PRODUCTS

1,3-ISOBENZOFURANDIONE

1,3-Isobenzofurandione is a versatile aromatic anhydride extensively used as a raw material in resin, plasticizer, and coating production.
1,3-Isobenzofurandione plays an important role in manufacturing durable polymers, surface coatings, colorants, and performance chemicals.
1,3-Isobenzofurandione's broad industrial compatibility makes it a fundamental intermediate in many large-scale chemical processes.

CAS Number: 85-44-9
EC Number: 201-607-5
Molecular Formula: C8H4O3
Molecular Weight: 148.12 g/mol

Synonyms: 1,3-Isobenzofurandione, 85-44-9, 1,3-Isobenzofurandione, 2-Benzofuran-1,3-dione, Phthalandione, Retarder esen, 1,3-Dioxophthalan, 1,3-Phthalandione, Phthalic acid anhydride, Retarder AK, Retarder PD, o-Phthalic acid anhydride, Phthalsaeureanhydrid, ESEN, Vulkalent B/C, Anidride ftalica, Ftalowy bezwodnik, Ftaalzuuranhydride, Anhydride phtalique, Ftalanhydrid, 1,2-Benzenedicarboxylic anhydride, 1,2-Benzenedicarboxylic acid anhydride, Vulkalent B, Wiltrol P, RCRA waste number U190, NCI-C03601, TGL 6525, Anhydrid kyseliny ftalove, DTXSID2021159, CCRIS 519, NSC 10431, Isobenzofuran, 1,3-dihydro-1,3-dioxo-, UVL263I5BJ, CHEBI:36605, AI3-04869, NSC-10431, DTXCID401159, RefChem:6137, 201-607-5, Isobenzofuran-1,3-dione, 1,3-dihydro-2-benzofuran-1,3-dione, phtalic anhydride, MFCD00005918, ortho-phthalic acid anhydride, o-1,3-Isobenzofurandione, Ftalanhydrid [Czech], Phthalanhydride, Ftaalzuuranhydride [Dutch], Anidride ftalica [Italian], Ftalowy bezwodnik [Polish], Sconoc 7, Anhydride phtalique [French], Phthalsaeureanhydrid [German], Araldite HT 901, HSDB 4012, Anhydrid kyseliny ftalove [Czech], EINECS 201-607-5, UN2214, RCRA waste no. U190, UNII-UVL263I5BJ, 1,3-Isobenzofurandione (molten), 1,3-Isobenzofurandione (May Contain Up To 15% Of Phthalic Acid), pthalic anhydride, Retarder PX, Ht 901, 1,3-dihydroisobenzofuran-1,3-dione, isobenzofurane-1,3-dione, Epitope ID:112744, EC 201-607-5, WLN: T56 BVOVJ, 2-Benzofuran-1,3-dione #, UN 2214 (Salt/Mix), 1,3-Isobenzofurandione treated BSA, 1,3-Isobenzofurandione treated HSA, 1,3-Isobenzofurandione, ACS grade, SCHEMBL2016518, SCHEMBL3751205, SCHEMBL6664750, 1,3-Isobenzofurandione [MI], CHEMBL1371297, SCHEMBL29356227, 1,3-Isobenzofurandione [HSDB], 1,3-Isobenzofurandione treated gelatin, 1,3-Isobenzofurandione treated casein I, NSC10431, 1,3-Isobenzofurandione treated casein II, Tox21_200142, Isobenzofuran,3-dihydro-1,3-dioxo-, MSK002114, SBB040869, STL194302, AKOS000121309, FP33075, CAS-85-44-9, NCGC00091060-01, NCGC00091060-02, NCGC00257696-01, BP-30002, 1,3-Isobenzofurandione, ACS reagent, >=99%, PS-10628, 1,3-Isobenzofurandione, for synthesis, 99.0%, 1,3-Isobenzofurandione, ReagentPlus(R), 99%, NS00004500, P1614, 1,3-Isobenzofurandione, purum, >=97.0% (NT), ST50214459, EN300-18017, 1,3-Isobenzofurandione with >0.05% maleic anhydride, 1,3-Isobenzofurandione, SAJ first grade, >=99.0%, F093917, Q410882, F1908-0105, InChI=1/C8H4O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-4, 1,3-Isobenzofurandione with >0.05% maleic anhydride [UN2214] [Corrosive], 1,3-Isobenzofurandione, anhydrous, free-flowing, Redi-Dri(TM), ACS reagent, >=99%, 1,3-Isobenzofurandione, 118515, 2-Benzofuran-1,3-dion, 2-Benzofuran-1,3-dione, 2-Benzofurane-1,3-dione, 201-607-5, 85-44-9, Anhydrid kyseliny ftalove, Anhydride phtalique, Anhydride phtalique, isobenzofuran-1,3-dione, phthalic acid anhydride, 1,3-Isobenzofurandione, Phthalsaeureanhydrid, 1,2-benzenedicarboxylic acid anhydride, 1,2-BENZENEDICARBOXYLIC ANHYDRIDE, 1,2-benzenedicarboxylicanhydride, 1,2-Cyclohexanedicarboxylic Anhydride, 1,3-dihydro-1,3-dioxoisobenzofuran, 1,3-dihydro-2-benzofuran-1,3-dione, 1,3-dioxophthalan, 1,3-phthalandione, 116369-23-4, 1173019-01-6, 2,5-Isobenzofurandione, 344327-05-5, 75935-32-9, 85-42-7, 99%, Anidride ftalica, Anidride ftalica, Araldite HT 901, Benzene-1,2-dicarboxylic anhydride, ESEN, Ftaalzuuranhydride, Ftalanhydrid, Ftalowy bezwodnik, Isobenzo[b]furan-1,3-dione, Isobenzofuran, 1,3-dihydro-1,3-dioxo-, isobenzofuran-1,3-quinone, o-phthalic acid anhydride, o-1,3-Isobenzofurandione, ortho-phthalic acid anhydride, PAN, phtalic anhydride, phthalandione, PHTHALANHYDRIDE, 1,3-Isobenzofurandione-[13C], 1,3-Isobenzofurandione-d4, Phthalic-[13C6] anhydride, Phthalic-d4 anhydride, Phthalicanhydride, retarder ak, retarder esen, Retarder PD, retarder pd., Retarder PX, T56 BVOVJ, Vulkalent B, Wiltrol P

