Type conversion – unsigned to signed int/char

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This is because of the various implicit type conversion rules in C. There are two of them that a C programmer must know: the usual arithmetic conversions and the integer promotions (the latter are part of the former).

In the char case you have the types (signed char) == (unsigned char). These are both small integer types. Other such small integer types are bool and short. The integer promotion rules state that whenever a small integer type is an operand of an operation, its type will get promoted to int, which is signed. This will happen no matter if the type was signed or unsigned.

In the case of the signed char, the sign will be preserved and it will be promoted to an int containing the value -5. In the case of the unsigned char, it contains a value which is 251 (0xFB ). It will be promoted to an int containing that same value. You end up with 

if( (int)-5 == (int)251 )

In the integer case you have the types (signed int) == (unsigned int). They are not small integer types, so the integer promotions do not apply. Instead, they are balanced by the usual arithmetic conversions, which state that if two operands have the same “rank” (size) but different signedness, the signed operand is converted to the same type as the unsigned one. You end up with

if( (unsigned int)-5 == (unsigned int)-5)

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