diff --git a/test/val/bug1675-ub.c b/test/val/bug1675-ub.c
new file mode 100644
index 000000000..72e372308
--- /dev/null
+++ b/test/val/bug1675-ub.c
@@ -0,0 +1,60 @@
+/* #1675 - Some UB cases of bit-shifts */
+
+#include <stdio.h>
+
+int unexpected = 0;
+
+void Test_UB(void)
+{
+    {
+        /* UB per standard, lhs expected in cc65: (int)-32768 */
+        if (!((0x4000 << 1) < 0)) {
+            ++unexpected;
+            printf("Expected: (0x4000 << 1) < 0, got lhs: %ld\n", (long)(0x4000 << 1));
+        }
+    }
+
+    {
+        /* UB per standard, lhs expected in cc65: (long)-2147483648L */
+        if (!((0x40000000 << 1) < 0)) {
+            ++unexpected;
+            printf("Expected: (0x40000000 << 1) < 0, got lhs: %ld\n", (long)(0x40000000 << 1));
+        }
+    }
+
+    {
+        /* UB per standard, lhs expected in cc65: (int)-32768 */
+        if (!(((unsigned char)0x80 << 8) < 0)) {
+            ++unexpected;
+            printf("Expected: ((unsigned char)0x80 << 8) < 0, got lhs: %ld\n", (long)((unsigned char)0x80 << 8));
+        }
+    }
+
+    {
+        /* UB per standard, lhs expected in cc65: (int)-32768 */
+        if (!(((short)0x4000L << 1) < 0)) {
+            ++unexpected;
+            printf("Expected: ((short)0x4000L << 1) < 0, got lhs: %ld\n", (long)((short)0x4000L << 1));
+        }
+    }
+
+    {
+        const signed short x = 0x4000;
+        /* UB per standard, lhs expected in cc65: (int)-32768 */
+        if (!((x << 1) < 0)) {
+            ++unexpected;
+            printf("Expected: (x << 1) < 0, got lhs: %ld\n", (long)(x << 1));
+        }
+    }
+}
+
+int main(void)
+{
+    Test_UB();
+
+    if (unexpected != 0) {
+        printf("Unexpected: %d\n", unexpected);
+    }
+
+    return unexpected;
+}
diff --git a/test/val/bug1675.c b/test/val/bug1675.c
new file mode 100644
index 000000000..ee24425df
--- /dev/null
+++ b/test/val/bug1675.c
@@ -0,0 +1,101 @@
+/* #1675 - Some corner cases of bit-shifts */
+
+#include <stdio.h>
+
+int failures = 0;
+
+void Test_Defined(void)
+{
+    {
+        /* Well-defined per standard, lhs expected in cc65: (int)-256 */
+        if (!(((signed char)0x80 << 1) < 0)) {
+            ++failures;
+            printf("Expected: ((signed char)0x80 << 1) < 0, got lhs: %ld\n", (long)((signed char)0x80 << 1));
+        }
+    }
+
+    {
+        /* Implementation-defined per standard, lhs expected in cc65: (int)-128 */
+        if (!(((signed char)0x80 >> 1 << 1) < 0)) {
+            ++failures;
+            printf("Expected: ((signed char)0x80 >> 1 << 1) < 0, got lhs: %ld\n", (long)((signed char)0x80 >> 1 << 1));
+        }
+    }
+
+    {
+        int x = 0;
+        /* Well-defined per standard, lhs expected in cc65: (int)1 */
+        if (!((1 << (x++, 0)) == 1)) {
+            ++failures;
+            x = 0;
+            printf("Expected: (1 << (x++, 0)) == 1, got lhs: %ld\n", (long)(1 << (x++, 0)));
+        }
+
+        /* Well-defined per standard, lhs expected in cc65: (int)1 */
+        if (!(x == 1)) {
+            ++failures;
+            printf("Expected: (1 << (x++, 0)) == 1 && x == 1, got x: %d\n", x);
+        }
+    }
+
+    {
+        int x = 0, y = 0x100;
+        /* Well-defined per standard, lhs expected in cc65: (int)128 */
+        if (!((y >> (x++, 0) >> 1) == 0x80)) {
+            ++failures;
+            x = 0;
+            printf("Expected: (y >> (x++, 0) >> 1) == 0x80, got lhs: %ld\n", (long)(y >> (x++, 0) >> 1));
+        }
+
+        /* Well-defined per standard, lhs expected in cc65: (int)1 */
+        if (!(x == 1)) {
+            ++failures;
+            printf("Expected: (y >> (x++, 0) >> 1) == 0x80 && x == 1, got x: %d\n", x);
+        }
+    }
+
+    {
+        int x = 0, y = 0x100;
+        /* Well-defined per standard, lhs expected in cc65: (int)1 */
+        if (!((y >> (x++, 8)) == 1)) {
+            ++failures;
+            x = 0;
+            printf("Expected: (y >> (x++, 8)) == 1, got lhs: %ld\n", (long)(y >> (x++, 8)));
+        }
+
+        /* Well-defined per standard, lhs expected in cc65: (int)1 */
+        if (!(x == 1)) {
+            ++failures;
+            printf("Expected: (y >> (x++, 8)) == 1 && x == 1, got x: %d\n", x);
+        }
+    }
+
+    {
+        const signed char x = 0x80;
+        /* Well-defined per standard, lhs expected in cc65: (int)-256 */
+        if (!((x << 1) < 0)) {
+            ++failures;
+            printf("Expected: (x << 1) < 0, got lhs: %ld\n", (long)(x << 1));
+        }
+    }
+
+    {
+        const signed char x = 0x40;
+        /* Well-defined per standard, lhs expected in cc65: (int)128 */
+        if (!((x << 1) >= 0)) {
+            ++failures;
+            printf("Expected: (x << 1) >= 0, got lhs: %ld\n", (long)(x << 1));
+        }
+    }
+}
+
+int main(void)
+{
+    Test_Defined();
+
+    if (failures != 0) {
+        printf("Failures: %d\n", failures);
+    }
+
+    return failures;
+}