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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:
826-62-0
Molecular Weight:
164.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57647148
EC Number:
212-557-9
Beilstein/REAXYS Number:
150228
MDL number:
MFCD00151106
Assay:
≥95.0%
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Quality Segment

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

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).

pictograms

Health hazardCorrosion
GHS08,GHS05

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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