Dot structures II: Multiple bonds
How to draw double and triple bonds using dots to represent valence electrons. Created by Jay.
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- what is the organic periodic table?(55 votes)
- It's simply a shortened version of the regular periodic table. It only lists common elements encountered in organic chemistry.(101 votes)
- How do you know what the shape of the whole molecule must be when you draw the dot structures for example if its linear or trigonal pyramidal because for CH20 when you wre explaining you drew the hydrogens next to the carbon and then for the final dot structure of CH20 the two hydrogens are at an angle? s how do you know that it should be that way when you're drawing it?(21 votes)
- You need to remember VSEPR theory from General Chemistry. If you have a carbon with 4 things bonded to it, it's sp3 hybridized and (from what you memorized in VSEPR) has a tetrahedral shape. If it has 3 things bonded to it, it's sp2 hybridized and is trigonal planar. If it has 2 things or 1 thing bonded to it, it's linear.(20 votes)
- What is the predictec geometry of no2-(20 votes)
However, it isn't as stable as something like CO2 (
O=C=O) since the right oxygen wants two bonds but gets one.
Alternatively, you can get NO2+ with
However, this isn't stable either, since you're forcing 4 bonds on the nitrogen when it wants 3.(1 vote)
- Does C(sub)2 exist?If it doesnt ,why nor?
Can't we draw it as
C(Four lines in between)C?(14 votes)
- Actually, that's not exactly true. In 2012, research was published showing that it is possible to have a quadruple bond on carbon: http://www.rsc.org/chemistryworld/news/2012/january/carbon-carbon-quadruple-bond.asp
However, this would be extraordinarily rare and has just been discovered recently, so for almost all purposes, stick with a single, double, or triple bond for carbon.
Some other elements, however (particularly a few transition metals) are known to form quintuple (5) and sextuple (6) bonds!(16 votes)
- If C is in group 4 for 4 valence electrons, what does the number 6 above it mean?(12 votes)
- The number above it is the number of protons that the element contains. It is called the Atomic Number or sometimes the Proton Number.(19 votes)
- In the dot diagram for C2H2, does the triple bond mean that the molecule is more likely to lose the hydrogen atoms than it is to lose the carbon atoms?(6 votes)
- A triple bond is really, really hard to break - so if you're talking about the C2H2 forming a new molecule and thus losing something, it would probably be the hydrogen. "Reppe chemistry" describes most of the compounds that C2H2 is used to form, if you want to have a look.(5 votes)
- At3:51why does carbon and oxygen donate the electron to the bond?(4 votes)
- When there is two single bonds would it be considered as one double bond? Or the other way around.(5 votes)
- If the 2 single bonds are connecting the same atoms then yes, it is one double bond.(4 votes)
- Is there a shortcut way to know by looking at a molecule if it will form a single, double, or triple covalent bond?(3 votes)
- I'm sure the only way of knowing is quickly sketching the lewis structure of the given molecule, keeping in mind about which elements will follow the octet rule and which ones won't (i.e, diatomic molecules such as Hydrogen, being able to have only 2 valence electrons). Then you can map out the electrons and you'll quickly know where there will be single, double, and/or triple bonds.(2 votes)
- At4:11, why does CH2O look like that? Couldn't a hydrogen bond to the oxygen and there be a triple bond between carbon and oxygen?(2 votes)
- No not really. That would have a formal charge of +2 on the oxygen (because you've given it 4 bonds when it only wants 2) where the formula doesn't have a charge.(4 votes)
- In the last video, we saw how to draw dot structures for molecules with single covalent bonds. In this video, we'll talk about multiple covalent bonds, and so we start the same way we did in the last video. If I wanted to draw out a dot structure for C2H4, I would find carbon over here, and once again, carbon in is group four, so it has four valence electrons, so I'm gonna go ahead and put in once carbon with four valence electrons, and I know I have another carbon in my dot structure. It also has four valence electrons, like that, and so immediately, I can see there's going to be a single covalent bond between my two carbons, like that. Four hydrogens, and I know that, since hydrogen is in group one on our periodic table, hydrogen has one valence electron. Now, it makes sense to go ahead and put two hydrogens on each carbon, so if I