Phthalic anhydride
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| Phthalic anhydride | |
|---|---|
 |
|
| General | |
| Systematic name | 1,2-benzenedicarboxylic anhydride |
| Other names | Isobenzofuran-1,3-dione |
| Molecular formula | C8H4O3 |
| SMILES | C1=CC=C2C(=C1)C(=O)OC2=O |
| Molar mass | 148.1 g/mol |
| Appearance | white solid |
| CAS number | [85-44-9] |
| Properties | |
| Density and phase | 1.53 g/cm3, solid |
| Solubility in water | reacts slowly |
| Melting point | 131 °C |
| Boiling point | 284 °C subl. |
| Structure | |
| Crystal structure | ? |
| Dipole moment | ? D |
| Hazards | |
| MSDS | External MSDS |
| EU classification | Harmful (Xn) |
| NFPA 704 |
1
3
0
|
| R-phrases | R22, R37/38, R41, R42/43 |
| S-phrases | S2, S23, S24/25, S26, S37/39, S46 |
| Flash point | 152 °C |
| RTECS number | TI3150000 |
| 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 compounds | Phthalic acid Phthalimide |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
|
Phthalic anhydride is the anhydride of phthalic acid. It dissolves in alcohol and some other organic solvents.
Phthalic anhydride is obtained either by catalytic oxidation of ortho-xylene with O2 (oxygen) or by catalytic oxidation of naphthalene. The biproducts of the napthalene reaction are carbon dioxide and water.
It is hydrolyzed by hot water, forming ortho-phthalic acid.
Phthalic anhydride is widely used in industry in the production of dyes (rhodamine, anthraquinone derivatives), insecticides, plasticizers, in pharmacy, in analytic chemistry, etc.
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