Organic chem, conventions and priorities.

[kenhung123]

2 chloro, 2 methyl, 3 hexen-4-ol

OR

2 chloro, 2 methyl, 4,3 hexenol

OR

2 chloro, 2 methyl, 4 hex-3-enol

OR

2 chloro, 2 methyl, hex-3-en-4-ol

Is it wrong if I started counting the other side? 5 chloro, 5 methyl ...

[stonecold]

5-chloro-5-methylhex-3-en-3-ol

i think

[the.watchman]

Safest option is definitely the third one you wrote, no ambiguity

[stonecold]

umm, aren't they all wrong?

the hydroxy and methyl/chloro are separated by a carbon, so it CAN'T be 2,3.

Anyway, rules as far as I know for priority are:

1. Functional groups (carboxyl>ester>hydroxyl>amine)
2. Bonds (double & tripple)
3. Alkyl halides (chloro/bromo/idio etc.)
4. Alkyl groups (methyl/ethyl etc.)

-Number carbons according to shortest distance to highest priority group/bond.
-Name molecule in alphabetical order, disregarding di/tri/tetra.

[physics]

from left to right cause functional groups r more important then bonds and halide groups

[kenhung123]

If functional groups are more important doesn't it mean you count from right?

[physics]

OH is a functional group
Cl is an alkyl halide

[the.watchman]

It's not exactly left to right, it's whatever combination of numbers is the least (eg. the least adding up)
And sorry, I was wrong, I was only thinking about the positions of the numbers (before the hex etc.)

I think it should be 2-chloro-2-methyl-hex-3-en-4-ol
But I'm not entirely sure now...

[physics]

5-chloro-5-methyl- hex-3-en-3-ol


now i'm unsure whether to name the stuff in front in alphabetical order if they belong to differnet catergories or to name them according to importance? can someone help me out

[kenhung123]

umm, aren't they all wrong?

the hydroxy and methyl/chloro are separated by a carbon, so it CAN'T be 2,3.

Anyway, rules as far as I know for priority are:

1. Functional groups (carboxyl>ester>hydroxyl>amine)
2. Bonds (double & tripple)
3. Alkyl halides (chloro/bromo/idio etc.)
4. Alkyl groups (methyl/ethyl etc.)

-Number carbons according to shortest distance to highest priority group/bond.
-Name molecule in alphabetical order, disregarding di/tri/tetra.

Yea you are right. My alcohol naming was wrong. Fixed. Thanks alot that priority list helps a lot

[kenhung123]

OH is a functional group
Cl is an alkyl halide

Im pretty sure Cl is a functional group part of haloalkanes

[stonecold]

It's definitely alphabetical order.  This is from Wiki:

When compounds contain more than one functional group, the order of precedence determines which groups are named with prefix or suffix forms. The highest precedence group takes the suffix, with all others taking the prefix form. However, double and triple bonds only take suffix form (-en and -yn) and are used with other suffixes.

Prefixed substituents are ordered alphabetically (excluding any modifiers such as di-, tri-, etc.), e.g. chlorofluoromethane, not fluorochloromethane. If there are multiple functional groups of the same type, either prefixed or suffixed, the position numbers are ordered numerically (thus ethane-1,2-diol, not ethane-2,1-diol.) The N position indicator for amines and amides comes before "1", e.g. CH3CH(CH3)CH2NH(CH3) is N,2-dimethylpropanamine.

Edit: Maybe anna is right.  I know the NEAP book puts alkyl groups ahead of alkyl halides.

e.g. it said methylcholoropentane, which is not in alphabetical order.  it was something like that.  but that is weird, as alkyl halides>alkyl groups.

this stuff is confusing!

[kenhung123]

hold on carboxyl can't have numbers

[physics]

um i'm saying as in if u have
amine and floro or something and since amine is more important than floro u put it first when naming it?
what happens if it was  ether and chloro
since in alhapbetical order it should be chloro ether blahahaha
but if we talk about its importance functional groups>halidealkyl groups do we name in ether chloro balahah regradless of the alpahbet? this is what i'm confused about d:

[happyhappyland]

carboxy is most important, so the suffix will always be like -oic. if there is a hydoxy group u dont call it alcohol its called .. hydroxy and if its amine, you call it amino as the prefix. all prefix are in alphabetical order, so u can have 1-amino-2-chloro-3,4-dimethybutanoic acid