<< Chapter < Page Chapter >> Page >

Writing lewis structures

NASA’s Cassini-Huygens mission detected a large cloud of toxic hydrogen cyanide (HCN) on Titan, one of Saturn’s moons. Titan also contains ethane (H 3 CCH 3 ), acetylene (HCCH), and ammonia (NH 3 ). What are the Lewis structures of these molecules?

Solution

  1. Calculate the number of valence electrons.
    HCN: (1 × 1) + (4 × 1) + (5 × 1) = 10
    H 3 CCH 3 : (1 × 3) + (2 × 4) + (1 × 3) = 14
    HCCH: (1 × 1) + (2 × 4) + (1 × 1) = 10
    NH 3 : (5 × 1) + (3 × 1) = 8
  2. Draw a skeleton and connect the atoms with single bonds. Remember that H is never a central atom:
    Four Lewis structures are shown. The first structure shows a carbon atom single bonded to a hydrogen atom and a nitrogen atom. The second structure shows two carbon atoms single bonded to one another. Each is single bonded to three hydrogen atoms. The third structure shows two carbon atoms single bonded to one another and each single bonded to one hydrogen atom. The fourth structure shows a nitrogen atom single bonded to three hydrogen atoms.
  3. Where needed, distribute electrons to the terminal atoms:
    Four Lewis structures are shown. The first structure shows a carbon atom single bonded to a hydrogen atom and a nitrogen atom, which has three lone pairs of electrons. The second structure shows two carbon atoms single bonded to one another. Each is single bonded to three hydrogen atoms. The third structure shows two carbon atoms single bonded to one another and each single bonded to one hydrogen atom. The fourth structure shows a nitrogen atom single bonded to three hydrogen atoms.
    HCN: six electrons placed on N
    H 3 CCH 3 : no electrons remain
    HCCH: no terminal atoms capable of accepting electrons
    NH 3 : no terminal atoms capable of accepting electrons
  4. Where needed, place remaining electrons on the central atom:
    Four Lewis structures are shown. The first structure shows a carbon atom single bonded to a hydrogen atom and a nitrogen atom, which has three lone pairs of electrons. The second structure shows two carbon atoms single bonded to one another. Each is single bonded to three hydrogen atoms. The third structure shows two carbon atoms, each with a lone pair of electrons, single bonded to one another and each single bonded to one hydrogen atom. The fourth structure shows a nitrogen atom with a lone pair of electrons single bonded to three hydrogen atoms.
    HCN: no electrons remain
    H 3 CCH 3 : no electrons remain
    HCCH: four electrons placed on carbon
    NH 3 : two electrons placed on nitrogen
  5. Where needed, rearrange electrons to form multiple bonds in order to obtain an octet on each atom:
    HCN: form two more C–N bonds
    H 3 CCH 3 : all atoms have the correct number of electrons
    HCCH: form a triple bond between the two carbon atoms
    NH 3 : all atoms have the correct number of electrons
    Four Lewis structures are shown. The first structure shows a carbon atom single bonded to a hydrogen atom and a nitrogen atom, which has three lone pairs of electrons. Two curved arrows point from the nitrogen to the carbon. Below this structure is the word “gives” and below that is the same structure, but this time there is a triple bond between the carbon and nitrogen. The second structure shows two carbons single bonded to one another and each single bonded to three hydrogen atoms. The third structure shows two carbon atoms, each with a lone pair of electrons, single bonded to one another and each single bonded to one hydrogen atom. Two curved arrows point from the carbon atoms to the space in between the two. Below this structure is the word “gives” and the same structure, but this time with a triple bond between the two carbons. The fourth structure shows a nitrogen atom with a lone pair of electrons single bonded to three hydrogen atoms.

Check your learning

Both carbon monoxide, CO, and carbon dioxide, CO 2 , are products of the combustion of fossil fuels. Both of these gases also cause problems: CO is toxic and CO 2 has been implicated in global climate change. What are the Lewis structures of these two molecules?

Answer:

Two Lewis structures are shown. The left shows a carbon triple bonded to an oxygen, each with a lone electron pair. The right structure shows a carbon double bonded to an oxygen on each side. Each oxygen has two lone pairs of electrons.
Got questions? Get instant answers now!

Fullerene chemistry

Carbon soot has been known to man since prehistoric times, but it was not until fairly recently that the molecular structure of the main component of soot was discovered. In 1996, the Nobel Prize in Chemistry was awarded to Richard Smalley ( [link] ), Robert Curl, and Harold Kroto for their work in discovering a new form of carbon, the C 60 buckminsterfullerene molecule ( [link] ). An entire class of compounds, including spheres and tubes of various shapes, were discovered based on C 60. This type of molecule, called a fullerene, shows promise in a variety of applications. Because of their size and shape, fullerenes can encapsulate other molecules, so they have shown potential in various applications from hydrogen storage to targeted drug delivery systems. They also possess unique electronic and optical properties that have been put to good use in solar powered devices and chemical sensors.