1,3-Isobenzofurandione, with the chemical formula C8H4O3, is an important intermediate chemical with wide applications in the organic chemistry industry.
1,3-Isobenzofurandione plays a critical role, particularly in the production of plasticizers and the resin industry.

1,3-Isobenzofurandione, usually found in white crystalline or flaky solid form, has a sharp, characteristic odor.
In humid environments, 1,3-Isobenzofurandione reacts with water to form phthalic acid.
This property is an important factor to consider in both chemical reactions and storage processes.

Produced in large volumes in industry, 1,3-Isobenzofurandione is an indispensable raw material, especially in the production of plasticizers that provide flexibility to PVC products.

1,3-Isobenzofurandione is the organic compound with the formula C6H4(CO)2O.
1,3-Isobenzofurandione is the anhydride of phthalic acid. 1,3-Isobenzofurandione is a principal commercial form of phthalic acid.

1,3-Isobenzofurandione was the first anhydride of a dicarboxylic acid to be used commercially.
1,3-Isobenzofurandione is an important industrial chemical, especially for the large-scale production of plasticizers for plastics.
In 2000, the worldwide production volume was estimated to be about 3 million tonnes per year.

1,3-Isobenzofurandione is an anhydride of phthalic acid and a key intermediate in the production of plasticizers, dyes, polyesters resins, modifiers for rubber, and polymers.

1,3-Isobenzofurandione appears as a colorless to white lustrous solid in the form of needles with a mild distinctive odor.
1,3-Isobenzofurandione's melting point 64 °F Flash point 305 °F.

1,3-Isobenzofurandione is forms a corrosive solution when mixed with water.
1,3-Isobenzofurandione is used in the manufacture of materials such as artificial resins.

1,3-Isobenzofurandione is produced via partial oxidation of orth-xylene.
At room temperature, 1,3-Isobenzofurandione forms white crystal-like flakes.

When contacted with water, phthalic acid is produced.
1,3-Isobenzofurandione is widely used to make phthalate esters plasticizers for PVC processing.

