Other Reactions of Organic Compounds Flashcards
organic compounds that has the hydroxyl group, OH.
alcohol
general formula of alcohol
R-OH
three types of alcohol
primary
secondary
tertiary
soluble in water but as the number of carbon chain increases, the solubility in water decreases
Low MW alcohol
weak acid because of their capability to donate H directly bonded to O
alcohol
what happens to alcohol when they are dehydrated
alkene
what happens to alcohol if they are oxidized
ketones, aldehydes, acids
what happens to alcohol when they are substituted
alkyl halide
what happens to alcohols when they are reduced
alkanes
what happens to alcohol when they undergo esterification
ester
draw the tosylation reaction (R-OH > ____)
R-OTs (tosylate esters)
what happens to alcohol when they
(1) form alkoxide
(2) react with R’X
ethers
alcohol upon reaction with protic acids tends to lose molecule of water to form alkenes
dehydrogenation
what alcohols are degraded into after losing a molecule of water
alkenes
describe the dehydrogenation of alcohol and what is its side product
grade yourself accordingly
what carbon is taken from the alcohol
a. same carbon
b. neighboring carbon
neighboring carbon
in the event where there are two possible products
1st product: removal of H in the secondary carbon
2nd product: removal of H in the primary carbon
which is the major product?
removal of H in the secondary carbon
in the reaction where these are the following:
reactants: 2-methylcyclohexanol, sulfuric acid, rxn will be at 180 degrees
draw the reaction and all of its possible products
grade yourself accordingly
what is going to be pulled out of the reaction and will be replaced with what
OH
double bond with neighboring carbon
has a strong affinity water, a strong dehydrating agent
sulfuric acid
at 140 degrees, instead of an alkene, what is instead produced in the reaction
ether
draw the reaction of two ethanol compound with sulfuric acid at 140 degrees
CH3CH2-O-CH2-CH3 +H2O
what is removed when two alcohols are reacted with a strong dehydrating agent
OH and H
2o alcohol reacting with a strong oxidizing agent forms a what
ketone
what will the oxidizing agent remove in alcohol
two hydrogens (one from OH and one from the carbon the OH is attached to)
what bond is formed after the alcohol is oxidized
double bond
a primary alcohol is oxidized to what
aldehyde
react a primary alcohol (ethanol) and show its product s
aldehyde and H2O
react a secondary alcohol (2-butanol) with an oxidizing agent
ketone and H2O
what type of alcohol is not oxidized
tertiary alcohol
cyclohexanol is a what type of alcohol
secondary alcohol
what will happen when a cyclohexanol is oxidized
ketone
both have the carbonyl group >C=O
aldehyde and ketone
more electronegative than C thus making the C partially +
O atom
can attack the C in the carbonyl group
nucleophile
can be species that are negatively charged or they may also be neutral compounds with lone pairs of electron
nucleophile
ketones and aldehydes typically undergo this
nucleophilic addition reaction
occurs with aldehyde but not with ketone
oxidation
both aldehyde and ketone may undergo this reaction
reduction
what happens to an ketone when reacted with NaBH4 (or LiAlH4) and H3O
draw your reaction and grade yourself accordingly
what happens to an aldehyde when reacted with NaBH4 (or LiAlH4) and H3O
draw your reaction and grade yourself accordingly
reaction of ester when reacted with LiAlH4 and H3O
draw your reaction and grade yourself accordingly
reaction of carboxylic acid when reacted with LiAlH4 and H3O
draw your reaction and grade yourself accordingly
what happens when aldehyde is oxidized
carbocxylic acid
draw the reaction between an aldehyde and oxidizing agent
grade yourself accordingly
what inserts itself between the carbon and hydrogen bond when an aldehyde is oxidized
O
resist oxidation since there is no H in the carbon that the O is attached to
ketones
what is the product when an aldehyde is reacted with hydrogen and a catalyst
alcohol
what happens when an aldehyde reacts with an alcohol
hemiacetal formation
where will the OH will add in aldehyde
across the C=O
where will the R group in ROH go
attached to the carbon that was the previous double bond
what is the product when ketones are reduced with a alcohol
hemiketal
what happens when hemiketal and alcohol react
ketal
has the carboxyl group -COOH
carboxylic acid
Four derivatives of carboxylic acid
amide
ester
acid chloride
acid anhydride
draw the four derivatives of carboxylic acid
grade yourself accordingly
\Hydrogen is what in acetic acid
acidic
carboxylic acid + water forms what
carboxylate ion
what will form when carboxylic acid reacts with a base
salt
carboxylic acid reacting with an alcohol results with a what
ester
2 carbon alcohol is reacted with carboxylic acid what happens
ethyl acetate ester
Ester is reacted with water
carboxylic acid and alcohol is synthesized back
phosphoric acid reacting with alcohol will create what
phosphate ester
ester is broken apart by adding basic compounds (e.g. NaOH) what will be synthesized
salt and alcohol