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Ochem Question

M

magomago

Lifer
...........CH3.................
............|.....................
CH3CH0CH2CH2CHCH3
.......|..........................
......CH3......................


Okay i said 2-isopropoxypentane and I was right according to the book's answers in the back

but lets say I choose not to name it as isopropoxy

can I use the name

1,1-methyl-(1-methylethoxy)butane

or not? I mainly ask this because I prefer to follow the standards
 
One of my friends asked me to help him with one of his Pchem problems...I quickly shat myself from the complexity of the problem and the lack of numbers.

That doesn't help you at all but if you have to do Pchem ever, be scared, be very scared.
 
Originally posted by: magomago
...........CH3.................
............|.....................
CH3CH0CH2CH2CHCH3
.......|..........................
......CH3......................


Okay i said 2-isopropoxypentane and I was right according to the book's answers in the back

but lets say I choose not to name it as isopropoxy

can I use the name

1,1-methyl-(1-methylethoxy)butane

or not? I mainly ask this because I prefer to follow the standards
Click to expand...

I can't read this correctly because I think you have an extra H next to the oxygen but my understanding of IUPAC is that the Ethers has priority when counting the carbon chains so you start and count two carbons for the 2-isopropoxupentane.
 
Originally posted by: chowderhead
Originally posted by: magomago
...........CH3.................
............|.....................
CH3CH0CH2CH2CHCH3
.......|..........................
......CH3......................


Okay i said 2-isopropoxypentane and I was right according to the book's answers in the back

but lets say I choose not to name it as isopropoxy

can I use the name

1,1-methyl-(1-methylethoxy)butane

or not? I mainly ask this because I prefer to follow the standards
Click to expand...

I can't read this correctly because I think you have an extra H next to the oxygen but my understanding of IUPAC is that the Ethers has priority when counting the carbon chains so you start and count two carbons for the 2-isopropoxupentane.
Click to expand...

ah yes you are right, i do have an extra H next to the oxygen 😉

Like I stated earlier...I also said isoproproxy..bur IF i didn't want to name it isopropoxy, could i go the "longer" method?
 
..........CH3.................
...........|.....................
CH3C0CHCH2CH2CH3
.......|..........................
......CH3......................

OKAY...thats it for sure
 
because it is a two carbon chain on the left hand side so that is why it is 2-isopropoxy not a 1 carbon with 3 substituents. You always go with the longest chain IIRC for naming convention.
 
Wow, that picture does not come across well. This structure works better for me:

C-C-C
__O
C-C-C-C-C

(No hydrogens, obviously... ignore the underscores)

Anyway, your alternative name doesn't work It requires two carbons to both be "1". You could use a name with "oxa", though it's usually reserved for more complex systems. 2,4-dimethyl-3-oxaheptane would work. The longest chain is 7 atoms ("heptane"), it has two methyl substituents ("2,4-dimethyl"), and the 3rd atom is oxygen ("3-oxa"). That name would be preferred to the one using larger numbers (4,6-dimethyl-5-oxaheptane), though both are understandable.
 
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