | ||
Conjugate base | Acetate | ||
-31.54·10−6 cm3/mol | |||
Refractive index (nD) |
1.371 (VD = 18.19) | ||
Viscosity | 1.22 mPa s 1.22 cP | ||
1.74 D | |||
Thermochemistry | |||
Heat capacity (C) |
123.1 J K−1 mol−1 | ||
Std molar entropy (S⦵298) |
158.0 J K−1 mol−1 | ||
Std enthalpy of formation (ΔfH⦵298) |
-483.88–483.16 kJ/mol | ||
Std enthalpy of combustion (ΔcH⦵298) |
-875.50–874.82 kJ/mol | ||
Pharmacology | |||
G01AD02 (WHO) S02AA10 (WHO) | |||
Legal status |
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Hazards | |||
GHS labelling: | |||
Danger | |||
H226, H314 | |||
P280, P305+P351+P338, P310 | |||
NFPA 704 (fire diamond) | |||
Flash point | 40 °C (104 °F; 313 K) | ||
427 °C (801 °F; 700 K) | |||
Explosive limits | 4–16% | ||
Lethal dose or concentration (LD, LC): | |||
LD50 (median dose) |
3.31 g kg−1, oral (rat) | ||
LC50 (median concentration) |
5620 ppm (mouse, 1 hr) 16000 ppm (rat, 4 hr) | ||
NIOSH (US health exposure limits): | |||
PEL (Permissible) |
TWA 10 ppm (25 mg/m3) | ||
REL (Recommended) |
TWA 10 ppm (25 mg/m3) ST 15 ppm (37 mg/m3) | ||
IDLH (Immediate danger) |
50 ppm | ||
Related compounds | |||
Related carboxylic acids |
Formic acid Propionic acid | ||
Related compounds |
Acetaldehyde Acetamide Acetic anhydride Chloroacetic acid Acetyl chloride Glycolic acid Ethyl acetate Potassium acetate Sodium acetate Thioacetic acid | ||
Supplementary data page | |||
Acetic acid (data page) | |||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references |
Acetic acid /əˈsiːtɪk/, systematically named ethanoic acid /ˌɛθəˈnoʊɪk/, is an acidic, colourless liquid and organic compound with the chemical formula CH3COOH (also written as CH3CO2H, C2H4O2, or HC2H3O2). Vinegar is at least 4% acetic acid by volume, making acetic acid the main component of vinegar apart from water. It has been used, as a component of vinegar, throughout history from at least the third century BC.
Acetic acid is the second simplest carboxylic acid (after formic acid). It is an important chemical reagent and industrial chemical across various fields, used primarily in the production of cellulose acetate for photographic film, polyvinyl acetate for wood glue, and synthetic fibres and fabrics. In households, diluted acetic acid is often used in descaling agents. In the food industry, acetic acid is controlled by the food additive code E260 as an acidity regulator and as a condiment. In biochemistry, the acetyl group, derived from acetic acid, is fundamental to all forms of life. When bound to coenzyme A, it is central to the metabolism of carbohydrates and fats.
The global demand for acetic acid is about 6.5 million metric tons per year (t/a), of which approximately 1.5 t/a is met by recycling; the remainder is manufactured from methanol. Its production and subsequent industrial use poses health hazards to workers, including incidental skin damage and chronic respiratory injuries from inhalation.