1,3-Isobenzofurandione is the cyclic dicarboxylic anhydride that is the anhydride of phthalic acid.
1,3-Isobenzofurandione has a role as an allergen.

1,3-Isobenzofurandione is a cyclic dicarboxylic anhydride and a member of 2-benzofurans.
1,3-Isobenzofurandione is an aromatic organic compound widely used as an important industrial chemical intermediate.

1,3-Isobenzofurandione is primarily employed in the manufacture of plasticizers, alkyd resins, polyester resins, dyes, pigments, and various specialty chemicals.
1,3-Isobenzofurandione generally appears as white crystalline flakes, needles, or a molten liquid and reacts readily with water to form phthalic acid.

1,3-Isobenzofurandione is the organic compound with the formula C6H4(CO)2O.
1,3-Isobenzofurandione is the anhydride of phthalic acid.

1,3-Isobenzofurandione is an important industrial chemical, especially for the large-scale production of plasticizers for plastics.
1,3-Isobenzofurandione is an important chemical intermediate in the plastics industry from which are derived numerous phthalate esters that function as plasticizers in synthetic resins.

1,3-Isobenzofurandione itself is used as a monomer for synthetic resins such as glyptal, the alkyd resins, and the polyester resins.
1,3-Isobenzofurandione is also used as a precursor of anthraquinone, phthalein, rhodamine, phthalocyanine, fluorescein, and xanthene dyes.

1,3-Isobenzofurandione is used in the synthesis of primary amines, the agricultural fungicide phaltan, and thalidomide.
Other reactions with 1,3-Isobenzofurandione yield phenolphthalein, benzoic acid, phthalylsulfathiazole (an intestinal antimicrobial agent), and orthophthalic acid.

1,3-Isobenzofurandione is the organic compound with the formula C6H4(CO)2O.
1,3-Isobenzofurandione is the anhydride of phthalic acid.

1,3-Isobenzofurandione is a principal commercial form of phthalic acid.
1,3-Isobenzofurandione was the first anhydride of a dicarboxylic acid to be used commercially.
This white solid is an important industrial chemical, especially for the large-scale production of plasticizers for plastics.

1,3-Isobenzofurandione is one of the aromatic carboxylic acid anhydrides and is an important raw material for processes in the chemical industry.
The simplest way to produce the substance is the thermal dehydration of phthalic acid.

On an industrial scale, however, the compound is mainly obtained by catalytic gas-phase oxidation of o-xylene in tube bundle reactors.
An alternative process is the catalytic oxidation of naphthalene, but this is gradually losing its significance when compared to the process mentioned above.

As a chemical raw material, 1,3-Isobenzofurandione is used in numerous areas of application.
The esters of phthalic acid, which serve as plasticizers for polyvinyl chloride (PVC) and other plastics, are of great importance.

1,3-Isobenzofurandione is also required as an intermediate in the manufacture of many polyester resins, alkyd resins, polyimides, and heterocyclic compounds.
Saccharin, isatoic anhydride, phenolphthalein and functionalized aromatics can also be obtained on the basis of the substance.

In addition, 1,3-Isobenzofurandione serves as a crosslinking comonomer for epoxy resins and in the production of paints, varnishes, printing inks, coatings, fuel additives and photographic materials.
For the pharmaceutical industry, the compound is important as a starting material for the excipient cellulose acetate phthalate.

1,3-Isobenzofurandione is a versatile and widely used chemical compound with significant applications across multiple industries.
As a core ingredient in the production of alkyd resins, 1,3-Isobenzofurandione plays a vital role in the manufacturing of high-performance paints and coatings.
1,3-Isobenzofurandione's ability to form long-lasting, durable finishes makes it a crucial component in enhancing the performance of paints, varnishes, and other coating materials.

In the plastics industry, 1,3-Isobenzofurandione is extensively utilized in the production of plasticizers.
These additives, including DOP (Di-Octyl Phthalate) and other phthalate-based plasticizers, are essential for improving the flexibility and workability of plastics such as PVC (polyvinyl chloride).
The ability of 1,3-Isobenzofurandione to undergo reactions with various glycols during the polyester synthesis process makes it indispensable for producing polyesters used in a variety of applications, from textiles to resins.

