Issue #20597 has been updated by jeremyevans0 (Jeremy Evans). I submitted a pull request to fix this (but prism still needs a related fix) https://github.com/ruby/ruby/pull/11099 ---------------------------------------- Bug #20597: `eval('break if false')` should raise SyntaxError but retuns nil https://bugs.ruby-lang.org/issues/20597#change-108951 * Author: tompng (tomoya ishida) * Status: Open * ruby -v: ruby 3.4.0dev (2024-06-27T13:47:22Z master c6a0d03649) [x86_64-linux] * Backport: 3.1: UNKNOWN, 3.2: UNKNOWN, 3.3: UNKNOWN ---------------------------------------- These are all SyntaxError (Invalid break, compile error (SyntaxError)) ~~~ruby ruby -ce "break if false" ruby -ce "break if (false)" ruby -ce "break if nil" ruby -ce "break if (nil)" ruby -ce "break if 0>1" ~~~ But when it is passed to `eval`, some of them does not raise SyntaxError but return nil. ~~~ruby eval('break if false') #=> nil eval('break if (false)') #=> nil eval('break if nil') #=> nil eval('break if (nil)') #=> Can't escape from eval with break (SyntaxError) eval('break if 0>1') #=> Can't escape from eval with break (SyntaxError) ~~~ Same behavior with `next` `redo` and `yield` -- https://bugs.ruby-lang.org/