A photo of Richard Smalley is shown.
Richard Smalley (1943–2005), a professor of physics, chemistry, and astronomy at Rice University, was one of the leading advocates for fullerene chemistry. Upon his death in 2005, the US Senate honored him as the “Father of Nanotechnology.” (credit: United States Department of Energy)

Exceptions to the octet rule

Many covalent molecules have central atoms that do not have eight electrons in their Lewis structures. These molecules fall into three categories:

  • Odd-electron molecules have an odd number of valence electrons, and therefore have an unpaired electron.
  • Electron-deficient molecules have a central atom that has fewer electrons than needed for a noble gas configuration.
  • Hypervalent molecules have a central atom that has more electrons than needed for a noble gas configuration.

Questions & Answers

how does the planets on our solar system orbit
cheten Reply
how many Messier objects are there in space
satish Reply
did you g8ve certificate
Richard Reply
what are astronomy
Issan Reply
Astronomy (from Ancient Greek ἀστρονομία (astronomía) 'science that studies the laws of the stars') is a natural science that studies celestial objects and phenomena. It uses mathematics, physics, and chemistry in order to explain their origin and evolution.
Rafael
vjuvu
Elgoog
what is big bang theory?
Rosemary
what type of activity astronomer do?
Rosemary
No
Richard
the big bang theory is a theory which states that all matter was compressed together in one place the matter got so unstable it exploded releasing All its contents in the form of hydrogen
Roaul
I want to be an astronomer. That's my dream
Astrit
Who named the the whole galaxy?
Shola Reply
solar Univers
GPOWER
what is space
Richard
what is the dark matter
Richard
what are the factors upon which the atmosphere is stratified
Nicholas Reply
is the big bang the sun
Folakemi Reply
no
Sokak
bigbang is the beginning of the universe
Sokak
but thats just a theory
Sokak
nothing will happen, don't worry brother.
Vansh
what does comet means
GANGAIN Reply
these are Rocky substances between mars and jupiter
GANGAIN
Comets are cosmic snowballs of frozen gases , rock and dust that orbit the sun. They are mostly found between the orbits of Venus and Mercury.
Aarya
hllo
John
hi
John
qt rrt
John
r u there
John
hey can anyone guide me abt international astronomy olympiad
sahil
how can we learn right and true ?
Govinda Reply
why the moon is always appear in an elliptical shape
Gatjuol Reply
Because when astroid hit the Earth then a piece of elliptical shape of the earth was separated which is now called moon.
Hemen
what's see level?
lidiya Reply
Did you mean eye sight or sea level
Minal
oh sorry it's sea level
lidiya
according to the theory of astronomers why the moon is always appear in an elliptical orbit?
Gatjuol
hi !!! I am new in astronomy.... I have so many questions in mind .... all of scientists of the word they just give opinion only. but they never think true or false ... i respect all of them... I believes whole universe depending on true ...থিউরি
Govinda
hello
Jackson
hi
Elyana
we're all stars and galaxies a part of sun. how can science prove thx with respect old ancient times picture or books..or anything with respect to present time .but we r a part of that universe
w astronomy and cosmology!
Michele
another theory of universe except big ban
Albash Reply
how was universe born
Asmit Reply
there many theory to born universe but what is the reality of big bang theory to born universe
Asmit
what is the exact value of π?
Nagalakshmi
by big bang
universal
there are many theories regarding this it's on you believe any theory that you think is true ex. eternal inflation theory, oscillation model theory, multiple universe theory the big bang theory etc.
Aarya
I think after Big Bang!
Michele
from where on earth could u observe all the stars during the during the course of an year
Karuna Reply
I think it couldn't possible on earth
Nagalakshmi
in this time i don't Know
Michele
is that so. the question was in the end of this chapter
Karuna
in theory, you could see them all from the equator (though over the course of a year, not at pne time). stars are measured in "declination", which is how far N or S of the equator (90* to -90*). Polaris is the North star, and is ALMOST 90* (+89*). So it would just barely creep over the horizon.
Christopher
Got questions? Join the online conversation and get instant answers!
Jobilize.com Reply
Practice Key Terms 9

Get Jobilize Job Search Mobile App in your pocket Now!

Get it on Google Play Download on the App Store Now




Source:  OpenStax, Chemistry. OpenStax CNX. May 20, 2015 Download for free at http://legacy.cnx.org/content/col11760/1.9
Google Play and the Google Play logo are trademarks of Google Inc.

Notification Switch

Would you like to follow the 'Chemistry' conversation and receive update notifications?

Ask