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125733

Sigma-Aldrich

Phthalic anhydride

ReagentPlus®, 99%

Synonym(s):

1,2-Benzenedicarboxylic anhydride, 1,3-Isobenzofurandione, Phthalic acid anhydride

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About This Item

Empirical Formula (Hill Notation):
C8H4O3
CAS Number:
Molecular Weight:
148.12
Beilstein:
118515
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

vapor density

5.1 (vs air)

Quality Level

vapor pressure

<0.01 mmHg ( 20 °C)

product line

ReagentPlus®

Assay

99%

form

flakes

autoignition temp.

1058 °F

expl. lim.

10.4 %

bp

284 °C (lit.)

mp

131-134 °C (lit.)

SMILES string

O=C1OC(=O)c2ccccc12

InChI

1S/C8H4O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-4H

InChI key

LGRFSURHDFAFJT-UHFFFAOYSA-N

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General description

Phthalic anhydride is an industrially important chemical. It can be prepared from o-xylene or naphthalene. It is widely used for the industrial preparation of plasticizers for PVC (polyvinyl chloride).
Phthalic anhydride can be synthesized via oxidation of o-xylene, in the presence of V2O5/TiO2 monolithic catalyst supported by aluminium honeycomb.

Application

Phthalic anhydride may be used in the synthesis of the following compounds:
  • pthalimide
  • phenolphthalein
  • anthracene

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

305.6 °F - DIN 51758

Flash Point(C)

152 °C - DIN 51758

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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"Conductive monolithic catalysts: development and industrial pilot tests for the oxidation of o-xylene to phthalic anhydride"
Groppi G, et al.
Industrial & Engineering Chemistry Research, 51(22), 7590-7596 (2011)
Catalysts, kinetics and reactor design in phthalic anhydride synthesis.
Wainwright MS and Foster NR.
Catalysis Reviews: Science and Engineering, 19(2), 211-292 (1979)
Phthalic anhydride from o-xylene catalysis: science and engineering.
Nikolov V, et al.
Catalysis Reviews: Science and Engineering, 33(3-4), 319-374 (1991)
Eagleson M.
Concise Encyclopedia Chemistry, 77-77 (1994)
F Safinejad et al.
Journal of molecular modeling, 15(9), 1119-1124 (2009-02-24)
The solvent-induced changes in the optical and spectroscopic properties of 1,2-benzenedicarboxylic anhydride are studied using time dependent Hartree-Fock and density functional theory calculations within the framework of two reaction field procedures. To investigate the influence of the cavity shape, the

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