Furthermore, 1,3-Isobenzofurandione is used as a hardener in the plastic industry, where it helps in the curing of thermosetting plastics and the creation of materials that maintain structural integrity under harsh conditions.
The versatility of 1,3-Isobenzofurandione enables it to meet the demanding requirements of many industrial processes, contributing to the development of materials with improved durability, flexibility, and resistance.

1,3-Isobenzofurandione is also employed in the production of other specialty chemicals, such as plasticizers, phthalocyanine pigments, and polyester resins for electrical and automotive applications.
The broad range of uses for 1,3-Isobenzofurandione underscores its importance in the manufacturing and chemical industries, as it helps in producing a wide array of products that have a direct impact on modern life.

Uses of 1,3-Isobenzofurandione:
1,3-Isobenzofurandione may be used as a reactant in the preparation of N-substituted phthalimides, poly(isothianaphthene) and methyl (S)-2-phthalimido-4-methylthiobutanoate.

1,3-Isobenzofurandione is an important chemical intermediate in the plastics industry from which are derived numerous phthalate esters that function as plasticizers in synthetic resins.
1,3-Isobenzofurandione itself is used as a monomer for synthetic resins such as glyptal, the alkyd resins, and the polyester resins.

1,3-Isobenzofurandione is the anhydride of phthalic acid.
This colorless solid is an important industrial chemical, especially for the large–scale production of plasticizers for plastics.

1,3-Isobenzofurandione is presently obtained by catalytic oxidation of ortho–xylene or naphthalene.
1,3-Isobenzofurandione can also be prepared from phthalic acid.

1,3-Isobenzofurandione is a versatile intermediate in organic chemistry, in part because it is bifunctional and readily available.
The primary use of 1,3-Isobenzofurandione is as a chemical intermediate in the production of plasticizers from polyvinyl chloride (PVC).

The primary use of 1,3-Isobenzofurandione is as a chemical intermediate in the production of plastics from vinyl chloride.
Phthalate esters that function as plasticizers are derived from 1,3-Isobenzofurandione.
1,3-Isobenzofurandione has another major use in the production of polyester resins and other minor uses in the production of alkyd resins used in paints and lacquers, certain guys, insect repellents, and urethane polyester polyols.

1,3-Isobenzofurandione has also been used as a rubber scorch inhibitor and retarder.
The second largest outlet for 1,3-Isobenzofurandione is in unsaturated polyester resins (UPR) which are usually blended with glass fibers to produce fiberglass-reinforced plastics.
Principal markets are construction, marine and transportation.

The third largest outlet is 1,3-Isobenzofurandione-based alkyd resins that are used in solvent-based coatings for architectural, machinery, furniture and fixture applications.
Small volume uses for 1,3-Isobenzofurandione include the manufacture of dyes and pigments, detergents, herbicides and insecticides, fire retardants, saccharin and polyester resin cross-linking agents.

1,3-Isobenzofurandione has a very wide range of industrial uses:

Plastics and PVC Production:
1,3-Isobenzofurandione is the main raw material in the production of phthalic esters used as plasticizers.
These esters are used in the production of flexible PVC used in cables, pipes, hoses, artificial leather, shoes, and packaging films.

Polyester Resins:
1,3-Isobenzofurandione is used in the production of unsaturated polyester resins, increasing the durability of composite materials.

Paint and Coating Industry:
1,3-Isobenzofurandione is used in the production of alkyd resins.
These resins are widely preferred in the paint and varnish industry.

Polyurethane Production:
1,3-Isobenzofurandione is indirectly used in polyurethane production through polyester polyols.

Rubber and Chemical Industry:
1,3-Isobenzofurandione is involved in the production of rubber accelerators and various chemical intermediates.

Agriculture and Chemical Products:
1,3-Isobenzofurandione is used in the production of insect repellents and some special chemical compounds.

Organic Synthesis:
1,3-Isobenzofurandione plays a role in reaction processes as a versatile intermediate in organic chemistry.

