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320064

Sigma-Aldrich

Phthalic anhydride

ACS reagent, ≥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

grade

ACS reagent

Quality Level

vapor density

5.1 (vs air)

vapor pressure

<0.01 mmHg ( 20 °C)

Assay

≥99%
99.0-100.2%

form

flakes

autoignition temp.

1058 °F

expl. lim.

10.4 %

ign. residue

≤0.01%

bp

284 °C (lit.)

mp

131-134 °C (lit.)

anion traces

chloride (Cl-): ≤0.002%
sulfate (SO42-): ≤0.003%

cation traces

Fe: ≤5 ppm
heavy metals: ≤5 ppm (by ICP)

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 anhydride of phthalic acid and a key intermediate in the production of plasticizers, dyes, polyesters resins, modifiers for rubber, and polymers.

Application

Phthalic anhydride may be used as a reactant in the preparation of N-substituted phthalimides, poly(isothianaphthene) and methyl (S)-2-phthalimido-4-methylthiobutanoate.

Legal Information

Redi-Dri is a trademark of Sigma-Aldrich Co. LLC

related product

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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New synthetic ?tricks? One-pot preparation of N-substituted phthalimides from azides and phthalic anhydride
Garcia J, et al.
Tetrahedron Letters, 27(5), 639-640 (1986)
Phthalic Acid and Derivatives
Ullmann's Encyclopedia of Industrial Chemistry (2007)
Ceramic foams directly-coated with flame-made V2O5/TiO2 for synthesis of phthalic anhydride
Schimmoeller B, et al.
J. Catal., 243(1), 82-92 (2006)
New synthetic routes to poly (isothianaphthene) I. Reaction of phthalic anhydride and phthalide with phosphorus pentasulfide.
van Asselt R, et al.
Synt. Metals, 74(1), 65-70 (1995)
Methyl (S)-2-phthalimido-4-oxobutanoate
Meffre P, et al.
Organic Syntheses, 76, 123-123 (1999)

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