Quiz - Alcohols Synthesis | Alcohols, Ethers, and Epoxides - Synthesis
What is the property of an alcohol?
Soluble in water
Polar
Amphoteric
All of the above
What type of alcohol is 2,3-dimethylbutan-2-ol?
Primary alcohol
Secondary alcohol
Tertiary alcohol
Quaternary alcohol
The hydroxy function of 2,3-dimethylbutan-2-ol is on a carbon attached to THREE other carbon atoms ⇒ tertiary alcohol
What is the best method to selectivity synthesize butan-1-ol?
CH3COONa and then NaOH/H2O
NaOH
EtOH and LiBr
tBuOH and then KOH
Alcohols can be synthesized by SN reactions from haloalkanes. To avoid competition between SN and E reactions, the halogen atom must be replaced by a better leaving group:
Which of the following will convert butan-2-ol to a ketone?
O3 and Zn
LiAlH4
NaBH4
PCC (Pyridinium Chlorochromate)
Carbonyls are formed by oxidation of alcohols using Na2Cr2O7 or PCC
Which of the following reagents is best for converting propanal to an alcohol?
PCC (Pyridinium Chlorochromate)
NaBH4
LiAlH4
Na2Cr2O7, H2SO4, H2O
Alcohols can be synthesized by reduction of carbonyls using H- donors (NaBH4 or LiAlH4). LiAlH4 is by far the more reactive of the 2 compounds ⇒ NaBH4 is generally preferred for the oxydation of primary alcohol to avoid any degradation of the compound
Which of the following will convert 2-methylpropan-1-ol to a carboxylic acid?
PCC (Pyridinium Chlorochromate)
NaBH4
LiAlH4
Na2Cr2O7, H2SO4, H2O
A carboxylic acid can be formed by overoxydation of a primary alcohol using Na2Cr2O7, H2SO4, H2O
Which of the following will convert butan-2-one to 3-methylpentan-3-ol?
EtMgBr and then H2O
MeLi and then H2O
(CH3)2CuLi and then H2O
None of the above
Butan-2-one to 3-methylpentan-3-ol: alcohol synthesis + formation of a Carbon-Carbon bond ⇒ organometallic R-M is used
The added alkyl chain is CH3CH2 (ethyl chain) ⇒ the only possible available conditions are EtMgBr and then H2O
Which of the following will convert bromoethane to pentane?
CH3CH2CH2MgBr
CH3CH2CH2Li
(CH3CH2CH2)2CuLi
All the above
Bromoethane into pentane: carbon-carbon coupling reactions ⇒ it only works with Gilman reagent