Phthalic anhydride

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Phthalic anhydride
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 Flakes
CAS number [85-44-9]
Properties
Density and phase 1.53 g/cm3, solid
Solubility in water 0.62g/100g reacts slowly
Melting point 131 °C
Boiling point 295 °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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