Organic Chemistry Reagents Exam Questions and Answers

Organic Chemistry Reagents Exam
Questions and Answers
conc. H₂SO₄, heat - Correct Answers: E1

Alcohol --> Alkene

regioselective - more substituted double bond

stereoselective - trans(E)>cis(Z)

Rearrangement around tertiary alcohol



HCl - Correct Answers: Sn1

Alcohol --> Alkyl halide

regioselective - tertiary alcohol



HBr (3) - Correct Answers: Sn1/Sn2:

Alcohol --> Alkyl halide

Sn1- secondary and tertiary, Sn2 - primary

Free Radical:

Alkene --> alkyl bromide

markovnikov

HBr Addition:

Alkyne --> alkene

markovnikov, anti-addition



SOCl₂, base - Correct Answers: Sn2

Alcohol --> Alkyl chloride

primary and secondary alcohols



PBr₃ - Correct Answers: Sn2

, Alcohol --> alkyl bromide

primary and secondary alcohol



Na₂Cr₂O₇ or CrO₃, H₂SO₄ ** - Correct Answers: oxidation

alcohol --> carbonyl

produces carboxylic acid in the presence of water when primary



H₂CrO₄ - Correct Answers: oxidation

alcohol --> carbonyl

produces carboxylic acid in the presence of water when primary



PCC or PDC, CH₂Cl₂ - Correct Answers: oxidation

alcohol --> carbonyl



HIO₄ - Correct Answers: oxidation

alcohol (2) --> carbonyl (2)

*alcohol must be in syn



Br₂ w/ heat, light - Correct Answers: free radical

alkane --> alkyl bromide

regioselective for tertiary hydrogen



Cl₂ w/ heat, light - Correct Answers: free radical

alkane --> alkyl chloride

regioselective for equivalent hydrogens



O₂ - Correct Answers: combustion

alkane --> carbon dioxide + water