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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:
85-44-9
Molecular Weight:
148.12
Beilstein/REAXYS Number:
118515
EC Number:
201-607-5
MDL number:
MFCD00005918
UNSPSC Code:
12352100
PubChem Substance ID:
57646985
NACRES:
NA.21

vapor density

5.1 (vs air)

Quality Level

200

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

signalword

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

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

305.6 °F - DIN 51758

flash_point_c

152 °C - DIN 51758

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM0947
BCCL0283
BCCK5123
BCCH6314
BCCJ6980

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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)
Marziyeh Ranjbar-Mohammadi et al.
Colloids and surfaces. B, Biointerfaces, 76(2), 397-403 (2009-12-22)
Weak binding of chitosan on the wool constitutes the main problem in its application. In this paper, the surface modification of wool fabric using anhydrides to graft the chitosan was studied. Weight gain, antibacterial and antifelting properties of the chitosan
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)
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