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Acrylic acid
From Wikipedia, the free encyclopedia
| Acrylic acid | |
|---|---|
 |
|
| General | |
| Systematic name | 2-Propenoic acid |
| Other names | Acroleic acid Ethylenecarboxylic acid Propene acid Propenoic acid Vinylformic acid |
| Molecular formula | CH2=CHCOOH |
| SMILES | C=CC(=O)O |
| Molar mass | 72.06 g/mol |
| Appearance | clear, colorless liquid |
| CAS number | [79-10-7] |
| Properties | |
| Density and phase | 1.051 g/ml, liquid |
| Solubility in water | Unlimited |
| Other solvents: ethanol, diethyl ether, chloroform |
Fully miscible |
| Melting point | 12 °C (285 K) |
| Boiling point | 139 °C (412 K) |
| Acidity (pKa) | 4.25 |
| Viscosity | 1.3 cP at 20 °C |
| Hazards | |
| MSDS | External MSDS |
| Main hazards | Corrosive (C), Dangerous for the environment (N) |
| NFPA 704 |
2
3
2
|
| Flash point | 46 °C |
| R-phrases | R10, R20/21/22, R35, R50 |
| S-phrases | S26, S36/37/39, S45, S61 |
| RTECS number | AS4375000 |
| Supplementary data page | |
| Structure and properties |
n, εr, etc. |
| Thermodynamic data |
Phase behaviour Solid, liquid, gas |
| Spectral data | UV, IR, NMR, MS |
| Related compounds | |
| Related Carboxylic acids | Methacrylic acid |
| Related compounds | Acryloyl chloride Acrylamide |
| Related polymers | Acrylate polymers Sodium polyacrylate |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
|
Acrylic acid or 2-propenoic acid is a chemical compound (formula C3H4O2) and it is the simplest unsaturated carboxylic acid with both a double bond and a carboxyl group linked to its C3. In its pure form, acrylic acid is a clear, colorless liquid with a characteristic acrid odor. It is miscible with water, alcohols, ethers and chloroform. Acrylic acid is produced from propylene, a gaseous product of oil refineries.
Acrylic acid undergoes the typical reactions of a carboxylic acid and, when reacted with an alcohol, it will form the corresponding ester. The esters and salts of acrylic acid are collectively known as acrylates (or propenoates). The most common alkyl esters of acrylic acid are methyl-, butyl-, ethyl- and 2-ethylhexyl-acrylate.
Acrylic acid and its esters readily combine with themselves or other monomers (e.g amides, acrylonitrile, vinyl, styrene and butadiene) by reacting at their double bond, forming homopolymers or copolymers which are used in the manufacture of various plastics, coatings, adhesives, elastomers as well as floor polishes and paints.
Acrylic acid is severely irritating and corrosive to the skin. For skin exposures, rinse with large amounts of water and seek medical help. Eye contact can result in severe corneal burns and may result in irreversible injury. Inhalation of vapors may cause irritation to the respiratory tract, drowsiness or headache, although simply smelling the monomers does not mean you are being exposed to a hazard (air monitoring is necessary to determine exposure). The odor is described as pungent and acrid. Low exposure will cause minimal or no health effects while high exposure could result in pulmonary edema.