diff --git a/test/blackbox-tests/test-cases/enabled_if/eif-exe-name-collision-same-folder.t b/test/blackbox-tests/test-cases/enabled_if/eif-exe-name-collision-same-folder.t
new file mode 100644
index 00000000000..a00dede320b
--- /dev/null
+++ b/test/blackbox-tests/test-cases/enabled_if/eif-exe-name-collision-same-folder.t
@@ -0,0 +1,35 @@
+Using same executable name in two contexts, where the executables are defined
+in the same dune file
+
+  $ cat > dune-project << EOF
+  > (lang dune 3.13)
+  > EOF
+
+  $ cat > dune-workspace << EOF
+  > (lang dune 3.13)
+  > 
+  > (context default)
+  > 
+  > (context
+  >  (default
+  >   (name alt-context)))
+  > EOF
+  $ cat > dune << EOF
+  > (executable
+  >  (name foo)
+  >  (enabled_if (= %{context_name} "default")))
+  > (executable
+  >  (name foo)
+  >  (enabled_if (= %{context_name} "alt-context")))
+  > EOF
+  $ cat > foo.ml <<EOF
+  > let () = print_endline "foo"
+  > EOF
+
+  $ dune build
+  File "dune", line 4, characters 0-72:
+  4 | (executable
+  5 |  (name foo)
+  6 |  (enabled_if (= %{context_name} "alt-context")))
+  Error: Executable "foo" appears for the second time in this directory
+  [1]
diff --git a/test/blackbox-tests/test-cases/enabled_if/eif-exe-name-collision.t b/test/blackbox-tests/test-cases/enabled_if/eif-exe-name-collision.t
new file mode 100644
index 00000000000..e57ffce674c
--- /dev/null
+++ b/test/blackbox-tests/test-cases/enabled_if/eif-exe-name-collision.t
@@ -0,0 +1,35 @@
+Using same executable name in two contexts
+
+  $ mkdir -p a b
+  $ cat > dune-project << EOF
+  > (lang dune 3.13)
+  > EOF
+
+  $ cat > dune-workspace << EOF
+  > (lang dune 3.13)
+  > 
+  > (context default)
+  > 
+  > (context
+  >  (default
+  >   (name alt-context)))
+  > EOF
+  $ cat > a/dune << EOF
+  > (executable
+  >  (name foo)
+  >  (enabled_if (= %{context_name} "default")))
+  > EOF
+  $ cat > a/foo.ml <<EOF
+  > let () = print_endline "foo"
+  > EOF
+
+  $ cat > b/dune << EOF
+  > (executable
+  >  (name foo)
+  >  (enabled_if (= %{context_name} "alt-context")))
+  > EOF
+  $ cat > b/foo.ml <<EOF
+  > let () = print_endline "foo"
+  > EOF
+
+  $ dune build
diff --git a/test/blackbox-tests/test-cases/enabled_if/eif-melange-emit-name-collision-same-folder.t b/test/blackbox-tests/test-cases/enabled_if/eif-melange-emit-name-collision-same-folder.t
new file mode 100644
index 00000000000..d680b59de29
--- /dev/null
+++ b/test/blackbox-tests/test-cases/enabled_if/eif-melange-emit-name-collision-same-folder.t
@@ -0,0 +1,36 @@
+Using same melange.emit target in two contexts, where the stanzas are defined
+in the same dune file
+
+  $ cat > dune-project << EOF
+  > (lang dune 3.13)
+  > (using melange 0.1)
+  > EOF
+
+  $ cat > dune-workspace << EOF
+  > (lang dune 3.13)
+  > 
+  > (context default)
+  > 
+  > (context
+  >  (default
+  >   (name alt-context)))
+  > EOF
+  $ cat > dune << EOF
+  > (melange.emit
+  >  (target foo)
+  >  (enabled_if (= %{context_name} "default")))
+  > (melange.emit
+  >  (target foo)
+  >  (enabled_if (= %{context_name} "alt-context")))
+  > EOF
+  $ cat > foo.ml <<EOF
+  > let () = print_endline "foo"
+  > EOF
+
+  $ dune build
+  File "dune", line 4, characters 0-76:
+  4 | (melange.emit
+  5 |  (target foo)
+  6 |  (enabled_if (= %{context_name} "alt-context")))
+  Error: Target "foo" appears for the second time in this directory
+  [1]
diff --git a/test/blackbox-tests/test-cases/enabled_if/eif-melange-emit-name-collision.t b/test/blackbox-tests/test-cases/enabled_if/eif-melange-emit-name-collision.t
new file mode 100644
index 00000000000..f4838f7881f
--- /dev/null
+++ b/test/blackbox-tests/test-cases/enabled_if/eif-melange-emit-name-collision.t
@@ -0,0 +1,36 @@
+Using same melange.emit target in two contexts
+
+  $ mkdir -p a b
+  $ cat > dune-project << EOF
+  > (lang dune 3.13)
+  > (using melange 0.1)
+  > EOF
+
+  $ cat > dune-workspace << EOF
+  > (lang dune 3.13)
+  > 
+  > (context default)
+  > 
+  > (context
+  >  (default
+  >   (name alt-context)))
+  > EOF
+  $ cat > a/dune << EOF
+  > (melange.emit
+  >  (target foo)
+  >  (enabled_if (= %{context_name} "default")))
+  > EOF
+  $ cat > a/foo.ml <<EOF
+  > let () = print_endline "foo"
+  > EOF
+
+  $ cat > b/dune << EOF
+  > (melange.emit
+  >  (target foo)
+  >  (enabled_if (= %{context_name} "alt-context")))
+  > EOF
+  $ cat > b/foo.ml <<EOF
+  > let () = print_endline "foo"
+  > EOF
+
+  $ dune build