{
  "vercy": "1.0-draft",
  "publication": {
    "status": "research-draft",
    "adjudicationStatus": "unreviewed",
    "publishableCanonical": false,
    "generatedAt": "2026-09-13T15:18:08Z",
    "providers": [
      "Claude"
    ],
    "breadth": "written by Claude from model knowledge without web access - no source was read, every claim is a lead to verify",
    "pass": 2,
    "wave": 4,
    "engine": "claude"
  },
  "metaModel": {
    "id": "THING-Q898367",
    "registryId": "vr.tr.rearrangement-reaction",
    "name": "rearrangement reaction",
    "version": "0.2.0-wave.4",
    "entryKind": "thing",
    "family": "Thing Registry",
    "domain": [
      "ACT.PRC"
    ],
    "status": "research-draft"
  },
  "canonicalUrl": "https://ver.cy/models/thing/q898367/",
  "model": {
    "registry_id": "vr.tr.rearrangement-reaction",
    "name": "rearrangement reaction",
    "purpose": "Let an agent explain rearrangement reactions and their mechanisms, relay the major named rearrangements and their uses from organic chemistry references, describe the variants the registry aliases name, and distinguish rearrangements from substitution, addition, elimination and isomerisation by other routes.",
    "definition": "An organic reaction in which the carbon skeleton of a molecule is rearranged to give a structural isomer, by migration of an atom or group, as in 1,2-rearrangements such as the Wagner-Meerwein and pinacol rearrangements, pericyclic sigmatropic shifts such as the Claisen rearrangement and its variants including the Eschenmoser-Claisen and Bellus-Claisen rearrangements, and the vinylcyclopropane rearrangement; rearrangements are classified by mechanism and are widely used in synthesis.",
    "what_it_is_for": "Transforming molecular skeletons in synthesis.",
    "affordances": [
      "explain the reaction class",
      "relay named rearrangements",
      "describe mechanisms",
      "distinguish related reactions"
    ],
    "distinguishing_features": [
      "Skeletal change",
      "Group migration",
      "Cationic, anionic or pericyclic",
      "Named variants"
    ],
    "appearance": "Not a visible object; a reaction shown by arrow-pushing diagrams.",
    "visual_identification": [
      "Reaction migrating an atom or group within a molecule",
      "1,2-rearrangement, Claisen rearrangement, Eschenmoser-Claisen, Bellus-Claisen, vinylcyclopropane rearrangement",
      "Substitution replaces groups; addition and elimination change saturation; other isomerisations may not migrate groups"
    ],
    "physical_properties": [
      {
        "quantity": "Claisen rearrangement",
        "typical_range": "1912",
        "unit": "year",
        "note": "Rainer Ludwig Claisen"
      },
      {
        "quantity": "Claisen type",
        "typical_range": "3,3-sigmatropic",
        "unit": "note",
        "note": ""
      },
      {
        "quantity": "vinylcyclopropane rearrangement",
        "typical_range": "to cyclopentene",
        "unit": "note",
        "note": "thermal"
      }
    ],
    "families_and_kinds": [
      "1,2-rearrangements such as Wagner-Meerwein, pinacol and Beckmann",
      "sigmatropic rearrangements such as Claisen, Cope and their variants",
      "Eschenmoser-Claisen and Bellus-Claisen variants",
      "vinylcyclopropane and other ring rearrangements",
      "anionic rearrangements such as Wittig and Stevens",
      "photochemical rearrangements"
    ],
    "related_models": [
      {
        "relation": "is a kind of",
        "target": "organic reaction",
        "why": "in registry terms"
      },
      {
        "relation": "is exemplified by",
        "target": "Claisen rearrangement",
        "why": "a sigmatropic shift"
      },
      {
        "relation": "is governed by",
        "target": "Woodward-Hoffmann rules",
        "why": "for pericyclic cases"
      },
      {
        "relation": "is contrasted with",
        "target": "substitution reaction",
        "why": "which replaces groups"
      }
    ],
    "identifiers": [],
    "standards_and_regulation": [
      "IUPAC nomenclature for reaction types"
    ],
    "failure_modes_and_hazards": [
      "Confusing rearrangement with other isomerisations",
      "Registry aliases mixing general classes and specific variants",
      "Unexpected rearrangements in synthesis"
    ],
    "in_scope": [],
    "out_of_scope": [],
    "characteristics": []
  },
  "sources": [],
  "structure": {
    "bundles": [
      {
        "id": "understand",
        "name": "Understand",
        "description": "What a rearrangement is.",
        "rationale": "Science.",
        "layers": [
          {
            "id": "definition",
            "name": "Definition",
            "description": "Definition.",
            "findings": [
              {
                "id": "definition-finding",
                "name": "Definition",
                "description": "Definition.",
                "questions": [
                  {
                    "text": "What is a rearrangement reaction, and how does it differ from substitution, addition, elimination and other isomerisations?",
                    "kind": "definition"
                  },
                  {
                    "text": "Is the question about the class, a mechanism, a named reaction or a synthesis?",
                    "kind": "boundary"
                  }
                ]
              }
            ]
          },
          {
            "id": "named",
            "name": "Named",
            "description": "Named rearrangements.",
            "findings": [
              {
