diff --git a/manifest b/manifest
index 2c2e1cf..dd2fca3 100644
--- a/manifest
+++ b/manifest
@@ -1,5 +1,5 @@
-C Simplification\sof\sthe\snew\sJSON\sinsert/set\stest\scases.
-D 2023-11-30T16:17:09.157
+C Enhance\sjson_set()\sand\sjson_insert()\sso\sthat\sthey\screate\smissing\nsubstructure.
+D 2023-11-30T19:06:27.003
 F .fossil-settings/empty-dirs dbb81e8fc0401ac46a1491ab34a7f2c7c0452f2f06b54ebb845d024ca8283ef1
 F .fossil-settings/ignore-glob 35175cdfcf539b2318cb04a9901442804be81cd677d8b889fcc9149c21f239ea
 F LICENSE.md df5091916dbb40e6e9686186587125e1b2ff51f022cc334e886c19a0e9982724
@@ -688,7 +688,7 @@
 F src/hwtime.h f9c2dfb84dce7acf95ce6d289e46f5f9d3d1afd328e53da8f8e9008e3b3caae6
 F src/in-operator.md 10cd8f4bcd225a32518407c2fb2484089112fd71
 F src/insert.c 3f0a94082d978bbdd33c38fefea15346c6c6bffb70bc645a71dc0f1f87dd3276
-F src/json.c 8b509dead923cd44f31e4866d1024f1b602bdf01c9d41a08cc36aa5f1203fdf8
+F src/json.c 92cc05dcf87cdace6fbf2a76e0cb2b030f04ddb1819e024af4ce8885261b4cef
 F src/legacy.c d7874bc885906868cd51e6c2156698f2754f02d9eee1bae2d687323c3ca8e5aa
 F src/loadext.c 7432c944ff197046d67a1207790a1b13eec4548c85a9457eb0896bb3641dfb36
 F src/main.c 1b89f3de98d1b59fec5bac1d66d6ece21f703821b8eaa0d53d9604c35309f6f9
@@ -2145,8 +2145,8 @@
 F vsixtest/vsixtest.vcxproj.data 2ed517e100c66dc455b492e1a33350c1b20fbcdc
 F vsixtest/vsixtest.vcxproj.filters 37e51ffedcdb064aad6ff33b6148725226cd608e
 F vsixtest/vsixtest_TemporaryKey.pfx e5b1b036facdb453873e7084e1cae9102ccc67a0
-P 146c717c51940b2139befc45ac74e7a1c36ef3c32fd3cfe35b334488eebe6298
-R 8e1036414b3f5ed40f0248ecb25d6019
+P 04c0d5644372446c924a2e31a26edf51ddc563a1990d170b0ed4739e3e8b239b
+R 4a2861d7ab7860f80e426ce44e32c50f
 U drh
-Z df0518617355b4fc840dfe4615c492b7
+Z 1fffc27f10fd5ca429d5618946ebb513
 # Remove this line to create a well-formed Fossil manifest.
diff --git a/manifest.uuid b/manifest.uuid
index b89e5d4..7e844fc 100644
--- a/manifest.uuid
+++ b/manifest.uuid
@@ -1 +1 @@
-04c0d5644372446c924a2e31a26edf51ddc563a1990d170b0ed4739e3e8b239b
\ No newline at end of file
+cc7a641ab5ae739d31c24f0ad0caeb15a481a63fa8f13720718ea922c25862ff
\ No newline at end of file
diff --git a/src/json.c b/src/json.c
index b3b4f99..b8b01bf 100644
--- a/src/json.c
+++ b/src/json.c
@@ -3154,6 +3154,7 @@
   u32 i, j, k, nKey, sz, n, iEnd, rc;
   const char *zKey;
   u8 x;
+  static const u8 emptyObject[] = { JSONB_ARRAY, JSONB_OBJECT };
 
   if( zPath[0]==0 ){
     if( pParse->eEdit && jsonBlobMakeEditable(pParse, pParse->nIns) ){
@@ -3225,25 +3226,44 @@
     }
     if( j>iEnd ) return JSON_BLOB_ERROR;
     if( pParse->eEdit>=JEDIT_INS ){
-      u32 nIns;
-      u8 aLabel[16];
-      JsonParse ix;
+      u32 nIns;          /* Total bytes to insert (label+value) */
+      JsonParse v;       /* BLOB encoding of the value to be inserted */
+      JsonParse ix;      /* Header of the label to be inserted */
+      u8 aLabel[16];     /* Buffer space for ix */
