Adipic acid
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| Adipic acid | |
|---|---|
| |
| General | |
| Common name | adipic acid |
| Systematic name | hexanedioic acid |
| Other names | butane-1,4-dicarboxylic acid |
| Molecular formula | C6O4H10 |
| SMILES | OC(=O)CCCCC(=O)O |
| Molar mass | 146.14 g/mol |
| Appearance | White crystals |
| CAS number | |
| Properties | |
| Density and phase | 1.36 g/cm3 |
| Solubility in water | slightly soluble |
| Other solvents ethanol, acetone | soluble |
| Melting point | 153 °C (426 K) |
| Boiling point | 337 °C (610 K) |
| Acidity | pKa1=4.42 pKa2=5.42 |
| Structure | |
| Molecular shape | ? |
| Coordination geometry | ? |
| Crystal structure | ? |
| Dipole moment | ? D |
| Hazards | |
| MSDS | External MSDS |
| Main hazards | flammable |
| Flash point | 210 °C |
| R/S statement | R: 36 S: n/a |
| RTECS number | ? |
| Supplementary data page | |
| Structure & properties | n, εr, etc. |
| Thermodynamic data | Phase behaviour Solid, liquid, gas
|
| Spectral data | UV, IR, NMR, MS |
| Related compounds | |
| Related dicarboxylic acids | glutaric acid pimelic acid |
| Related compounds | hexanoic acid |
| Except where noted otherwise, data are given for materials in their standard state (at 25°C, 100 kPa) [Chemical infoboxInfobox disclaimer and references] | |
Preparation
Historically, adipic acid is prepared from various fats using oxidation. Current commercial adipic acid is produced from cyclohexane by two oxidation steps.
- Cyclohexane + O2 → cyclohexanol and cyclohexanone
- cyclohexanol/cyclohexanone + nitric acid + air → adipic acid
Uses
By far the main use of adipic acid is as monomer for the production of nylon by a polycondensation reaction with hexamethylene diamine forming 6,6-nylon, the most common form of nylon. Alternative uses include lubricant components and gelling aids as food additive under E-number E205.External links
- For a full list of external links to MSDSs, spectroscopic data, commercial chemicals suppliers etc. for this compound, see [Chemical sources].
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