(function () { function textOf(el) { return (el && el.textContent || "").replace(/\s+/g, " ").trim(); } function resolveItemUrl() { var match = window.location.search.match(/[?&]item=(\d+)/); if (!match) { return null; } return window.location.origin + "/a-" + match[1] + "/"; } function loadAccordion() { var url = resolveItemUrl(); if (!url) { return Promise.resolve(null); } return new Promise(function (resolve, reject) { var xhr = new XMLHttpRequest(); xhr.open("GET", url, true); xhr.onload = function () { if (xhr.status < 200 || xhr.status >= 400) { reject(new Error("item page " + xhr.status)); return; } var doc = new DOMParser().parseFromString(xhr.responseText, "text/html"); resolve(doc.querySelector(".phywe-item-accordion")); }; xhr.onerror = function () { reject(new Error("item page network error")); }; xhr.send(); }); } function parseItemBlocks(scope, withQuantity) { if (!scope) { return []; } var rows = scope.querySelectorAll(".itemslist .row.itemblocks"); var items = []; for (var i = 0; i < rows.length; i++) { var cols = rows[i].children; if (!cols.length) { continue; } var nameLink = cols[0].querySelector("a"); var numberLink = cols[1] ? cols[1].querySelector("a") : null; var item = { name: textOf(nameLink || cols[0]), mappedTo: textOf(numberLink) }; if (withQuantity && cols[2]) { var qty = parseInt(textOf(cols[2]).replace(/[^\d]/g, ""), 10); item.quantity = isNaN(qty) ? textOf(cols[2]) : String(qty); } if (item.name) { items.push(item); } } return items; } function fillTable(tableId, items, withQuantity) { var table = document.getElementById(tableId); if (!table || !items.length) { return; } var tbody = table.querySelector("tbody"); for (var i = 0; i < items.length; i++) { var tr = document.createElement("tr"); var nameTd = document.createElement("td"); nameTd.style.width = "80%"; nameTd.textContent = items[i].name; tr.appendChild(nameTd); var numberTd = document.createElement("td"); numberTd.textContent = items[i].mappedTo; tr.appendChild(numberTd); if (withQuantity) { var qtyTd = document.createElement("td"); qtyTd.textContent = items[i].quantity || ""; tr.appendChild(qtyTd); } tbody.appendChild(tr); } var wrapper = table.parentElement; while (wrapper && wrapper.className.indexOf("printtablediv") === -1) { wrapper = wrapper.parentElement; } if (wrapper) { wrapper.style.display = ""; } } function stepTitle(stepEl) { if (!stepEl) { return ""; } var titleEl = stepEl.querySelector(".card-header button div") || stepEl.querySelector(".card-header button"); return textOf(titleEl); } function setHeadline(tableId, title) { var headline = document.querySelector("#" + tableId + " .printtableheadline"); if (headline && title) { headline.textContent = title; } } function parseMedia(scope) { if (!scope) { return []; } var rows = scope.querySelectorAll(".itemslist .row.itemblocks"); var items = []; for (var i = 0; i < rows.length; i++) { var cols = rows[i].children; if (!cols.length) { continue; } var nameLink = cols[0].querySelector("a"); var fileLink = cols[1] ? cols[1].querySelector("a") : null; var item = { name: textOf(nameLink || cols[0]), mappedTo: textOf(fileLink || cols[1]), quantity: cols[2] ? textOf(cols[2]) : "" }; if (item.name) { items.push(item); } } return items; } function fillFromAccordion(accordion) { if (!accordion) { return; } var versucheStep = accordion.querySelector('[data-step="versuche"]'); var versuche = parseItemBlocks(versucheStep, false); setHeadline("print-versuche", stepTitle(versucheStep)); fillTable("print-versuche", versuche, false); var lieferumfangStep = accordion.querySelector('[data-step="lieferumfang"]'); var lieferumfang = parseItemBlocks(lieferumfangStep, true); fillTable("print-lieferumfang", lieferumfang, true); var zubehoer = accordion.querySelector('[data-step="zubehoer"]'); var sections = zubehoer ? zubehoer.querySelectorAll(".card-body") : []; var notwendig = []; var empfohlen = []; for (var i = 0; i < sections.length; i++) { var items = parseItemBlocks(sections[i], false); if (sections[i].querySelector(".text-red, .icon-warning-black")) { notwendig = items; } else if (sections[i].querySelector(".text-green, .icon-Mehrwert_black")) { empfohlen = items; } } fillTable("print-zubehoer-notwendig", notwendig, false); fillTable("print-zubehoer-empfohlen", empfohlen, false); var mediaStep = accordion.querySelector('[data-step="media"]'); var media = parseMedia(mediaStep); setHeadline("print-media", stepTitle(mediaStep)); fillTable("print-media", media, true); } function start() { var itemUrl = resolveItemUrl(); if (!itemUrl) { setTimeout(function () { window.print(); }, 2000); return; } loadAccordion() .then(function (accordion) { fillFromAccordion(accordion); }) .catch(function (err) { if (window.console && console.warn) { console.warn("Accordion konnte nicht geladen werden:", resolveItemUrl(), err); } }) .then(function () { setTimeout(function () { window.print(); }, 500); }); } if (document.readyState === "loading") { document.addEventListener("DOMContentLoaded", start); } else { start(); } })();
 

Technical data


Keto-enol tautomerism of ethyl acetoacetate (3-oxobutanoicacid ethyl ester)

Article no: P1154000
<!DOCTYPE html PUBLIC "-//W3C//DTD XHTML 1.0 Transitional//EN" "http://www.w3.org/TR/xhtml1/DTD/xhtml1-transitional.dtd"> Unknown

Principle

Keto-enol tautomerism is understood in chemistry as the equilibrium between the structural form of an aldehyde and a ketone (the compounds must be constitution isomers). The name "enol" reflects the double bond (-en) and the OH group (-ol) in the molecular structure.

In this experiment, students learn a simple method of detection double and multiple bonds in organic substances and also to detect the keto-enol tautomerism for ethyl acetoacetate. Therefore bromine water is added to the ester solution and the double bond character of the enol form is detected. The use of bromine water for the detection of unsaturated hydrocarbons (for example, alkenes) allows to illustrate the double bond or multiple bond character of an organic compound. During the reaction the (intense) red-brown color of the bromine disappears and confirms the keto-enol tautomerism

 

Learning objectives

  • Keto-enol tautomerism
  • Properties of 3-oxobutanoic acid ethyl ester
  • Detection of double bonds with bromine

PHYWE Systeme GmbH & Co. KG
Robert-Bosch-Breite 10 – 37079 Göttingen – Germany
www.phywe.com
Contact