I've always thought that a $1\times 1$ matrix is not the same as a scalar. However, in $\textbf{many}$ times throughout my first year in undergrad, I see people interchange $x\cdot y$ with $x^T y$ (a scalar in the former, and a $1\times 1$ matrix in the latter).
Is this just sloppy/lazy notation?
Surely there will be instances where using one or the other "breaks" the working of a question?
e.g.
Let $\mathbf{x,y}$ be vectors in $\mathbb{R}^3$, and let $X$ be a $2\times 2$ matrix.
Then $(x\cdot y)X$ is defined, yet $x^T y X$ is not defined.
Is there a situation where treating them as equivalent is beneficial?
$x \cdot y$ is commonly understood, if no reference is made to matrices, as the scalar product. I.e. $x \cdot y = \sum_{i=1}^N x_i y_i$.
In matrix notation, $x \cdot y$ will only be defined if both $x$ and $y$ are $N \times N$ matrices, otherwise it is undefined. If both $x$ and $y$ are $N \times K$ matrices, you have to specify whether you want $x^T \cdot y$ or $x \cdot y^T$. Then the result will either be $N \times N$ or $K \times K$. In particular, if either $N$ or $K$ equals 1, you are back to the scalar product in one of the two cases $x^T \cdot y$ or $x \cdot y^T$. Visualize this as matrices as follows:
$\left( {{x_1 \atop \vdots} \atop x_N} \right)^T \cdot \left( {{y_1 \atop \vdots} \atop y_N} \right) = (x_1, \dots, x_N) \cdot \left( {{y_1 \atop \vdots} \atop y_N} \right) = \sum_{i=1}^N x_i y_i$
and
$(x_1, \dots, x_N) \cdot (y_1, \dots, y_N)^T = (x_1, \dots, x_N) \cdot \left( {{y_1 \atop \vdots} \atop y_N} \right) = \sum_{i=1}^N x_i y_i$
So contrary to what you are saying, $ (x⋅y)X$ is defined only if $x⋅y$ is understood as the scalar vector product, however this should be avoided since it is a "sloppy" notation mixing vectors and matrices. If $x$ and $y$ were matrices, it would not be generally defined.
$ x^T y X $ is defined without problems (all are matrices), if you interpret the order of operations as $ (x^T y) X $ .