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Merck
CN

125733

Phthalic anhydride

99%, flakes, ReagentPlus®

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
NACRES:
NA.21
PubChem Substance ID:
57646985
UNSPSC Code:
12352100
EC Number:
201-607-5
MDL number:
MFCD00005918
Beilstein/REAXYS Number:
118515
Assay:
99%
Form:
flakes

Key Documents

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Product Name

Phthalic anhydride, ReagentPlus®, 99%

InChI key

LGRFSURHDFAFJT-UHFFFAOYSA-N

InChI

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

SMILES string

O=C1OC(=O)c2ccccc12

vapor density

5.1 (vs air)

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.)

functional group

anhydride, ester

Quality Level

200

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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. 1A - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCP1715
BCCM0947
BCCL0283
BCCK5123
BCCH6314

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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)
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)
C J Sparham et al.
Journal of chromatography. A, 1062(1), 39-47 (2005-02-01)
A new method for the analysis of alcohol ethoxylates (AEs) using electrospray ionisation liquid chromatography/mass spectrometry (ESI LC/MS) is described. The procedure incorporates a novel derivatisation step with phthalic anhydride for the analysis of EO0-20 ethoxylates in a single analysis.
Yuichi Kajita et al.
Journal of the American Chemical Society, 130(51), 17226-17227 (2008-12-04)
An intermolecular nickel-catalyzed addition reaction has been developed where phthalic anhydrides react with alkynes to afford substituted isocoumarins. A mechanistic rationale is proposed, implying reductive elimination of Ni(0) promoted by ZnCl(2) cocatalyst as the key step of the catalytic cycle.
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