You've already got a lot of answers, but I'll add one more to cover one other possible point of confusion.
In C & Obj-C the boolean (and character) types are treated as integer types, which is not the case in call languages. So expressions like 'z' * true make perfect sense!
(Modern) C uses the type _Bool for boolean, which is defined to be large enough to hold 0 & 1. Cocoa uses the type BOOL for boolean, which is defined as signed char. CoreFoundation uses the type Boolean which is defined as unsigned char. All three define YES/true as 1 and NO/false as 0, while C itself treats any non-zero value as true.
The relation operators such as <, <= etc. are defined to return the int (yes, none of the booleans, not even _Bool) value 0 if the relation is false, and the int value 1 if the relation is true.
Given this and the left-to-right associativity of relational operators your:
if (100 <= x <= 149)
is parsed as:
if ((100 <= x) <= 149)
then 100 <= x evaluates to the int value 1 if x is greater than or equal to 100, otherwise it evaluates to the int value 0, so we get:
if (1 <= 149)
or
if (0 <= 149)
both of these evaluate to 1 so we get:
if (1)
and the if statement branches to the "then" branch if it's expression is non-zero.
It may be surprising, but the whole statement is evaluated without any use of booleans at all - it is all done with integers.
To achieve what you intended you need:
if((100 <= x) && (x <= 149))
etc. - which also doesn't use any booleans (&& is defined in terms of integers).