Cryptic crossword clue
Not be able to arrange a date, alas? 8

The most common and most likely answer to this crossword clue is the 8 letter word LACKADAY

I've seen this crossword clue in The Times
L
A
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K
A
D
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Buddy explains!

The straight part
We know that "Not be able to arrange a date, alas" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case not be able to arrange a date, alas = lackaday.
The cryptic/wordplay part
In cryptic crossword there's often an wordplay/cryptic part as well.
This part involves a more complex hint, such as an anagram, homophone, hidden word, etc.
Sadly, We don't have an explanation for this specific crossword clue yet.

What does LACKADAY mean?

LACKADAY interjection
  1. An expression of regret or grief.

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