IUPAC Nomenclature of Alkenes and Alkynes

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[@kevinkaria7057]

4:43 Professor Dave I think that the higher priority would be given to a double bond rather than a triple bond while naming a compound with a double bond and a triple bond at the same position from either side. Please solve my ambiguity! Also your teaching style is awesome and far better than the IIT JEE tutions here in India!

[@alitornado2]

Yeah dude! The priority goes to the double bond first! Then comes triple bond and then single bond!

[@CabbageSandwich]

@@alitornado2 The correct answer is both. This video is slightly dated on its naming conventions. With some new IUPAC conventions since this video came out 7 years ago, we treat the en and yne suffixs the same way he treats the alcohol suffix in this video, except stacked in the same name, ill show you below. Additionally because of this change, we don't use "#-(carbons)(ene)" anymore. e.g "3-ethene" If we want to specify the position of a double bond in ethene, we input a space into the name, for instance, "2-chloro eth-1-ene". This also allows us to use stereochemistry modifiers E and Z to signify cis and trans double or triple bonds like this, "3-chloro pent-1(Z)-yne", a 5 carbon chain with a chlorine on the third carbon, and that has a bent first carbon on a triple bond at the number 1 carbon. To answer your question though. An actual name of a six carbon chain with a double and triple bond on the ends is "hex-1(E/Z)-en-6(E/Z)-yne". Where the E/Z considers the stereochemistry of the bond *e.g whether the first/last carbon is on the same side or opposite side from carbon #3 / #4 respectively. You can consult some various sources for this on the new Blue Book rules but I used this one. www.masterorganicchemistry.com/2011/02/14/table-of-functional-group-priorities-for-nomenclature/

[@nayachi341]

@@CabbageSandwich hello, i have a query regarding the same, if a triple bond is closer than the double bond, then from which way the numbering should start?

[@CabbageSandwich]

IUPAC convention is that naming would start from the end closer to the triple bond. depending on exactly what you mean here.

[@gbadebosamson8423]

I think double bound should be given higher priority .I just watch a video where it was given

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[@Sleepiful]

Enjoying the videos so far. I was confused what happens if the double or triple bond is not on the longest chain. As far as I understand from a quick search, it's the longest chain containing the double or triple bond which is used for numbering.

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Thank you, Professor Dave, thanks to you I can learn Alkynes of useful stuff.

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Hey Professor Dave, can you make a video on IUPAC of ethers? Your videos are extremely helpful. Thank you so much!!!

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[@helmetongrass1893]

just remember guys that the priority order for lowest occurance and in the selection of the principal carbon chain is Functional group (like OH, COOH, etc...) > unsaturated bond (double and triple bond)> Longest carbon chain (number of carbon atoms) > substituent groups (like F, Cl, Br, I, methyl, ethyl, etc...)

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Thank you again profs , have to submit answers to 100+ questions on IUPAC naming tommorow =w=

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You are best prof please sir I wish to ask if it's hept-3-yne or 3-heptene I love you sir God bless you

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Hello sir! Love your teachings always, it is much easier and clearer than my profs at school who makes it more difficult to understand. Anyways i do have one question to clarify. Aren''t alcohols termed as OH? 😶

[@ProfessorDaveExplains]

an OH is a hydroxyl group, and a molecule with a hydroxyl group is called an alcohol

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[@dieselguitar1440]

Other sources are saying that alkenes and alkynes have the same priority but priority is given to alkenes for alphabetization in the event of a tie. I may have misread them.

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Thanks

[@mytech6779]

Now this has two longest carbon chains so why isn't this 5-chloro-4-methyl-3-hepten-3-ethanol?(Or 5-chloro-3-ethaanol-4-methyl-3heptene)?

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[@YandreYak]

the -ane -ene -yne suffixes in phonetical languages are somewhat mixed up. Alkan Alken Alkin (respec.) is what it would sound like in slavic forms and would not directly correspond to EN pronunciation. also, different languages (non-roman) would have the alphabetical order slightly altered , so I guess IUPAC also corresponds to language conversion or needs to be adjusted to its EN form

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[@ceciliaalicona1704]

I had a problem on a test that I didn't understand when naming. The compound is 4-chloro-1-methyl-2-propylcyclohexane. Why does the count in counting the carbon chain starts with the methyl and not the chlorine? I thought since Chlorine not being a carbon chain would take priority in naming, then I would counts backwards making the propyl third and the methyl fourth. Could you explain why the priority. Thanks. Love watching your videos.

