Amazingly, the shortest single ever released to become a charts hit single was "Ladies Bras", a 36 second long hit in the UK by Johny Trunk And Wisbey that hit #70 on the charts, and then re-entered the charts later at #27 after a campaign by BBC1's radio personality, Scott Mills. "Ladies Bras" is a super catchy little ditty that became an audience favorite on radio, leading to an Email campaign to make the song available for sale resulting in the single release in 2007.
Johny Trunk also owns the strange little record label known as Trunk Records which features some strange cult movie soundtracks as diverse as the DEEP THROAT and George Romero's DAWN OF THE DEAD soundtracks.
On the long end of things, the GUINNESS BOOK OF WORLD RECORDS lists the longest single ever recorded as alternative rock singer, Chris Butler's, "Devil's Glitch". A one minute edited version is also available. The Orbs had a 1992 single, "Blue Room" which was 39 minutes 58 seconds, or just two seconds shy of maximum chart rules for a single length song.
Honorable mentions also go out to Oasis with "All Around The World" at 9 minutes 38 seconds long. But the longest single ever issued as a 7inch vinyl single A side was Grand Funk Railroad's longest single, "Inside Looking Out" came in at 9 minutes 31 seconds.