Phthalate esters plasticizers:
The primary use of 1,3-Isobenzofurandione is a precursor to phthalate esters, used as plasticizers in vinyl chloride.
Phthalate esters are derived from 1,3-Isobenzofurandione by the alcoholysis reaction.
In the 1980s, approximately 6.5 million tonnes of these esters were produced annually, and the scale of production was increasing each year, all from 1,3-Isobenzofurandione.

The process begins with the reaction of 1,3-Isobenzofurandione with alcohols, giving the monoesters:
C6H4(CO)2O + ROH → C6H4(CO2H)CO2R

The second esterification is more difficult and requires removal of water:
C6H4(CO2H)CO2R + ROH ⇌ C6H4(CO2R)2 + H2O

The most important diester is bis(2-ethylhexyl) phthalate ("DEHP"), used in the manufacture of polyvinyl chloride compounds.

Precursor to dyestuffs:
Quinoline Yellow SS is a popular dye derived from the condensation of 1,3-Isobenzofurandione and 2-methylquinoline.
1,3-Isobenzofurandione is widely used in industry for the production of certain dyes.

A well-known application of this reactivity is the preparation of the anthraquinone dye quinizarin by reaction with para-chlorophenol followed by hydrolysis of the chloride.
Phenolphthalein can be synthesized by the condensation of 1,3-Isobenzofurandione with two equivalents of phenol under acidic conditions (hence the name).
1,3-Isobenzofurandione was discovered in 1871 by Adolf von Baeyer.

Pharmaceuticals:
1,3-Isobenzofurandione treated with cellulose acetate gives cellulose acetate phthalate (CAP), a common enteric coating excipient that has also been shown to have antiviral activity.
1,3-Isobenzofurandione is a degradation product of CAP.

Industry Uses:
Dye
Pigment
Hardener
Intermediate
Filler
Flame retardant
Plasticizer
Processing aids not otherwise specified
Monomers
Other
Binder
Solvent
Polymerization promoter

Consumer Uses:
Hardener
Intermediate
Processing aids not otherwise specified
Binder
Solvent

Synthesis and Production of 1,3-Isobenzofurandione:
1,3-Isobenzofurandione was first reported in 1836 by Auguste Laurent.
Early procedures involved liquid-phase mercury-catalyzed oxidation of naphthalene.

The modern Gibbs 1,3-Isobenzofurandione process (the Gibbs–Wohl naphthalene oxidation) uses vanadium pentoxide (V2O5) to catalyze gas-phase reaction between naphthalene and molecular oxygen.
The reaction involves oxidative cleavage of a ring and loss of two carbon atoms as carbon dioxide.

ortho-Xylene oxidation, a more atom-economical process, has slowly displaced the naphthalene route, in part because ortho-xylene is more easily transported than napthalene.

Run at about 320–400 °C, the reaction has the following stoichiometry:
C6H4(CH3)2 + 3 O2 → C6H4(CO)2O + 3 H2O

Ideally only benzylic hydrogens oxidize, but the reaction proceeds with only about 70% selectivity.

About 10% goes to maleic anhydride instead:
C6H4(CH3)2 + ⁠7+1/2O2 → C4H2O3 + 4 H2O + 4 CO2

Distillation in a series of switch condensers recovers both products.
1,3-Isobenzofurandione can also be prepared from phthalic acid by simple thermal dehydration above 210 °C.

Production of 1,3-Isobenzofurandione:
1,3-Isobenzofurandione is obtained from ortho-xylene or naphthalene raw materials by oxidation.

Ortho-xylene Oxidation (Most Common Method):
Ortho-xylene is reacted with oxygen gas or nitrogen oxides at high temperature.
Phthalic acid is formed in the presence of a catalyst (usually sulfuric acid).
Phthalic acid is then converted to its anhydride form.

Naphthalene Oxidation:
Naphthalene is treated with basic substances (such as NaOH, NaHS).
Then, 1,3-Isobenzofurandione is oxidized with oxygen gas to obtain phthalic acid.

The obtained phthalic acid is converted to its anhydride form to produce 1,3-Isobenzofurandione.
Today, the ortho-xylene oxidation method is widely used because it is more efficient and economical.

Reactions of 1,3-Isobenzofurandione:
1,3-Isobenzofurandione is a versatile intermediate in organic chemistry, in part because it is bifunctional and cheaply available.

