4773-89-1

Basic information

• Product Name: 1,4-CYCLOHEXADIENE-1,2-DICARBOXYLIC ANHYDRIDE
• Synonyms: TIMTEC-BB SBB008441;1,4-CYCLOHEXADIENE-1,2-DICARBOXYLIC ANHYDRIDE;3,6-DIHYDROPHTHALIC ANHYDRIDE;1,3-Isobenzofurandione, 4,7-dihydro-;4,7-Dihydro-2-benzofuran-1,3-dione;Cyclohexa-1,4-diene-1,2-dicarboxylic acid, anhydride;3,6-DIHYDROPHTHALIC ANHYDRIDE ---CRYSTALLINE---
• CAS NO: 4773-89-1
• Molecular Formula: C₈H₆O₃
• Molecular Weight: 150.13
• Mol File: 4773-89-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 316.3 °C at 760 mmHg
• Flash Point: 156.3 °C
• Appearance: /
• Density: 1.35 g/cm³
• Vapor Pressure: 0.000414mmHg at 25°C
• Refractive Index: 1.571
• CAS DataBase Reference: 1,4-CYCLOHEXADIENE-1,2-DICARBOXYLIC ANHYDRIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-CYCLOHEXADIENE-1,2-DICARBOXYLIC ANHYDRIDE(4773-89-1)
• EPA Substance Registry System: 1,4-CYCLOHEXADIENE-1,2-DICARBOXYLIC ANHYDRIDE(4773-89-1)

Safety Data

• Hazardous Substances Data: 4773-89-1(Hazardous Substances Data)

Usage

General Description

1,4-Cyclohexadiene-1,2-dicarboxylic anhydride is a chemical compound with the formula C8H4O3. It is a cyclic anhydride formed from the dehydration of 1,4-cyclohexadiene-1,2-dicarboxylic acid. 1,4-CYCLOHEXADIENE-1,2-DICARBOXYLIC ANHYDRIDE is commonly used in the production of high-performance polymers, such as polyimides and polyesters. It is also used as an intermediate in the synthesis of various organic compounds. 1,4-Cyclohexadiene-1,2-dicarboxylic anhydride is a white crystalline solid with a high melting point, and it is highly reactive and can undergo various chemical transformations. 1,4-CYCLOHEXADIENE-1,2-DICARBOXYLIC ANHYDRIDE is used in various industrial applications, particularly in the production of specialty resins and polymers.

InChI:InChI=1/C8H6O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-2H,3-4H2

Upstream product

• 14309-54-7 dimethyl cyclohexa-1,4-diene-1,2-dicarboxylate 
• 106-99-0 buta-1,3-diene 
• 142-45-0 Acetylenedicarboxylic acid 
• 70332-97-7 1,4-Cyclohexadien-1,2-dicarbonsaeure-di-tert-butylester 
• 108-31-6 maleic anhydride 
• 1515-76-0 1-acetoxybuta-1,3-diene 
• 127-09-3 sodium acetate 
• 67-64-1 acetone 
• 135-59-1 thionine 
• 99187-12-9 (+/-)-3c-acetoxy-cyclohex-4-ene-1r,2c-dicarboxylic acid 
• 610-13-9 cyclohexa-1,4-diene-1,2-dicarboxylic acid 
• 610-11-7 2,4-cyclohexadiene-1,2-dicarboxylic acid 
• 90321-79-2 cyclohexa-2,4-diene-1,2-dicarboxylic acid-anhydride 
• 108-24-7 acetic anhydride 

Downstream Products

• 14309-54-7 dimethyl cyclohexa-1,4-diene-1,2-dicarboxylate 
• 76713-76-3 (1R,6R)-7-Phenylselanyl-tricyclo[4.2.2.0^1,6]deca-2,4,9-triene-7-carboxylic acid methyl ester 
• 76713-76-3 7-Phenylselanyl-tricyclo[4.2.2.0^1,6]deca-2,4,9-triene-7-carboxylic acid methyl ester 
• 76713-70-7 C₂₄H₂₆O₆S₂ 
• 172016-29-4 Tricyclo[4.2.2.0^1,6]deca-2,4,9-trien-7-ylamine 
• 881653-45-8 2-[benzyl-(2-trifluoromethanesulfonyloxy-phenyl)-carbamoyl]-cyclohexa-1,4-dienecarboxylic acid methyl ester 
• 881653-43-6 cyclohexa-1,4-diene-1,2-dicarboxylic acid monomethyl ester 

Relevant articles and documents

Effects of photophysical properties of 1,4-cyclohexadiene derivatives on their [2 + 2] photocycloaddition reactivities: Experimental and theoretical studies

To study the relationship between the [2 + 2] photocycloaddition reactivities of 1,4-cyclohexadiene derivatives (1,4?CHDs) and their structures, photophysical properties of a series of 1,4?CHDs were studied experimentally and by performing theoretical calculations. Specifically, UV–vis absorption spectra of these compounds in diluted solutions were acquired and the theoretical calculations were performed at the density functional theory (DFT) level. Their UV–vis absorption maxima were found to be related to the substituents on the 1,4-cyclohexadiene ring. To describe the [2 + 2] photocycloaddition reactivities of the 1,4?CHDs, time-dependent density functional theory (TDDFT) was used to optimize their ground- and excited-state structures, and their electronic excitation energies were calculated at the M062X/def-TZVP level. Frontier molecular orbitals and electron-hole distribution analyses were used to illustrate the electron transition modes of the 1,4?CHDs. The differences between the ground- and excited-state structures of the different 1,4?CHDs were characterized by carrying out a root-mean-square-deviation (RMSD) analysis. The results showed that the photophysical properties of 1,4?CHDs are meaningful for explaining their [2 + 2] photocycloaddition reactivities.

Small Rings, 42. Attempts to Prepare Oxirenes via Photochemical Cycloreversions

Photochemically induced cycloreversions, which are ideally suited for the matrix isolation of cyclobutadienes, cannot be used for an analogous preparation and identification of oxirenes.In some cases ketenes are formed instead.

Antimicrobial composition and method containing N-(3,5-dihalophenyl)-imide compounds

Novel N-(3,5-dihalophenyl)imide compounds, which exhibit a strong antimicrobial activity against microorganisms including phytopathogenic fungi, parasites of industrial products and pathogenic microorganisms, represented by the formula, STR1 wherein X and X' each represent halogens and A represents a substituted ethylene such as chloroethylene, C1 - C4 alkylthioethylene, C1 - C2 alkyl-ethylene or 1,2-di-C1 - C2 -alkyl-ethylene, a cyclopropylene such as 1,3-dimethylcyclopropylene, trimethylene, a cyclohexylene-1,2-, cyclohexenylene-1,2-, cyclohexadienylene-1,2- or o-phenylene. The N-(3,5-dihalophenyl)imide compounds can be obtained by any of methods which produce imide compounds or reaction of an N-(3,5-dihalophenyl)maleimide compound with a mercaptan, a hydrogen halide, phosphorus chloride or thionylchloride.