[@ProfessorDaveExplains]

so for cyclic compounds its totally different, check out my tutorial on IUPAC for cyclic compounds!

[@knarfamoranemix6030]

What if there is more than one carbon chain with the maximum length ? In the last example there are 2 of length 7 that would lead to different names.

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[@aubreymacasinag1340]

Sir is it still necessary that you will put 1 before pentene?

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[@steffaniesainato5322]

Quick question. In the Alkene example you labled the substituent double bond 1-1-pentene. How come on this one it is not 3-3-3-heptyne, and it's just 3-heptyne?

[@ProfessorDaveExplains]

that's an L for the end of methyl! it's just 1-pentene. we need just one number to indicate the location of the pi bond(s).

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[@ninjanahja8421]

Love your work man! But our professor told us Alkynes have the lowest priority..

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If I only knew this video exists, I wouldn't have headache back then :D

[@victorzoma2749]

Why hydroxyl given highest priority? 😊logic behind please!

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Prof explain on eclipse and staggered conformation

[@ProfessorDaveExplains]

+bonface chwara check out my clip on conformational analysis of ethane and butane!

[@davidkeyes3540]

I also wanted to ask-- why are we not including Z/E stereoisomerism in this IUPAC name?

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[@medicalanimal1479]

4:46 If you took the two Carbon atoms below the Hydroxyl group for the main chain, the main chain would also be made up of 7 carbon atoms. Why is one taken over the other as a main chain? 🤔

[@samanthagalbo3528]

Hydroxyl groups are the biggest naming priority in this molecule, so the hydroxyl group needs to be on the main chain!

[@0oYCRo0]

Hi Prof. Dave. I wanted to ask, can we start by numbering the chain from the carbon that's below the alcohol (The one you called 3-ethyl), instead of the one that's right next to it?

[@ProfessorDaveExplains]

nope! longest carbon chain must contain the hydroxyl group.

[@stan9095]

Glad someone already asked this question. So in that case location of the hydroxyl constinutent indicates the main carbon chain? Sweet

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[@Knolittle-04]

Regarding to that 1 on pente-1-nol in your next video of cyclic compounds you said it is implied that the hydroxyl group is on carbon1 thereby not writing the 1 on the final answer but here you wrote it there may i get to understand why?is it because that one was a cyclic and this one isn't....am confused now about numbering compounds with functional groups 😭

[@akashsunil7464]

professor Dave what if there an alkene and an alkyne together in the compound what do we do ??????

[@rajmalhotra3964]

in your last example, do you need the Z?

[@ProfessorDaveExplains]

yep good call! i get to E/Z a little later in the series.

[@JespMusic]

Yes 3 Zusammen. There is also chirality on the 5 carbon, so 5S3Z

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[@harishsasankarm9428]

Why did you use the dash and hash (whatever it is) in place of actual methyl line representing the Methyls in the first formula of Alkenes?

[@ProfessorDaveExplains]

check out the first tutorial in this organic chemistry playlist, it explains the dash and wedge notation

[@JayAgustin-ic5cl]

aren’t they all alphabetically ordered? h should come first before m, right?

[@tj7935]

I don't understand why you identify the longest carbon chain starting with the end that had the hydroxyl group and not with the one that ends in a carbon. Both would have given you a 7 carbon molecule. Can you elaborate please?

[@ProfessorDaveExplains]

have to number so as to give hydroxyl occurring soonest, it takes priority

[@Burch1955]

Okay, you stopped one example too soon. Take the heptane derivative in the last example. One could count a seven carbon chain from the ethyl substituent, the one that's not ethanol. Then you would have an ethyl alcohol at position 3. I assume because doing it the way you illustrate it lowers the number of the first named substituent: 1-ol. But suppose we had a chlorine attached to the lower, left, end carbon. What then? Also How would one number side chains? In my modification, one of the two eth* chains becomes secondary to the hep* chain. Are those numbered starting from the point of attachment and moving away? Otherwise a very clear and concise description of a potentially very confusing topic.

[@Burch1955]

Answering my own question, I found this... 6. If chains of equal length are competing for selection as the parent chain, then the choice goes in series to: a) the chain which has the greatest number of side chains. b) the chain whose substituents have the lowest- numbers. c) the chain having the greatest number of carbon atoms in the smaller side chain. d)the chain having the least branched side chains.