Oxidation of compound A with pyridinium
chlorochromate yielded compound B, which upon
reaction with ethylmagnesium bromide gave compound
C. Reaction of C with 40%
hydrogen bromide produced compound D. Compound
D has a molecular formula of
C6H13Br. Compound A produced
a cloudy precipitate within 3 minutes under Lucas test conditions,
but a similar spot test with C produced a cloudy
precipitate within 30 seconds. Compound Bproduced
a yellow precipitate with 3,5-dinitrophenylhydrazine but did not
produce a silver mirror when treated with Tollen's reagent.
What is compound A?
(You are required to type the correct compound name at the computer
terminal. Please ensure that you have the precise
systematic name as marks are awarded only for an exact
answer - leave no spaces between numbers and dashes)
Oxidation of compound A with pyridinium chlorochromate yielded compound B, which upon reaction with ethylmagnesium bromi...
Oxidation of compound A with ozone with a zinc/acid workup yielded compound B as the sole organic product, which upon reaction with one mole equivalent of ethylene glycol under acidic conditions gave compound C. Reduction of C with lithium aluminium hydride produced compound D. Compound D has a molecular formula of C9H18O3. Acid hydrolysis of compound D yields compound E. Compound E has a molecular formula of C7H14O2. Compound A decolourises a solution of Br2 in CCl4 while B, C...
Use the information below to fill in the charts on the 1st
screenshot and then answer the questions on the 2nd screenshot.
UNKNOWN #: 399
2,4-dinitrophenylhydrazine Test: solution remains
colorless
Fehling’s Test: solution remains colorless
Lucas test: solution became cloudy immediately when
reagent was added
Tollen’s test: solution remains colorless
Iodoform Test: solution remains colorless
Bordwell-Wellman Test: no rxn was observed
UNKNOWN #: 499
2,4-dinitrophenylhydrazine Test: solution changed to a
yellow-orange color with some precipitation
Fehling’s Test: solution changed to...
FUNCTIONAL GROUPS IDENTIFICATION LAB
Professor Burton decided to select two unknowns from Group 1
(299 & 399) and two unknowns from Group 2 (499 & 699).
Below are the descriptions of his observations/results for each
unknown.
UNKNOWN #: 299
2,4-dinitrophenyl hydrazine Test: solution remains
colorless
Fehling’s Test: solution remains colorless
Lucas test: observed solution in 5-min intervals for 20
min., the solution remains
colorless
Tollen’s test: solution remains colorless
Iodoform Test: solution remains colorless
Bordwell-Wellman Test: solution became quite...
a) tert 14. Which of any alcohol upon reaction with methylmagnesium Which of the following compounds does NOT give a tertiary bromide? CH, HC CH₂ D - Η Β) 10. Which of the following compounds is NOT oxidized by pyridinium chlorochromate (PCC)? a) 2-methyl-2-butanol b) 1-pentanol c) 2-pentanol D) 1,3-propanediol 11. What is the complete systematic IUPAC name for the following compound? A) 4-(1-methylethoxy)-4-isopropyl-4-methylpent-2-cne B) 4-isopropyl-2,4-dimethylhept-5-en-3-ol C) isopropyl-(4-isopropyl-4-methylbut-2-enyl) ether D) 4 isopropoxy-4,5-dimethylhex-2-ene E) 4-isopropyl-4-methylbut-2-en-isopropyl ether 12. Which of the following...