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Home/ Questions/Q 8777747
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Editorial Team
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Editorial Team
Asked: June 13, 20262026-06-13T19:21:08+00:00 2026-06-13T19:21:08+00:00

I need to split strings of data using each character from string.punctuation and string.whitespace

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I need to split strings of data using each character from string.punctuation and string.whitespace as a separator.

Furthermore, I need for the separators to remain in the output list, in between the items they separated in the string.

For example,

"Now is the winter of our discontent"

should output:

['Now', ' ', 'is', ' ', 'the', ' ', 'winter', ' ', 'of', ' ', 'our', ' ', 'discontent']

I’m not sure how to do this without resorting to an orgy of nested loops, which is unacceptably slow. How can I do it?

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  1. Editorial Team
    Editorial Team
    2026-06-13T19:21:09+00:00Added an answer on June 13, 2026 at 7:21 pm

    A different non-regex approach from the others:

    >>> import string
    >>> from itertools import groupby
    >>> 
    >>> special = set(string.punctuation + string.whitespace)
    >>> s = "One two  three    tab\ttabandspace\t end"
    >>> 
    >>> split_combined = [''.join(g) for k, g in groupby(s, lambda c: c in special)]
    >>> split_combined
    ['One', ' ', 'two', '  ', 'three', '    ', 'tab', '\t', 'tabandspace', '\t ', 'end']
    >>> split_separated = [''.join(g) for k, g in groupby(s, lambda c: c if c in special else False)]
    >>> split_separated
    ['One', ' ', 'two', '  ', 'three', '    ', 'tab', '\t', 'tabandspace', '\t', ' ', 'end']
    

    Could use dict.fromkeys and .get instead of the lambda, I guess.

    [edit]

    Some explanation:

    groupby accepts two arguments, an iterable and an (optional) keyfunction. It loops through the iterable and groups them with the value of the keyfunction:

    >>> groupby("sentence", lambda c: c in 'nt')
    <itertools.groupby object at 0x9805af4>
    >>> [(k, list(g)) for k,g in groupby("sentence", lambda c: c in 'nt')]
    [(False, ['s', 'e']), (True, ['n', 't']), (False, ['e']), (True, ['n']), (False, ['c', 'e'])]
    

    where terms with contiguous values of the keyfunction are grouped together. (This is a common source of bugs, actually — people forget that they have to sort by the keyfunc first if they want to group terms which might not be sequential.)

    As @JonClements guessed, what I had in mind was

    >>> special = dict.fromkeys(string.punctuation + string.whitespace, True)
    >>> s = "One two  three    tab\ttabandspace\t end"
    >>> [''.join(g) for k,g in groupby(s, special.get)]
    ['One', ' ', 'two', '  ', 'three', '    ', 'tab', '\t', 'tabandspace', '\t ', 'end']
    

    for the case where we were combining the separators. .get returns None if the value isn’t in the dict.

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