E-(4-Methylbenzylidene)succinic anhydride
Chemistry Department, Faculty of Science, King abdul-Aziz University, Jeddah 21589, P. B. Box 80203, Saudi Arabia
Molecules 2000, 5(12), M184; https://doi.org/10.3390/M184
Submission received: 26 September 2000
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Accepted: 16 November 2000
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Published: 25 December 2000
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
The title compound was obtained by dehydration of the corresponding diacid 1 (12.1 g, 55 mmol) by boiling in acetyl chloride (50 ml) for four hours. The excess acetyl chloride was removed under vacuum and the residue crystallised from ethanol to give the anhydride 2 as yellow crystals (5.1 g, 46%).
M.p. 210-212°C (EtOH, Uncorrected).
UV (EtOH) (e dm3.mol-1.cm-1): 291 (25000), 396 (5000).
IR (KBr, cm-1): 1805 (C=O), 1751 (C=O).
1H-NMR (400 MHz, CDCl3): 7.85 (1H, s, HC=), 7.28 (2H, d, J 7.8 Hz), 7.19 (2H, d, J 7.8 Hz), 3.51 (2H, s, CH2), 2.37 (3H, s, CH3).
13C-NMR (100 MHz, CDCl3): 21.3 (CH3), 33.71 (CH2), 129.2, 129.3, 132.3, 135.0, 141.5 (CH=C), 169.8
(C=O), 173.4 (C=O).
Anal. Calc. For C12H10O3 (202.12): C, 71.30, H, 4.95; found : C, 71.11, H, 5.12.
Supplementary Materials
References
- Stobbe, H. Ber. 1904, 37, 2236.
- Johnson, W. S.; Duab, G. H. Org. React. 1951, 6, 1.
Sample Availability: Available from the authors. |
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Asiri, A.M. E-(4-Methylbenzylidene)succinic anhydride. Molecules 2000, 5, M184. https://doi.org/10.3390/M184
AMA Style
Asiri AM. E-(4-Methylbenzylidene)succinic anhydride. Molecules. 2000; 5(12):M184. https://doi.org/10.3390/M184
Chicago/Turabian StyleAsiri, Abdullah Mohamed. 2000. "E-(4-Methylbenzylidene)succinic anhydride" Molecules 5, no. 12: M184. https://doi.org/10.3390/M184
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