Hydrolysis, alcoholysis, ammonolysis:

Hydrolysis by hot water forms ortho-phthalic acid:
C6H4(CO)2O + H2O → C6H4(CO2H)2

Hydrolysis of anhydrides is not typically a reversible process.
Phthalic acid is however easily dehydrated to form 1,3-Isobenzofurandione.

Above 180 °C, 1,3-Isobenzofurandione re-forms.
1,3-Isobenzofurandione is used as a dehydration reagent.

Chiral alcohols form half-esters and these derivatives are often resolvable because they form diastereomeric salts with chiral amines such as brucine.

A related ring-opening reaction involves peroxides to give the useful peroxy acid:
C6H4(CO)2O + H2O2 → C6H4(CO3H)CO2H

Phthalimide can be prepared by heating 1,3-Isobenzofurandione with aqueous ammonia giving a 95–97% yield.
Alternatively, 1,3-Isobenzofurandione may be prepared by treating the anhydride with ammonium carbonate or urea.

1,3-Isobenzofurandione can also be produced by ammoxidation of o-xylene.
Potassium phthalimide is commercially available and is the potassium salt of phthalimide.
1,3-Isobenzofurandione may be prepared by adding a hot solution of phthalimide to a solution of potassium hydroxide; the desired product precipitates.

1,3-Isobenzofurandione and phosphorus pentachloride react to give phthaloyl chloride:
C6H4C2O3 + PCl5 → C6H4(COCl)2 + POCl3

Stability and Reactivity of 1,3-Isobenzofurandione:

Chemical Stability:
Stable under recommended storage and handling conditions.

Reactivity:
Reacts with water and moisture to form phthalic acid.

Conditions to Avoid:
Moisture, excessive heat, dust formation, and incompatible materials.

Incompatible Materials:
Strong oxidizing agents, strong bases, strong acids, and water-reactive substances.

Handling and Storage of 1,3-Isobenzofurandione:

Safe Handling:
Avoid inhalation of dust or vapors and prevent contact with eyes and skin.

Storage Conditions:
Store tightly closed in a cool, dry, well-ventilated area away from moisture, heat, and incompatible substances.

First Aid Measures of 1,3-Isobenzofurandione:

Inhalation:
Move the affected person to fresh air and obtain medical attention if coughing, breathing difficulty, or irritation persists.

Skin Contact:
Remove contaminated clothing and wash thoroughly with soap and plenty of water.

Eye Contact:
Rinse cautiously with water for several minutes and seek medical attention.

Ingestion:
Rinse mouth and obtain medical advice; do not induce vomiting unless directed by medical personnel.

Firefighting Measures of 1,3-Isobenzofurandione:

Suitable Extinguishing Media:
Use water spray, dry chemical, foam, or carbon dioxide as appropriate for the surrounding fire.

Specific Hazards:
Combustion or thermal decomposition may produce irritating and toxic fumes.

Protective Equipment:
Firefighters should wear full protective equipment and self-contained breathing apparatus.

Accidental Release Measures of 1,3-Isobenzofurandione:

Personal Precautions:
Avoid dust generation, inhalation, and direct contact with 1,3-Isobenzofurandione.

Cleanup Methods:
Collect spilled solid material carefully into a suitable closed container and clean the affected area while minimizing dust.

Environmental Precautions:
Prevent release into drains, soil, and surface waters.

Exposure Controls/Personal Protective of 1,3-Isobenzofurandione:

Engineering Controls:
Provide adequate ventilation and local exhaust where dust or vapors may be generated.

Eye Protection:
Wear chemical safety goggles.

Hand Protection:
Use suitable chemical-resistant protective gloves.

Skin Protection:
Wear appropriate protective clothing.

Respiratory Protection:
Use suitable respiratory protection when ventilation is insufficient or airborne concentrations are elevated.

