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Advanced level organic chemistry PART 14.7: Structural isomers of molecular formula C3H6O2

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Doc Brown's Advanced Chemistry: Part 14.7

Carboxylic acid and ester structural isomers of molecular formula C3H6O2

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See also Examples of the effects of isomerism on the similarity or difference in the physical and chemical properties of structural isomers

and Examples of comparing the physical and chemical properties of R/S (optical) isomers (enantiomers)

The 3 aliphatic carboxylic acid and ester structural isomers of molecular formula C3H6O2 (Mr = 74)

(1) propanoic acid (propionic acid), , ,

(2) methyl ethanoate (methyl acetate), , , ,

(3) ethyl methanoate, (ethyl formate), structural formulae ,  

displayed formula , skeletal formula

There are also hydroxy-aldehydes, hydroxy-ketones and enols (enol-diols) with a C3H6O2 molecular formula

(4) 2-hydroxypropanal, CH3-CH(OH)-CHO  (this has a central chiral carbon and exhibits R/S isomerism)

and  3-hydroxypropanal, HO-CH2-CH2-CHO

(5) 1-hydroxypropan-2-one, (hydroxypropanone), HO-CH2-CO-CH3

(6) propene-1,2-diol, prop-1-ene-1,2-diol,  CH3C(OH)=CH-OH exhibits E/Z (cis/trans isomers) stereoisomerism

(7) propene-1,3-diol, prop-1-ene-1,3-diol, HOCH2CH=CH-OH exhibits E/Z (cis/trans isomers) stereoisomerism


Associated links

Index of sets of isomers for a given molecular formula

The molecular structure and naming of CARBOXYLIC ACIDS and DERIVATIVES, including isomers

INDEX of ALL revision notes on the chemistry of CARBOXYLIC ACIDS and DERIVATIVES

Isomerism: introduction, structural isomerism - chain, positional, functional group, tautomerism

Stereoisomerism: introduction, definition, priority rules, E/Z isomerism (cis/trans isomerism)

Stereoisomerism - R/S isomerism (optical isomerism) - definition - examples explained

index for all isomerism pages

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