Propionic acid
Carboxylic acid with chemical formula CH3CH2CO2H / From Wikipedia, the free encyclopedia
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Propionic acid (/proʊpiˈɒnɪk/, from the Greek words πρῶτος : prōtos, meaning "first", and πίων : píōn, meaning "fat"; also known as propanoic acid) is a naturally occurring carboxylic acid with chemical formula CH
3CH
2CO
2H. It is a liquid with a pungent and unpleasant smell somewhat resembling body odor. The anion CH
3CH
2CO−
2 as well as the salts and esters of propionic acid are known as propionates or propanoates.
Quick Facts Names, Identifiers ...
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Names | |||
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Preferred IUPAC name
Propanoic acid | |||
Other names
Carboxyethane Ethanecarboxylic acid Ethylformic acid Metacetonic acid Methylacetic acid C3:0 (Lipid numbers) | |||
Identifiers | |||
3D model (JSmol) |
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ChEBI |
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ChEMBL |
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ChemSpider | |||
DrugBank |
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ECHA InfoCard | 100.001.070 | ||
EC Number |
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E number | E280 (preservatives) | ||
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PubChem CID |
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RTECS number |
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UNII |
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CompTox Dashboard (EPA) |
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Properties | |||
C3H6O2 | |||
Molar mass | 74.079 g·mol−1 | ||
Appearance | Colorless, oily liquid[1] | ||
Odor | Pungent, rancid, unpleasant[1] | ||
Density | 0.98797 g/cm3[2] | ||
Melting point | −20.5 °C (−4.9 °F; 252.7 K)[3] | ||
Boiling point | 141.15 °C (286.07 °F; 414.30 K)[3] | ||
Sublimes at −48 °C ΔsublH | |||
8.19 g/g (−28.3 °C) 34.97 g/g (−23.9 °C) Miscible (≥ −19.3 °C)[5] | |||
Solubility | Miscible in EtOH, ether, CHCl 3[6] | ||
log P | 0.33[7] | ||
Vapor pressure | 0.32 kPa (20 °C)[8] 0.47 kPa (25 °C)[7] 9.62 kPa (100 °C)[4] | ||
Henry's law constant (kH) |
4.45·10−4 L·atm/mol[7] | ||
Acidity (pKa) | 4.88[7] | ||
-43.50·10−6 cm3/mol | |||
Refractive index (nD) |
1.3843[2] | ||
Viscosity | 1.175 cP (15 °C)[2] 1.02 cP (25 °C) 0.668 cP (60 °C) 0.495 cP (90 °C)[7] | ||
Structure | |||
Monoclinic (−95 °C)[9] | |||
P21/c[9] | |||
α = 90°, β = 91.25°, γ = 90° | |||
0.63 D (22 °C)[2] | |||
Thermochemistry | |||
Heat capacity (C) |
152.8 J/mol·K[6][4] | ||
Std molar entropy (S⦵298) |
191 J/mol·K[4] | ||
Std enthalpy of formation (ΔfH⦵298) |
−510.8 kJ/mol[4] | ||
Std enthalpy of combustion (ΔcH⦵298) |
1527.3 kJ/mol[2][4] | ||
Hazards | |||
Occupational safety and health (OHS/OSH): | |||
Main hazards |
Corrosive | ||
GHS labelling: | |||
[8] | |||
Danger | |||
H314[8] | |||
P280, P305+P351+P338, P310[8] | |||
NFPA 704 (fire diamond) | |||
Flash point | 54 °C (129 °F; 327 K)[8] | ||
512 °C (954 °F; 785 K) | |||
Lethal dose or concentration (LD, LC): | |||
LD50 (median dose) |
1370 mg/kg (mouse, oral)[6] | ||
NIOSH (US health exposure limits): | |||
PEL (Permissible) |
none[1] | ||
REL (Recommended) |
TWA 10 ppm (30 mg/m3) ST 15 ppm (45 mg/m3)[1] | ||
IDLH (Immediate danger) |
N.D.[1] | ||
Related compounds | |||
Related Carboxylic acids |
Acetic acid Lactic acid 3-Hydroxypropionic acid Tartronic acid Acrylic acid Butyric acid | ||
Related compounds |
1-Propanol Propionaldehyde Sodium propionate Propionic anhydride | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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