put one hydrogen over here and then another hydrogen on this carbon, I have two more hydrogens, and so I can go ahead and put in those two hydrogens on the carbon on the right. When I connect my dots, I can see that I have a bond between carbon and hydrogen here, and this is not the correct dot structure, because if you count up the number of electrons around carbons, let's go ahead and do it. Let's do the carbon on the left. I'm going to get two, four, six, and then seven electrons, so with only seven electrons around each carbon, carbon does not satisfy the octet rule, so the only way for carbon to get an octet of electrons around it would be if this magenta electron moved in here, and this electron moves in here to form a double covalent bond between those two carbons, and so now, instead of only having one bond between those carbons, now there are going to be two bonds around it like that, so I can go ahead and put in my hydrogens, so two on each carbon, and that is the correct dot structure for ethene or ethylene. We can double check by checking the octet rule here, so if I look at each carbon, there would be two electrons, four, six, and then eight, so each carbon is following the octet rule for my dot structure. Let's do one for CH20, so if I want to draw the dot structure for the molecular formula CH20, once again, I start with carbon in the center, so four valence electrons like that, and two hydrogens, so I'll just put one hydrogen over here on the left and another hydrogen over here on the right. Oxygen, let's go back to our organic periodic table to refresh our memory about how many valence electrons oxygen will have, and we can see it's in group six over here, so six valence electrons, so I can go ahead and put in my six valence electrons for oxygen, and so we'll go one, and then two, and then three, and then four, and then five, and then six, like that. And when I start connecting my bonds here, I know there's a bond between carbon and hydrogen on the left and I know there's a bond between carbon and hydrogen on the right. I know there's a bond between this carbon and oxygen, and unfortunately, I still don't have an octet of electrons around my carbon or around my oxygen, alright? So if I go ahead and highlight the electrons around carbon, once again, I have two, four, six, and then seven, so I still don't have an octet of electrons around carbon, and so I need to share an electron with oxygen here, so carbon is going to contribute an electron, and oxygen is going to contribute an electron like that, and so, instead of a single bond between carbon and oxygen, there's actually going to be a double bond, like that. There's still two lone pairs of electrons around that oxygen, and then I have my two hydrogens coming off of my carbon like that, so that is the correct dot structure for formaldehyde. We can go ahead and double check an octet. Alright, so if I look at this carbon here, it's gonna be two, four, six, and eight, and obviously, there's also an octet around that oxygen as well, so this is the dot structure for formaldehyde. Let's do one more example of a molecule with a multiple covalent bond, so C2H2. So, once again, carbon with four valence electrons, and I have two carbons this time, so I go ahead and put in my second carbon with four valence electrons like that. I can see, immediately, a single covalent bond between my two carbons. Now I have two hydrogens, so once again, I'm gonna put one hydrogen on the carbon on the left and connect that for a single covalent bond, and it would make sense to put the other hydrogen over here on the right and connect that for another bond. Now, once again, if I look at the valence electrons for carbon, I have a total of two, four, five, and six, and carbon wants to get to eight. It wants an octet, so it needs to share two more electrons, so each carbon needs to share two more electrons so each carbon can get to an octet, so we're gonna go ahead and move this electron in here, and this electron in here, and then we'd also have to move these electrons in here as well, so we're going to end up with a triple, a triple bond between my two carbon atoms there. So, if I go ahead and show now three bonds between my two carbons, and then a hydrogen on either side, we can double check the octets on the carbon here, so I'll get out the magenta again, so two, four, six, and eight, so there is now an octet, and so this is the correct dot structure for ethyne or acetylene, and so we've seen how to draw molecules with single and multiple covalent bonds, and next we're going to talk about the hybridization states of different molecules that contain carbon.