Organic Compound naming practice

[sweetiepi]

Naming organic compounds can be tricky, and if you pursue a choose to pursue a chemistry-heavy degree later, chances are that you’ll have to keep the IUPAC nomenclature rules in the back of your mind at all times. Here’s a few compounds for y’all to practice naming.
(Disclaimer: some of these are outside the scope of VCE chem and their for people who want to extend themselves )

answers (don’t peak unless you’ve done it/are stuck)

pentanoic acid
2,3-diethyloctanoic acid
4-hydroxypentanoic acid

answer (don’t peak unless you’ve done it/are stuck)

ethanol
2-methylhex-3-enol
butan-2,4-diol

(note that I haven't done cis/trans for #2 for simplicity's sake, but bonus points if you do figure that out! )

(apologies if these look a bit different than what you're used to, the program I used to generate these made them look funny haha)

answer (don’t peak unless you’ve done it/are stuck)

heptanoate
3-ethylhexanoate
2-hydroxypropanoate

answer (don’t peak unless you’ve done it/are stuck)

pentanal
4-hydroxybutanal
4-hydroxy-4-methylpentanal

answer (don’t peak unless you’ve done it/are stuck)

ethanamine
3-methylbutanamine
4-amino-2-methylhexanoic acid

answer (don’t peak unless you’ve done it/are stuck)

ethanamide
2,2-diethylpentamide
2-pent-3-enamide
(Again, for simplicity's sake, I've left out the cis/trans, however bonus points for you if you figure it out! )

Small reminders:
The basics
Some of the basic IUPAC nomenclature rules are:
- The longest chain of carbon atoms bonded together is the parent chain of the hydrocarbon.
- The substituent (functional group) with the highest priority modifies the suffix of the parent hydrocarbon (such as pentan-1-oic acid for a pentane with a carboxylic acid bonded to the first carbon of the pentane, or butan-2-amine for a butane with an amine group attached to the second carbon of the butane).
- If there are multiple substituents, numbering the carbons occurs from the end closest to the functional group with the highest priority.
- Alphabetisation occurs without the multipliers; so prefixes such as di-, tri-, and tert- don’t get alphabetised (i.e. 3,3,4-triethyl-2,5-dimethylheptane alphabetises only the ethyl and methyl groups).

Priorities of functional groups
From the highest priority functional group to the lowest:
Carboxylic acids (have the ending -oic acid)
Esters (have the suffix -oate)
Amides (have the suffix -amide )
Aldehydes (have the suffix -anal)
Alcohols (have the suffix -ol, and the prefix hydroxy-)
Amines (have the suffix -amine, and the prefix amino-)
Alkene (has the infix -en-)
Alkyne (has the infix -yn-)
Alkyl Halides (i.e. C-Cl, C-Br) (have the prefix iodo- (for iodine), bromo- (for bromine), chloro- (for chlorine), fluoro- (for fluorine))
Alkane (has the infix -an-)

[RuiAce]

This brings back so many badmemories

[sweetiepi]

This brings back so many badmemories

What if I tell you I'm still living these bad memories?

[VanillaRice]

NIce post insanipi!
Just a note for those who are unfamiliar with the line structures used above (not covered in VCE chemistry):
1) Each vertex (bend) represents a carbon
2) Hydrogens (especially those bonded to carbons) are often omitted (invisible) - generally, if you see a carbon with less than 4 bonds coming off it, add enough hydrogens in your mind to make it 4
2) Each blank line ending represents a methyl (-CH₃) group

[sweetiepi]

NIce post insanipi!
Just a note for those who are unfamiliar with the line structures used above (not covered in VCE chemistry):
1) Each vertex (bend) represents a carbon
2) Hydrogens (especially those bonded to carbons) are often omitted (invisible) - generally, if you see a carbon with less than 4 bonds coming off it, add enough hydrogens in your mind to make it 4
2) Each blank line ending represents a methyl (-CH₃) group

VanillaRIce is correct, I have used what is known as the "skeletal" structures.
Another note with the hydrogens is that they are often only visible with atoms other than carbon, such as oxygen or nitrogen.

[RuiAce]

What if I tell you I'm still living these bad memories?

I pray for your very soul

[Bri MT]

Note to anyone using this for VCE practice that this is the VCAA dotpoint on naming:

• IUPAC systematic naming of organic compounds up to C8 with no more than two functional groups for a molecule, limited to non-cyclic hydrocarbons, haloalkanes, primary amines, alcohols (primary, secondary, tertiary), carboxylic acids and non-branched esters.

So naming some of these compounds is outside the scope of the exam (Doesn't stop it from being useful knowledge though!)

[sweetiepi]

Note to anyone using this for VCE practice that this is the VCAA dotpoint on naming:

• IUPAC systematic naming of organic compounds up to C8 with no more than two functional groups for a molecule, limited to non-cyclic hydrocarbons, haloalkanes, primary amines, alcohols (primary, secondary, tertiary), carboxylic acids and non-branched esters.

So naming some of these compounds is outside the scope of the exam (Doesn't stop it from being useful knowledge though!)

Thanks for bringing this up!
In particular, some of the ester questions and the amides you don't have to name, however it is good practice for any budding chemists/people who are up for the challenge!
(I sorta made some with more than 2 functional groups as well- please don't hurt me <3 )