Ethene and Ethyne as Lewis Examples
Single, double and triple bonding in small hydrocarbons
Lesson 1049 of 4,500 · Bonding and Lewis Structures
Learning objectives
- Construct C₂H₄ and C₂H₂ Lewis diagrams
- Relate bond order to carbon's local valence count
Introduction
Methane shows carbon with four single bonds. Ethene and ethyne show how the same local carbon valence can be represented with multiple bonds. Their formulas have fewer hydrogens per carbon because some of carbon's bonding capacity is used in C=C or C≡C connections. Exact electron budgets make the drawings clear and prevent a double or triple line from being treated as decorative punctuation.
Core explanation
Ethene is C₂H₄. Two carbons contribute eight valence electrons and four hydrogens contribute four, for twelve total. Draw two carbons connected to each other and attach two H atoms to each carbon. Four C–H single bonds use eight electrons. One C–C single bond would use two more, leaving two electrons and leaving each carbon with only three bond-line shares, or six counted electrons. Put the remaining pair into an additional C–C bond line. The common structure is H₂C=CH₂: four C–H single bonds plus one C=C double bond. The bonds use 8 + 4 = 12 electrons, with no carbon lone pairs. Each C counts two C–H pairs and two C=C pairs, totaling eight.
Ethyne is C₂H₂. Two C atoms contribute eight and two H atoms contribute two, for ten valence electrons. Its skeleton is H–C–C–H. Two C–H bonds use four electrons and a provisional C–C single bond uses two. To give each carbon an octet with the remaining four electrons, represent two additional shared pairs between the carbons. The final H–C≡C–H diagram has two C–H single bonds using four electrons and one C≡C triple bond using six, exactly ten. Each carbon has one C–H line plus three C–C lines, or four line shares, giving formal charge zero.
Ethene and ethyne are called unsaturated because they have carbon–carbon multiple bonds, unlike ethane C₂H₆ with a C–C single bond only. The term is about a pattern of hydrogen count and bond multiplicity, not a statement that the molecules are incomplete or unstable. Reactions can add atoms across a multiple bond under suitable conditions, but the actual products depend on reagents and reaction pathways. The Lewis diagrams show likely reaction sites without specifying a rate or mechanism.
Bond order also has spatial implications. Each carbon in ethene has three electron domains in a basic model—two C–H bonds and one C=C region—so the local geometry is approximately trigonal planar. Each carbon in ethyne has two domains—one C–H bond and one C≡C region—so the chain is linear. A multiple bond counts as one directional region in basic shape prediction even though it contains more than one shared electron pair. The flat formulas do not by themselves convey all orbital details or restricted rotation.
Do not confuse molecular formula with structural formula. C₂H₄ states atom counts; H₂C=CH₂ shows the C=C connection. C₂H₂ likewise could be written simply as an atom inventory, but H–C≡C–H shows how those atoms are connected. Lewis notation is most informative when both line positions and any lone pairs or charges are displayed as needed.
Step-by-step reasoning
1. Count carbon and hydrogen valence electrons for each formula. 2. Place hydrogen terminally and connect the two carbon atoms. 3. Draw the required C–H single bonds first. 4. Use the remaining electrons in C–C bonding while giving each carbon an ordinary octet. 5. Check electron totals, carbon formal charges and a qualified shape prediction.
Visual explanation
Draw three formulas in a row: H₃C–CH₃, H₂C=CH₂ and HC≡CH. Write the C–C line counts one, two and three beneath them, and hydrogen counts six, four and two above them. Around one carbon in each, count four bond-line shares. Add a small planar triangle for ethene and straight axis for ethyne to separate electron-domain geometry from the simple printed formula.
Real-world analogy
A bridge can have one, two or three lanes allocated between the same pair of banks, leaving different room for side connections. The analogy helps track the trade-off between C–C bond lines and C–H bonds, but chemical multiple bonds are not independent parallel rods or traffic lanes.
Real-world example
Ethene is used as a starting material to make polyethylene through polymerization, which connects many ethene-derived units into long chains. The C=C bond helps identify where bonding changes during the process. A complete polymerization mechanism and material properties require more than the one-molecule Lewis diagram.
Why?
Why does ethyne have only one hydrogen on each carbon? The C≡C triple bond contributes three bond-line shares to each carbon. One additional C–H bond gives each carbon four shares and an ordinary octet; adding another H would exceed the neutral formula's electron and valence pattern.
Common misconception
“A double bond is just a thicker single bond in the drawing.” It represents two shared electron pairs and consumes four of the molecule's valence electrons. Its presence changes electron count, geometry and many reaction possibilities.
Worked example
Audit H₂C=CH₂. The formula supplies 2(4) + 4(1) = 12 electrons. Four C–H single bonds use eight and one C=C double bond uses four, so all twelve are represented. Each H has a duet. Each C is attached to two H by single bonds and to the other C by a double bond, counting 2 + 2 + 4 = 8 electrons around it. Its formal charge is 4 − 0 − 4 line shares = 0. If a student draws only H₂C–CH₂, each carbon has only three lines and the two unused electrons have no plausible lone-pair placement that gives the ordinary neutral ethene pattern; adding the second C–C line completes it.
Quick check
1. How many electron pairs connect the two carbon atoms in ethene and in ethyne? Answer: Ethene has two shared C–C pairs; ethyne has three shared C–C pairs.
Exam focus
Show hydrogen counts and electron budgets before choosing C–C bond order. Check four bond-line shares at each ordinary neutral carbon and count a multiple bond as one geometric domain. Avoid equating “unsaturated” with unstable or incomplete.
Advanced insight
Multiple bonds contain different kinds of orbital overlap in more detailed models, often labeled sigma and pi components. This helps explain why rotation around a C=C bond is restricted compared with rotation around many C–C single bonds. The Lewis double line records the total shared-pair count without displaying that orbital distinction.
Summary
Ethene uses twelve valence electrons in four C–H bonds and a C=C double bond. Ethyne uses ten in two C–H bonds and a C≡C triple bond. Both give ordinary carbon octets, while their different multiple bonds guide geometry and reactivity predictions.
Practice questions
1. What is ethene's valence-electron budget? Answer: Twelve: eight from two carbons and four from four hydrogens. 2. What is ethyne's C–C bond order in the usual Lewis diagram? Answer: Three, shown by a triple line between its carbon atoms. 3. Does a C=C region count as one or two electron domains around carbon in basic VSEPR? Answer: One directional domain, though it contains two shared electron pairs. 4. Why is C₂H₆ called saturated relative to C₂H₄ and C₂H₂? Answer: It has a C–C single bond and the corresponding larger hydrogen count.