14353
Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride
≥95.0%
Synonym(s):
5-Norbornene-2,3-dicarboxylic anhydride
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About This Item
Empirical Formula (Hill Notation):
C9H8O3
CAS Number:
Molecular Weight:
164.16
Beilstein:
150228
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
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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).
Signal Word
Danger
Hazard Statements
Precautionary Statements
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
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Iu V Kharitonov et al.
Bioorganicheskaia khimiia, 38(1), 127-136 (2012-07-17)
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