diff --git a/src/testdir/test_vim9_expr.vim b/src/testdir/test_vim9_expr.vim
index 49109c7..88f725b 100644
--- a/src/testdir/test_vim9_expr.vim
+++ b/src/testdir/test_vim9_expr.vim
@@ -372,9 +372,9 @@
 
 def Test_expr2_fails()
   var msg = "White space required before and after '||'"
-  call CheckDefAndScriptFailure(["var x = 1||2"], msg, 1)
-  call CheckDefAndScriptFailure(["var x = 1 ||2"], msg, 1)
-  call CheckDefAndScriptFailure(["var x = 1|| 2"], msg, 1)
+  call CheckDefAndScriptFailure(["var x = 1||0"], msg, 1)
+  call CheckDefAndScriptFailure(["var x = 1 ||0"], msg, 1)
+  call CheckDefAndScriptFailure(["var x = 1|| 0"], msg, 1)
 
   call CheckDefFailure(["var x = false || "], 'E1097:', 3)
   call CheckScriptFailure(['vim9script', "var x = false || "], 'E15:', 2)
@@ -386,8 +386,8 @@
 
   call CheckDefAndScriptFailure2(["if 'yes' || 0", 'echo 0', 'endif'], 'E1012: Type mismatch; expected bool but got string', 'E1135: Using a String as a Bool', 1)
 
-  # TODO: should fail at compile time
-  call CheckDefExecAndScriptFailure(["var x = 3 || 7"], 'E1023:', 1)
+  call CheckDefAndScriptFailure2(["var x = 3 || false"], 'E1012:', 'E1023:', 1)
+  call CheckDefAndScriptFailure2(["var x = false || 3"], 'E1012:', 'E1023:', 1)
 
   call CheckDefAndScriptFailure(["if 3"], 'E1023:', 1)
   call CheckDefExecAndScriptFailure(['var x = 3', 'if x', 'endif'], 'E1023:', 2)
@@ -505,15 +505,15 @@
 
 def Test_expr3_fails()
   var msg = "White space required before and after '&&'"
-  CheckDefAndScriptFailure(["var x = 1&&2"], msg, 1)
-  CheckDefAndScriptFailure(["var x = 1 &&2"], msg, 1)
-  CheckDefAndScriptFailure(["var x = 1&& 2"], msg, 1)
+  CheckDefAndScriptFailure(["var x = 1&&0"], msg, 1)
+  CheckDefAndScriptFailure(["var x = 1 &&0"], msg, 1)
+  CheckDefAndScriptFailure(["var x = 1&& 0"], msg, 1)
   var lines =<< trim END
     var x = 1
-      &&2
+      &&0
     # comment
   END
-  CheckDefAndScriptFailure(lines, 'E1004: White space required before and after ''&&'' at "&&2"', 2)
+  CheckDefAndScriptFailure(lines, 'E1004: White space required before and after ''&&'' at "&&0"', 2)
 
   g:vals = []
   CheckDefAndScriptFailure2(["if 'yes' && 0", 'echo 0', 'endif'], 'E1012: Type mismatch; expected bool but got string', 'E1135: Using a String as a Bool', 1)
@@ -525,7 +525,14 @@
           && true
       endif
   END
-  CheckDefExecAndScriptFailure(lines, 'E1023:', 1)
+  CheckDefAndScriptFailure2(lines, 'E1012:', 'E1023:', 1)
+
+  lines =<< trim END
+      if true
+          && 3
+      endif
+  END
+  CheckDefAndScriptFailure2(lines, 'E1012:', 'E1023:', 2)
 
   lines =<< trim END
       if 'yes'
diff --git a/src/version.c b/src/version.c
index bc26f90..fa86ff6 100644
--- a/src/version.c
+++ b/src/version.c
@@ -756,6 +756,8 @@
 static int included_patches[] =
 {   /* Add new patch number below this line */
 /**/
+    3196,
+/**/
     3195,
 /**/
     3194,
diff --git a/src/vim9compile.c b/src/vim9compile.c
index 5a39906..2a0ab25 100644
--- a/src/vim9compile.c
+++ b/src/vim9compile.c
@@ -2796,6 +2796,24 @@
 }
 
 /*
+ * Check that the last item of "ppconst" is a bool.
+ */
+    static int
+check_ppconst_bool(ppconst_T *ppconst)
+{
+    if (ppconst->pp_used > 0)
+    {
+	typval_T    *tv = &ppconst->pp_tv[ppconst->pp_used - 1];
+	where_T	    where;
+
+	where.wt_index = 0;
+	where.wt_variable = FALSE;
+	return check_typval_type(&t_bool, tv, where);
+    }
+    return OK;
+}
+
+/*
  * Clear ppconst constants.  Used when failing.
  */
     static void
@@ -5138,6 +5156,7 @@
 	    long	save_sourcing_lnum;
 	    int		start_ctx_lnum = cctx->ctx_lnum;
 	    int		save_lnum;
+	    int		status;
 
 	    if (next != NULL)
 	    {
@@ -5152,28 +5171,29 @@
 		return FAIL;
 	    }
 
-	    // TODO: use ppconst if the value is a constant and check
-	    // evaluating to bool
-	    generate_ppconst(cctx, ppconst);
-
-	    // Every part must evaluate to a bool.
 	    save_sourcing_lnum = SOURCING_LNUM;
 	    SOURCING_LNUM = start_lnum;
 	    save_lnum = cctx->ctx_lnum;
 	    cctx->ctx_lnum = start_ctx_lnum;
-	    if (bool_on_stack(cctx) == FAIL)
+
+	    status = check_ppconst_bool(ppconst);
+	    if (status == OK)
 	    {
-		cctx->ctx_lnum = save_lnum;
-		ga_clear(&end_ga);
-		return FAIL;
+		// TODO: use ppconst if the value is a constant
+		generate_ppconst(cctx, ppconst);
+
+		// Every part must evaluate to a bool.
+		status = (bool_on_stack(cctx));
+		if (status == OK)
+		    status = ga_grow(&end_ga, 1);
 	    }
 	    cctx->ctx_lnum = save_lnum;
-
-	    if (ga_grow(&end_ga, 1) == FAIL)
+	    if (status == FAIL)
 	    {
 		ga_clear(&end_ga);
 		return FAIL;
 	    }
+
 	    *(((int *)end_ga.ga_data) + end_ga.ga_len) = instr->ga_len;
 	    ++end_ga.ga_len;
 	    generate_JUMP(cctx, opchar == '|'
@@ -5196,6 +5216,12 @@
 
 	    p = may_peek_next_line(cctx, *arg, &next);
 	}
+
+	if (check_ppconst_bool(ppconst) == FAIL)
+	{
+	    ga_clear(&end_ga);
+	    return FAIL;
+	}
 	generate_ppconst(cctx, ppconst);
 
 	// Every part must evaluate to a bool.