YOU SAID:

whose cat scratches that hard?

INTO JAPANESE

彼の猫はそれを傷つけますか？

BACK INTO ENGLISH

Does his cat hurt it?

INTO JAPANESE

彼の猫はそれを傷つけるのだろうか？

BACK INTO ENGLISH

Will his cat hurt it?

INTO JAPANESE

彼の猫はそれを傷つけるだろうか？

BACK INTO ENGLISH

Will his cat hurt it?