14353

Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride

≥95.0%

• Synonym(s): 5-Norbornene-2,3-dicarboxylic anhydride
• Empirical Formula (Hill Notation): C₉H₈O₃
• CAS Number: 826-62-0
• Molecular Weight: 164.16
• Beilstein: 150228
• EC Number: 212-557-9
• MDL number: MFCD00151106
• UNSPSC Code: 12352100
• PubChem Substance ID: 57647148
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: ≥95.0%
• solubility: diethyl ether: 0.1 g/10 mL, clear, colorless
• SMILES string: O=C1OC(=O)[C@H]2[C@@H]3C[C@@H](C=C3)[C@@H]12
• InChI: 1S/C9H8O3/c10-8-6-4-1-2-5(3-4)7(6)9(11)12-8/h1-2,4-7H,3H2/t4-,5+,6-,7+
• InChI key: KNDQHSIWLOJIGP-UMRXKNAASA-N

Description

General description

Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride reacts with methyl aminomethyllambertianate to give amide of bicyclo[2.2.1]heptan-1,2-dicarbocylic acid with a labdanoid substituent.

Application

• Sustainable chemical processes with Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride: Research by Kharitonov et al. (2012) explores synthetic transformations of higher terpenoids, employing Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride. Their work focuses on creating new cytotoxic agents, contributing to sustainable methodologies in organic synthesis (Kharitonov et al., 2012).
• Organic synthesis intermediate: Birchall et al. (2021) present a study on Himic Anhydride, utilizing a retro Diels-Alder reaction to demonstrate the application of Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride in teaching advanced organic laboratory techniques. This work includes an accompanying NMR study to further support the educational aspect of organic synthesis (Birchall et al., 2021).

Safety Information

• Pictograms: GHS08,GHS05
• Signal Word: Danger
• Hazard Statements: H317,H318,H334
• Precautionary Statements: P261 - P272 - P280 - P284 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1 - Resp. Sens. 1 - Skin Sens. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable