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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:
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:
24859242
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

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)

functional group

anhydride
ester

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.[1][2][3]

Application

Phthalic anhydride may be used as a reactant in the preparation of N-substituted phthalimides[4], poly(isothianaphthene)[5] and methyl (S)-2-phthalimido-4-methylthiobutanoate.[6]

Other Notes

Go to Redi-Dri™Product Listing 797995

Legal Information

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

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Pricing

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
MKCV8570
MKCT8897
MKCN5082
MKCK6719
MKCK1408

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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)
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)
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)
Methyl (S)-2-phthalimido-4-oxobutanoate
Meffre P, et al.
Organic Syntheses, 76, 123-123 (1999)
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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