Given a function $f : U \to \mathbb R^m$ defined on an open $U \subset \mathbb R^n$, its directional derivative in direction $v \in \mathbb R^n$ is defined as $$\frac{\partial f}{\partial v}(x) = \lim_{h \to 0}\frac{f(x+ hv) -f(x)}{h} .$$
Here we approach $x$ on the line through $x$ having direction $v$, but we can also approach $x$ on more general curves. Let $\varphi : (-\epsilon, \epsilon) \to \mathbb R^n$ be a function which is continuous at $0$ and has value $\varphi(0) = 0$. Then define $$\frac{\partial f}{\partial \varphi}(x) = \lim_{h \to 0}\frac{f(x+ \varphi(h)) -f(x)}{h} .$$
If $\varphi$ is differentiable at $0$ and $f$ is differentiable at $x$, we get $$\frac{\partial f}{\partial \varphi}(x) = \frac{\partial f}{\partial \varphi'(0)}(x) \tag{1}.$$ This is a consequence of the chain rule. Consider the function $F = f \circ \varphi_x$, where $\varphi_x(h) = x + \varphi(h)$. We get $$\frac{\partial f}{\partial \varphi}(x) = F'(0) = Df(\varphi_x(0))(\varphi_x'(0)) = Df(x)(\varphi'(0)) = \frac{\partial f}{\partial \varphi'(0)}(x) .$$
Question 1. If we do not assume that $f$ is differentiable at $x$, but only that $\dfrac{\partial f}{\partial \varphi'(0)}(x)$ exists, can we prove that $\dfrac{\partial f}{\partial \varphi}(x)$ exists and satisfies $(1)$?
Question 2. If $\varphi$ is not differentiable at $0$, is it possible that $\dfrac{\partial f}{\partial \varphi}(x)$ exists?