显然第一句是正确的
第一句的意思是“你知道他是什么时候离开的吗?”（在过去某个时间段已发生的动作）
第二句的语义显然不合平时的说话习惯 要么改成"do you know the time when he leave?"
但即使这样依旧有语法错误 应把leave改成过去式left
总而言之言而总之：第一句才是对的~第二句的语法和语义都是错滴~
do you know the time when he left do you know the time when
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