Identifiers of 1,3-Isobenzofurandione:
CAS no.: 85-44-9
EINECS no.: 201-607-5
Molecular formula: C8H4O3

CAS No.85-44-9
Chemical Name: 1,3-Isobenzofurandione
CBNumber: CB7414905
Molecular Formula: C8H4O3
Molecular Weight: 148.12
MDL Number: MFCD00005918

Molecular formula: C8H4O3
Average mass: 148.117
Monoisotopic mass: 148.016044
ChemSpider ID: 6552

CAS Number: 85-44-9
Beilstein Reference: 118515
ChEBI: CHEBI:36605
ChEMBL: ChEMBL1371297
ChemSpider: 6552
ECHA InfoCard: 100.001.461
EC Number: 201-607-5
Gmelin Reference: 27200
PubChem CID: 6811
RTECS number: TI3150000
UNII: UVL263I5BJ
UN number: 2214
CompTox Dashboard: (EPA)DTXSID2021159
InChI: InChI=1S/C8H4O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-4H
Key: LGRFSURHDFAFJT-UHFFFAOYSA-N
SMILES: O=C1OC(=O)c2ccccc21

Empirical Formula (Hill Notation): C8H4O3
CAS Number: 85-44-9
Molecular Weight: 148.12
NACRES: NA.21
PubChem Substance ID: 24859242
UNSPSC Code: 12352100
EC Number: 201-607-5
MDL number: MFCD00005918
Beilstein/REAXYS Number: 118515
Assay: ≥99%, 99.0-100.2%
Form: flakes

Properties of 1,3-Isobenzofurandione:
Melting point: 131-134 °C(lit.)
Boiling point: 284 °C(lit.)
Density: 1,53 g/cm3
bulk density: 500-700kg/m3
vapor density: 5.1 (vs air)
vapor pressure: <0.01 mm Hg ( 20 °C)
refractive index: 1.4500 (estimate)
Flash point: 152 °C
storage temp.: Store below +30°C.
solubility: 6g/l (slow decomposition)
form: Flaky Crystals
pka: 2.97[at 20 ℃]
color: White
PH: 2 (6g/l, H2O, 20℃)
Odor: Characteristic choking odor
PH Range: 2 at 6 g/l at 20 °C
explosive limit: 1.7-10.5%(V)
Water Solubility: 6 g/L (20 ºC)

Chemical formula: C8H4O3
Molar mass: 148.1 g/mol
Appearance: white flakes
Odor: characteristic, acrid
Density: 1.53 g/cm3, solid; 1.20 g/mL, molten
Melting point: 131.6 °C (268.9 °F; 404.8 K)
Boiling point: 295 °C (563 °F; 568 K) sublimates
Solubility in water: 0.62 g/100g (20—25 °C);, 19.0 g/100g (100 °C);: reacts slowly
Vapor pressure: 0.0015 mmHg (20 °C)
Magnetic susceptibility (χ): −67.31×10−6 cm3/mol

Molecular Weight: 148.11 g/mol
XLogP3-AA: 1.3
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 3
Rotatable Bond Count: 0
Exact Mass: 148.016043985 Da
Monoisotopic Mass: 148.016043985 Da
Topological Polar Surface Area: 43.4 Å²
Heavy Atom Count: 11
Complexity: 187
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes

Boiling Point: 285 °C (1013 hPa)
Density: 1.53 g/cm3 (20 °C)
Explosion Limit: 1.7 - 10.5 %(V)
Flash Point: 152 °C
Ignition Temperature: 580 °C
Melting Point: 131.6 °C
pH Value: 2 (6 g/l, H₂O, 20 °C)
Vapor Pressure: 0.001 hPa (26.6 °C)
Bulk Density: 500 - 700 kg/m3
Solubility: 6 g/l (slow decomposition)

Product Name: 1,3-Isobenzofurandione, ACS reagent, ≥99%
grade: ACS reagent
Quality Segment: 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

Specifications of 1,3-Isobenzofurandione:
Assay (morpholine method): ≥ 98,0 %(m)
Melting range (lower value): ≥ 129 °C
Melting range (upper value): ≤ 133 °C
Özdeşlik (IR): conforms

Related compounds of 1,3-Isobenzofurandione:
Phthalic acid
Phthalimide
Phthalide

Names of 1,3-Isobenzofurandione:

Preferred IUPAC name:
2-Benzofuran-1,3-dione

Other names:
Isobenzofuran-1,3-dione
1,3-Isobenzofurandione