All Words: superintendent, discountenance, intentionality, quincentennial, discontentment, noncontentious, discontentedly, and semicentennial
| Word | Length | Vowels | Syllables | |||
|---|---|---|---|---|---|---|
| Superintendent | 14 | 9 | 5 | 5 | Latin | |
| Discountenance | 14 | 8 | 6 | 4 | Middle French | |
| Intentionality | 14 | 8 | 6 | 6 | ||
| Quincentennial | 14 | 8 | 6 | 5 | ||
| Discontentment | 14 | 10 | 4 | 4 | ||
| Noncontentious | 14 | 8 | 6 | 5 | ||
| Discontentedly | 14 | 10 | 4 | 5 | ||
| Semicentennial | 14 | 8 | 6 | 6 |
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