Regular Expressions 101

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/
(?=.*[a-z])(?=.*[A-Z])(?=.*\d)(?=.*[@*$#]).{8,16}
/
g
Positive Lookahead
(?=.*[a-z])
Assert that the Regex below matches
.
matches any character (except for line terminators)
* matches the previous token between zero and unlimited times, as many times as possible, giving back as needed (greedy)
Match a single character present in the list below
[a-z]
a-z matches a single character in the range between a (index 97) and z (index 122) (case sensitive)
Positive Lookahead
(?=.*[A-Z])
Assert that the Regex below matches
.
matches any character (except for line terminators)
* matches the previous token between zero and unlimited times, as many times as possible, giving back as needed (greedy)
Match a single character present in the list below
[A-Z]
A-Z matches a single character in the range between A (index 65) and Z (index 90) (case sensitive)
Positive Lookahead
(?=.*\d)
Assert that the Regex below matches
.
matches any character (except for line terminators)
* matches the previous token between zero and unlimited times, as many times as possible, giving back as needed (greedy)
\d matches a digit (equivalent to [0-9])
Positive Lookahead
(?=.*[@*$#])
Assert that the Regex below matches
.
matches any character (except for line terminators)
* matches the previous token between zero and unlimited times, as many times as possible, giving back as needed (greedy)
Match a single character present in the list below
[@*$#]
@*$#
matches a single character in the list @*$# (case sensitive)
.
matches any character (except for line terminators)
{8,16} matches the previous token between 8 and 16 times, as many times as possible, giving back as needed (greedy)
Global pattern flags
g modifier: global. All matches (don't return after first match)
Your regular expression does not match the subject string.Try launching the debugger to find out why.

Regular Expression
No Match

/
/
g

Test String