Quiz 2: Reduction of Camphor to Isoborneol (& Borneol) Flashcards
If 8 mmol of camphor are used, how many mmol of NaBH4 is 100% effective?
A. 16 mmols
B. 8 mmols
C. 4 mmols
D. 2 mmols
D (need 1 mol of NaBH4 per 4 mols of camphor)
In the reduction of camphor → borneol, white precipitate will be formed after quenching. How will solid product be collected?
A. gravity filtration
B. decanting off reaction solvent
C. vacuum filtration
D. distillation
C
Which protons of the final product (isoborneol/borneol) will be analyzed to determine distribution of product?
A. proton on C1
B. proton on C2
C. proton on C4
D. protons on C1 & C4
B
Which of the following is true? compound 1 = borneol; compound 3 = isoborneol
A. Compounds 1 & 3 can be distinguished by melting point.
B. Compounds 1 & 3 are not optically active
C. Compounds 1 & 3 cannot distinguish NMR
D. Compound 1 forms from an endo attack on camphor.
A
What is the purpose of the addition of water? Why must the water be ice cold?
A. quenches unreactive hydride, which is an exothermic, hence cold water
B. eliminate any unreactive camphor, cold so camphor doesn’t sublime
C. wash away methanol, cold to product doesn’t dissolve
D. separates borneol & isoborneol (compounds 1 & 3), cold so it precipitates
A
What does the reduction of NaBH4 add when it reacts? ??sentence
A. proton
B. neutron
C. atomic hydrogen
D. hydride
D
In the reaction of borneol –> camphor, what is true about TLC?
A. reactant has a lower Rf & is more polar
B. reactant has a higher Rf & is less polar
A
Which proton is the most downfield between borneol and isoborneol?
A. proton on C1
B. proton on C2
C. proton on C4
B
What is the enantiomer of SRS?
A. RSR
B. SSR
C. RSS
D. SSS
A
How many mmols of hydride ion (H-) are present in 0.050 grams of NaBH4 (MW = 37.83 g/mol)?
A. 4.0 mmol
B. 5.3 mmol
C. 1.3 mmol
D. 13 mmol
B