                "id": "named-finding",
                "name": "Named",
                "description": "Named.",
                "questions": [
                  {
                    "text": "What are 1,2-rearrangements, the Claisen, Eschenmoser-Claisen and Bellus-Claisen rearrangements and the vinylcyclopropane rearrangement?",
                    "kind": "definition"
                  },
                  {
                    "text": "Which entry fits the specific reaction?",
                    "kind": "action"
                  }
                ]
              }
            ]
          }
        ]
      },
      {
        "id": "mechanism",
        "name": "Mechanism",
        "description": "Mechanisms.",
        "rationale": "Science.",
        "layers": [
          {
            "id": "cationic",
            "name": "Cationic",
            "description": "Cationic and anionic.",
            "findings": [
              {
                "id": "cationic-finding",
                "name": "Cationic",
                "description": "Cationic.",
                "questions": [
                  {
                    "text": "How do carbocation and carbanion rearrangements proceed?",
                    "kind": "provenance"
                  },
                  {
                    "text": "Which references are standard?",
                    "kind": "provenance"
                  }
                ]
              }
            ]
          },
          {
            "id": "pericyclic",
            "name": "Pericyclic",
            "description": "Pericyclic.",
            "findings": [
              {
                "id": "pericyclic-finding",
                "name": "Pericyclic",
                "description": "Pericyclic.",
                "questions": [
                  {
                    "text": "How do sigmatropic rearrangements follow orbital symmetry rules?",
                    "kind": "provenance"
                  },
                  {
                    "text": "Which sources are cited?",
                    "kind": "provenance"
                  }
                ]
              }
            ]
          }
        ]
      },
      {
        "id": "synthesis",
        "name": "Synthesis",
        "description": "Synthesis.",
        "rationale": "Application.",
        "layers": [
          {
            "id": "uses",
            "name": "Uses",
            "description": "Uses.",
            "findings": [
              {
                "id": "uses-finding",
                "name": "Uses",
                "description": "Uses.",
                "questions": [
                  {
                    "text": "How are rearrangements used to build rings and stereocentres in synthesis?",
                    "kind": "provenance"
                  },
                  {
                    "text": "Which entry fits total synthesis?",
                    "kind": "action"
                  }
                ]
              }
            ]
          },
          {
            "id": "control",
            "name": "Control",
            "description": "Control.",
            "findings": [
              {
                "id": "control-finding",
                "name": "Control",
                "description": "Control.",
                "questions": [
                  {
                    "text": "How are selectivity and side rearrangements controlled?",
                    "kind": "provenance"
                  },
                  {
                    "text": "Which entry fits stereoselectivity?",
                    "kind": "action"
                  }
                ]
              }
            ]
          }
        ]
      },
      {
        "id": "context",
        "name": "Context",
        "description": "History.",
        "rationale": "Context.",
        "layers": [
          {
            "id": "history",
            "name": "History",
            "description": "History.",
            "findings": [
              {
                "id": "history-finding",
                "name": "History",
                "description": "History.",
                "questions": [
                  {
                    "text": "How were the classic rearrangements discovered and explained?",
                    "kind": "provenance"
                  },
                  {
                    "text": "Which entry fits the history of organic chemistry?",
                    "kind": "action"
                  }
                ]
              }
            ]
          },
          {
            "id": "biology",
            "name": "Biology",
            "description": "Biology.",
            "findings": [
              {
                "id": "biology-finding",
                "name": "Biology",
                "description": "Biology.",
                "questions": [
                  {
                    "text": "Where do rearrangements occur in biosynthesis?",
                    "kind": "provenance"
                  },
                  {
                    "text": "Which entry fits biosynthesis?",
                    "kind": "action"
                  }
                ]
              }
            ]
          }
        ]
      }
    ]
  },
  "openQuestions": [
    "Should the Claisen rearrangement and 1,2-rearrangement be separate primary entries?",
    "How should organic chemistry references be linked?",
    "The registry entry has merged aliases naming classes and specific variants; should they be split off?"
  ],
  "statistics": {
    "bundles": 4,
    "layers": 8,
    "findings": 8,
    "questions": 16
  }
}