Some confusion in IUPAC naming

[sgreen]

I am confused with IUPAC naming with more functional group -CHO, -COOH. What is the IUPAC naming of the following compound?

CH₃-CH₂-CH(CHO)-CH₂-COOH . I think it's 3-alpentanoic acid. Please help me to choose the right one.

 

[Iota]

I don't know, myself. But you might consider downloading 'Accelrys Draw', it's a free chemistry tool on which you can draw a molecule, then have it generate IUPAC names, MMRs etc.

 

Takes a while to get used to using but it's very useful, we use it at university.

[John Cuthber]

formyl pentanoic acid

[sgreen]

I don't know, myself. But you might consider downloading 'Accelrys Draw', it's a free chemistry tool on which you can draw a molecule, then have it generate IUPAC names, MMRs etc.

 

Takes a while to get used to using but it's very useful, we use it at university.

Thanks

 

 

formyl pentanoic acid

Thanks .Is it possible 3-ethyle-4-oxobutanoic acid or 3-alpentanoic acid? Please, please ensure .

Edited February 7, 2013 by sgreen

[John Cuthber]

An oxo pentanoic acid would have a ketone (rather than an aldehyde) group as well as an acid group.

Al is only used as a suffix, not a prefix

[sgreen]

An oxo pentanoic acid would have a ketone (rather than an aldehyde) group as well as an acid group.

Al is only used as a suffix, not a prefix

In case of Aldehyde, what is prefix except formyl- replacing in 3-alpentanoic acid?

[hypervalent_iodine]

Well, oxo really applies to any group with a =O in it, so were it another type of aldehyde attached to that structure, you would use oxo.

 

For instance, if we had something like this:

 

 

 

The carboxylic acid is still the parent functional group, which means it still ends in -oic acid. The aldehyde is at the 6 position and the ethyl group is at position 4, making the full name of the compound, 4-ethyl-6-oxohexanoic acid.

 

Edit: I agree with John that 2-formylpentanoic acid would be the name you would use for your compound, although I also think that 2-(oxomethyl)-pentanoic acid would be correct.

[sgreen]

Well, oxo really applies to any group with a =O in it, so were it another type of aldehyde attached to that structure, you would use oxo.

 

For instance, if we had something like this:

 

 

 

The carboxylic acid is still the parent functional group, which means it still ends in -oic acid. The aldehyde is at the 6 position and the ethyl group is at position 4, making the full name of the compound, 4-ethyl-6-oxohexanoic acid.

 

Edit: I agree with John that 2-formylpentanoic acid would be the name you would use for your compound, although I also think that 2-(oxomethyl)-pentanoic acid would be correct.

CH₃-CH₂-CH(CHO)-CH₂-COOH.... exactly 3-formylpentanoic acid or 2-formylpentanoic acid. And how it can be 2-(oxomethyl)-pentanoic acid? Would you please elaborate? IF YOU HAVE TIME..PLEASE

[hypervalent_iodine]

Sorry, I had meant to say 3-formylpentanoic acid / 3-(oxomethyl)-pentanoic acid.

[sgreen]

Sorry, I had meant to say 3-formylpentanoic acid / 3-(oxomethyl)-pentanoic acid.

Thanks a lot. I have unterstood 3-formylpentanoic acid. But why 3-(oxomethyl)-pentanoic acid? If you give the answer in more detail, it will be better for me.

[hypervalent_iodine]

The oxo prefix simply refers to =O. Oxomethyl means you have a =O attached to a methyl group, giving you the -CHO group. Having 3-(oxomethyl) means that the -CHO is attached to the 3 position, as in your compound.

[sgreen]

The oxo prefix simply refers to =O. Oxomethyl means you have a =O attached to a methyl group, giving you the -CHO group. Having 3-(oxomethyl) means that the -CHO is attached to the 3 position, as in your compound.

Thanks for quick reply. Now I get the clear understanding.