       testcase( pParse->eEdit==JEDIT_INS );
       testcase( pParse->eEdit==JEDIT_SET );
       memset(&ix, 0, sizeof(ix));
       ix.aBlob = aLabel;
       ix.nBlobAlloc = sizeof(aLabel);
       jsonBlobAppendNodeType(&ix,JSONB_TEXTRAW, nKey);
-      if( jsonBlobMakeEditable(pParse, ix.nBlob+nKey+pParse->nIns) ){
-        nIns = ix.nBlob + nKey + pParse->nIns;
+      memset(&v, 0, sizeof(v));
+      if( zPath[i]==0 ){
+        v.nBlob = pParse->nIns;
+        v.aBlob = pParse->aIns;
+      }else{
+        v.nBlob = 1;
+        v.aBlob = (u8*)&emptyObject[zPath[i]=='.'];
+        v.eEdit = pParse->eEdit;
+        v.nIns = pParse->nIns;
+        v.aIns = pParse->aIns;
+        rc = jsonLookupBlobStep(&v, 0, &zPath[i], 0);
+        if( JSON_BLOB_ISERROR(rc) || v.oom ){
+          pParse->oom |= v.oom;
+          jsonParseReset(&v);
+          return rc;
+        }
+      }
+      if( jsonBlobMakeEditable(pParse, ix.nBlob+nKey+v.nBlob) ){
+        nIns = ix.nBlob + nKey + v.nBlob;
         jsonBlobEdit(pParse, j, 0, 0, nIns);
         memcpy(&pParse->aBlob[j], ix.aBlob, ix.nBlob);
         k = j + ix.nBlob;
         memcpy(&pParse->aBlob[k], zKey, nKey);
         k += nKey;
-        memcpy(&pParse->aBlob[k], pParse->aIns, pParse->nIns);
+        memcpy(&pParse->aBlob[k], v.aBlob, v.nBlob);
         if( pParse->delta ) jsonAfterEditSizeAdjust(pParse, iRoot);
       }
+      jsonParseReset(&v);
       return j;
     }
   }else if( zPath[0]=='[' ){
@@ -3292,12 +3312,31 @@
     }
     if( j>iEnd ) return JSON_BLOB_ERROR;
     if( k>0 ) return JSON_BLOB_NOTFOUND;
-    if( pParse->eEdit>=JEDIT_INS
-     && jsonBlobMakeEditable(pParse, pParse->nIns)
-    ){
+    if( pParse->eEdit>=JEDIT_INS ){
+      JsonParse v;
       testcase( pParse->eEdit==JEDIT_INS );
       testcase( pParse->eEdit==JEDIT_SET );
-      jsonBlobEdit(pParse, j, 0, pParse->aIns, pParse->nIns);
+      memset(&v, 0, sizeof(v));
+      if( zPath[i+1]==0 ){
+        v.aBlob = pParse->aIns;
+        v.nBlob = pParse->nIns;
+      }else{
+        v.nBlob = 1;
+        v.aBlob = (u8*)&emptyObject[zPath[i+1]=='.'];
+        v.eEdit = pParse->eEdit;
+        v.nIns = pParse->nIns;
+        v.aIns = pParse->aIns;
+        rc = jsonLookupBlobStep(&v, 0, &zPath[i+1], 0);
+        if( JSON_BLOB_ISERROR(rc) || v.oom ){
+          pParse->oom |= v.oom;
+          jsonParseReset(&v);
+          return rc;
+        }
+      }
+      if( jsonBlobMakeEditable(pParse, v.nBlob) ){
+        jsonBlobEdit(pParse, j, 0, v.aBlob, v.nBlob);
+      }
+      jsonParseReset(&v);
       if( pParse->delta ) jsonAfterEditSizeAdjust(pParse, iRoot);
       return j;
     }
@@ -3754,6 +3793,10 @@
   JsonParse *p
 ){
   int flgs;
+  if( p->oom ){
+    sqlite3_result_error_nomem(ctx);
+    return;
+  }
   flgs = SQLITE_PTR_TO_INT(sqlite3_user_data(ctx));
   if( flgs & JSON_BLOB ){
     sqlite3_result_blob(ctx, p->aBlob, p->nBlob,