Chloroacetic acid
Chloroacetic acid, industrially known as monochloroacetic acid (MCA), is the organochlorine compound with the formula ClCH2CO2H. This carboxylic acid is a useful building block in organic synthesis. It is a colorless solid. Related compounds are dichloroacetic acid and trichloroacetic acid.
Names | |
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Preferred IUPAC name
Chloroacetic acid | |
Systematic IUPAC name
Chloroethanoic acid | |
Other names
2-Chloroacetic acid 2-Chloroethanoic acid | |
Identifiers | |
3D model (JSmol) |
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3DMet | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.001.072 |
EC Number |
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KEGG | |
PubChem CID |
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RTECS number |
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CompTox Dashboard (EPA) |
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Properties | |
ClCH2CO2H | |
Molar mass | 94.49 g·mol−1 |
Appearance | Colorless or white crystals |
Density | 1.58 g/cm3 |
Melting point | 63 °C (145 °F; 336 K) |
Boiling point | 189.3 °C (372.7 °F; 462.4 K) |
85.8 g/(100 mL) (25 °C) | |
Solubility | Soluble in methanol, acetone, diethyl ether, benzene, chloroform, ethanol |
log P | 0.22 |
Vapor pressure | 0.22 hPa |
Acidity (pKa) | 2.86 |
Magnetic susceptibility (χ) |
−48.1×10−6 cm3/mol |
Refractive index (nD) |
1.4351 (55 °C) |
Structure | |
Monoclinic | |
Thermochemistry | |
Heat capacity (C) |
144.02 J/(K·mol) |
Std enthalpy of formation (ΔfH⦵298) |
−490.1 kJ/mol |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards |
alkylating agent |
GHS labelling: | |
Danger | |
H301, H311, H314, H331, H400 | |
P260, P261, P264, P270, P271, P273, P280, P301+P310, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P311, P312, P321, P322, P330, P361, P363, P391, P403+P233, P405, P501 | |
NFPA 704 (fire diamond) |
3
1
0 |
Flash point | 126 °C (259 °F; 399 K) |
470 °C (878 °F; 743 K) | |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
76 mg/kg. |
Safety data sheet (SDS) | External MSDS |
Related compounds | |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references |
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