bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydride

Product Name: bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydride
CAS No.: 6708-37-8
Chemical Name: bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydride
Synonyms: 4-oxatricyclo[5.2.2.02?]undec-8-ene-3,5-dione;Bicylo[2,2,2]oct-5-ene-2,3-dicarboxylic anhydride;Bicyclo[2.2.2]OCL-5-Ene-2,3-Dicarboxylic Anhydride;bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydride;3a,4,7,7a-Tetrahydro-4,7-ethanoisobenzofuran-1,3-dione;Bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic Anhydride >6-Endoethylene-4-cyclohexene-1,2-dicarboxylic anhydride;4,7-Ethanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydro-;4,7-Ethenoisobenzofuran-1,3-dione, 3a,4,5,6,7,7a-hexahydro-;endo-bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic acid anhydride
CBNumber: CB61216343
Molecular Formula: C10H10O3
Formula Weight: 178.18
MOL File: 6708-37-8.mol

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bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydride Property

Melting point:: 148 °C
Boiling point:: 340.9±42.0 °C(Predicted)
Density: 1.324
storage temp.: under inert gas (nitrogen or Argon) at 2–8 °C
solubility: soluble in Acetone
form: powder to crystal
color: White to Almost white
InChI: InChI=1S/C10H10O3/c11-9-7-5-1-2-6(4-3-5)8(7)10(12)13-9/h1-2,5-8H,3-4H2
InChIKey: YIHKILSPWGDWPR-UHFFFAOYSA-N
SMILES: C1(=O)C2C(C3CCC2C=C3)C(=O)O1

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Safety

HS Code: 2932990090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TCI Chemical

Product number: B3038
Product name: Bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic Anhydride
Purity: >98.0%(GC)
Packaging: 5g
Price: $227
Updated: 2025/07/31

TRC

Product number: B382893
Product name: Bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic Anhydride
Packaging: 1g
Price: $75
Updated: 2021/12/16

Oakwood

Product number: 091674
Product name: 3a,4,7,7a-Tetrahydro-4,7-ethanoisobenzofuran-1,3-dione
Purity: 95%
Packaging: 1g
Price: $20
Updated: 2021/12/16

AK Scientific

Product number: W7771
Product name: 3a,4,7,7a-Tetrahydro-4,7-ethanoisobenzofuran-1,3-dione
Packaging: 5g
Price: $302
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CHM0002899
Product name: 4-OXATRICYCLO[5.2.2.0(2,6)]UNDEC-8-ENE-3,5-DIONE
Purity: 95.00%
Packaging: 5MG
Price: $497.23
Updated: 2021/12/16

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bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydride Chemical Properties,Usage,Production

Synthesis

108-31-6

1165952-91-9

6708-37-8

1,3-Cyclohexadiene (36.40 g, 0.4543 mol) and maleic anhydride (29.10 g, 0.2968 mol) were added to a 250 mL Schlenk flask equipped with a magnetic stirrer. After installing the condenser tube, the system was placed under dynamic nitrogen protection and the reaction mixture was heated to 60°C. After 5 minutes of heating, maleic anhydride was completely dissolved to form a bright yellow solution, after which reflux was initiated. 1,3-Cyclohexadiene contributed to the solidification of the reaction mixture into light yellow crystals within 25 minutes of the onset of heating. After 3 hours of continued reaction, unreacted 1,3-cyclohexadiene was removed by distillation under reduced pressure. The resulting yellow crystalline solid was recrystallized from 200 mL of standard ethanol to give Diels-Alder adduct 5 as 46.54 g of white crystalline solid (88% yield). 1H NMR (700 MHz, CDCl3, 25 °C): δ = 1.43 (d, J = 7.7 Hz, 2H, CH2 cyclohexene), 1.62 (d, J = 7.7 Hz, 2H, CH2 cyclohexene), 3.15 (t, 2H, -CH-CO), 3.25 (m, 2H, methine cyclohexene), 6.33 (dd, J = 7.7 Hz, 4.2 Hz, 3.5 Hz, 2H, -CH=CH-). 13C NMR (700 MHz, CDCl3, 25°C): δ = 22.98 (CH2, cyclohexene), 31.63 (methine cyclohexene), 44.77 (-CH-CO), 133.05 (-C=C-), 172.83 (CO). IR (cm-1): 3055 (=C-H stretch), 2980-2870 (C-H stretch), 1867-1766 (C=O stretch), 1462-1322 (C-H bend), 1238-1177 (C-O stretch), 1075-684 (C-H out-of -plane bend). LC-MS: m/z 179.07 (M+), 151.07, 147, 133, 123, 105, 79, 73.

References

[1] Patent: US2013/324688, 2013, A1. Location in patent: Paragraph 0039; 0041; 0085-0087
[2] Heterocycles, 2006, vol. 68, # 11, p. 2259 - 2267
[3] Journal of the Chemical Society, 1929, p. 906
[4] Justus Liebigs Annalen der Chemie, 1928, vol. 460, p. 98
[5] Justus Liebigs Annalen der Chemie, 1930, vol. 478, p. 141

bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydride Preparation Products And Raw materials

Raw materials

Preparation Products

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bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydride Suppliers

Americas 1 Belgium 1 China 65 Europe 1 France 1 Germany 4 India 4 Japan 1 Switzerland 1 The Netherlands 1 United States 25 Global 105

Changzhou Langyi Biomedical Technology Co., Ltd.

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Shanghai T&W Pharmaceutical Co., Ltd.

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Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.

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View Lastest Price from bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydride manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydride 6708-37-8
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

Zhuozhou Wenxi import and Export Co., Ltd

Product: bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydride 6708-37-8
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-09

Career Henan Chemical Co

Product: bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydride 6708-37-8
Price: US $10.00/KG/Tin
Min. Order: 1KG
Purity: 99%
Supply Ability: 100
Release date: 2019-06-27

6708-37-8, bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydrideRelated Search:

Bicyclo[1.1.1]pentan-1-amine Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester ENDO-BICYCLO[2.2.2]OCT-5-ENE-2,3-DICARBOXYLIC ANHYDRIDE Bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic acid dianhydride Disuccinimidyl glutarate Bicyclo[1.1.1]pentane-1-sulfonamide Bicyclo[1.1.1]pentane-1,3-dicarboxamide Bicyclo[1.1.1]pentane-1-carboxamide 5-Norbornene-2-carbonitrile Bicyclo[2.2.2]Octane-1,4-Dicarboxylic Acid Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid Bicyclo[2.2.1]heptane-2,5-diol dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate 5-NORBONENE-2-METHANAMINE Potassium Bicyclo[2.2.1]heptan-2-yltrifluoroborate bicyclo[1.1.1]pentane-1,3-dicarbonitrile 4-Carboxylbenzocyclobutene 4-Hydroxymethylbenzocyclobutene

bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydride

6-Endoethylene-4-cyclohexene-1,2-dicarboxylic anhydride

Bicyclo[2.2.2]OCL-5-Ene-2,3-Dicarboxylic Anhydride

Bicylo[2,2,2]oct-5-ene-2,3-dicarboxylic anhydride

endo-bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic acid anhydride

4,7-Ethenoisobenzofuran-1,3-dione, 3a,4,5,6,7,7a-hexahydro-

Bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic Anhydride &gt

4,7-Ethanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydro-

4-oxatricyclo[5.2.2.02?]undec-8-ene-3,5-dione

3a,4,7,7a-Tetrahydro-4,7-ethanoisobenzofuran-1,3-dione

6708-37-8