If $H$ is a Cartan subalgebra of a Lie algebra $L$, and $A$ is an associative commutative algebra, then $H \otimes A$ is a Cartan subalgebra of $L \otimes A$. Specializing this to the case $L$ classical simple, we get another positive answer two both questionsto the first question (but not to the second one). This example can be, probably, varied, by taking subalgebras of $L \otimes A$, or adding "tails" of derivations, etc.
If $H$ is a Cartan subalgebra of a Lie algebra $L$, and $A$ is an associative commutative algebra, then $H \otimes A$ is a Cartan subalgebra of $L \otimes A$. Specializing this to the case $L$ classical simple, we get another positive answer two both questions. This example can be, probably, varied, by taking subalgebras of $L \otimes A$, or adding "tails" of derivations, etc.