2. The IR peak that distinguishes between a primary amine and a primary amide is at ____ cm-1
a) 3450 and 3350 (2 peaks) b) 2200 c) 1650-1680 d) 1250
3. In infrared spectroscopy, how would you distinguish between an alcohol C-OH and a carboxylic acid COOH?
a) By the position of the C-O stretch in the 1100-1200 cm-1 region.
b) By the C=O absorption of the carboxylic acid in the 1700 cm-1 region.
c) By the broadness of the carboxylic acid O-H stretch from 2500 to 3500 cm-1.
d) By the sharpness (spike) of the alcohol O-H stretch around 3400 cm-1.
4. An unknown compound shows a C=O absorption in it IR spectrum and forms a bright red/orange precipitate with 2,4-dinitrophenylhydrazine reagent, and forms a silver mirror with the Tollen's reagent. What is the major functional group of the unknown?
a. aldehyde b. ester c. amide d. ketone e) carboxylic acid
5. An unknown alcohol stays orange with Jones reagent but does form a second layer when subjected to a Lucas test. What does this tell you about the structure of the alcohol?
a. primary b. secondary c. primary or secondary d. tertiary
6. Can 2,4-DNP reagent be used to distinguish between an aldehyde and a ketone? Explain why yes or no.
7. An unknown with the IR spectrum shown below produces a red solid precipitate when reacted with 2,4-DNP reagent, no silver mirror with Tollens reagent, and a yellow solid with iodoform reagent. The unknown is a/an?
a) ketone
b) phenol
c) alcohol
d) aldehyde
e) ester
f) carboxylic acid
8. What chemical classification tests could be used to distinguish between the following compounds? Give physical observations that would be made for each test.
b) CH3CH2COOH and CH3CH2NH2
c) CH3CH2CH2CH3 and CH3C≡CCH3