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Topic: Sulfide nomenclature  (Read 2902 times)

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Offline Rutherford

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Sulfide nomenclature
« on: October 30, 2012, 12:18:24 PM »
CH3-S-CH2-CH2-CH3
Why is this compound called methyl-propyl-sulfide instead of methyl-1-propyl-sulfide? With the first name, we don't know to which C atom of the propyl group is the S attached.
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Offline discodermolide

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Re: Sulfide nomenclature
« Reply #1 on: October 30, 2012, 12:23:01 PM »
ChemDraw says it is a sulfane!
methyl(propyl)sulfane
A sulphide is a compound in which two carbon atoms are attached to a S atom      C-S-C
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Offline Rutherford

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Re: Sulfide nomenclature
« Reply #2 on: October 30, 2012, 12:24:20 PM »
Yes, it gave the same result to me, but I don't use the sulfane names. I want to know what is it about the sulfide name.
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Offline discodermolide

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Re: Sulfide nomenclature
« Reply #3 on: October 30, 2012, 12:37:55 PM »
Well if it was CH3-CH2-S-CH2-CH3, which is another possibility it would be diethylsuphide.
So the name infers how many carbons are attached to the S atom. in this case 1 and 3
« Last Edit: October 30, 2012, 01:27:01 PM by discodermolide »
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Offline Rutherford

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Re: Sulfide nomenclature
« Reply #4 on: October 30, 2012, 01:12:44 PM »
This possibility: CH3-S-CH(CH3)2 is the one that bothers me. This should be methyl-2-propyl-sulfide and the one in the original post methyl-1-propyl-sulfide, but it is called only methyl-propyl-sulfide.
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Offline discodermolide

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Re: Sulfide nomenclature
« Reply #5 on: October 30, 2012, 01:26:33 PM »
It is isopropyl(methyl)sulphide.
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Offline Rutherford

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Re: Sulfide nomenclature
« Reply #6 on: October 30, 2012, 02:12:59 PM »
Aren't the prefixes iso-, neo-, tert- and sec- excluded from the IUPAC nomenclature rules?
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Offline discodermolide

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Re: Sulfide nomenclature
« Reply #7 on: October 30, 2012, 02:15:00 PM »
not as far as I am aware!
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Offline Rutherford

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Re: Sulfide nomenclature
« Reply #8 on: October 30, 2012, 02:30:28 PM »
I thought the opposite. Then: CH3-S-CH2-CH2-CH3 is methyl-propyl-sulfide and CH3-S-CH(CH3)2 is isopropyl-methyl-sulphide as you wrote. Thanks again for the help.
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