diff --git a/internal/string.h b/internal/string.h
index 546a0ac9a7..d010669ca8 100644
--- a/internal/string.h
+++ b/internal/string.h
@@ -42,6 +42,7 @@ size_t rb_str_memsize(VALUE);
 char *rb_str_to_cstr(VALUE str);
 const char *ruby_escaped_char(int c);
 void rb_str_make_independent(VALUE str);
+int rb_enc_str_coderange_scan(VALUE str, rb_encoding *enc);
 
 static inline bool STR_EMBED_P(VALUE str);
 static inline bool STR_SHARED_P(VALUE str);
diff --git a/ruby.c b/ruby.c
index 3358068bbb..818161710c 100644
--- a/ruby.c
+++ b/ruby.c
@@ -1680,7 +1680,11 @@ tty_enabled(void)
 static VALUE
 copy_str(VALUE str, rb_encoding *enc, bool intern)
 {
-    if (!intern) return rb_enc_associate(rb_str_dup(str), enc);
+    if (!intern) {
+        if (rb_enc_str_coderange_scan(str, enc) == ENC_CODERANGE_BROKEN)
+            return 0;
+        return rb_enc_associate(rb_str_dup(str), enc);
+    }
     return rb_enc_interned_str(RSTRING_PTR(str), RSTRING_LEN(str), enc);
 }
 
@@ -1916,7 +1920,7 @@ process_options(int argc, char **argv, ruby_cmdline_options_t *opt)
 	    if (newpath == path) continue;
 	    path = newpath;
 #else
-	    path = copy_str(path, lenc, !mark);
+	    if (!(path = copy_str(path, lenc, !mark))) continue;
 #endif
 	    if (mark) rb_ivar_set(path, id_initial_load_path_mark, path);
             if (!modifiable) {
@@ -1934,8 +1938,7 @@ process_options(int argc, char **argv, ruby_cmdline_options_t *opt)
         bool modified = false;
         for (long i = loaded_before_enc; i < RARRAY_LEN(loaded_features); ++i) {
 	    VALUE path = RARRAY_AREF(loaded_features, i);
-            if (rb_enc_get(path) == IF_UTF8_PATH(uenc, lenc)) continue;
-            path = copy_str(path, IF_UTF8_PATH(uenc, lenc), true);
+            if (!(path = copy_str(path, IF_UTF8_PATH(uenc, lenc), true))) continue;
             modified = true;
 	    RARRAY_ASET(loaded_features, i, path);
         }
diff --git a/string.c b/string.c
index 299d506004..78e2ba923f 100644
--- a/string.c
+++ b/string.c
@@ -724,6 +724,12 @@ enc_coderange_scan(VALUE str, rb_encoding *enc, int encidx)
     }
 }
 
+int
+rb_enc_str_coderange_scan(VALUE str, rb_encoding *enc)
+{
+    return enc_coderange_scan(str, enc, rb_enc_to_index(enc));
+}
+
 int
 rb_enc_str_coderange(VALUE str)
 {