3. You acquired the following data: bp 173 °C; - Tollens', + iodoform tests; semicarbazone mp 105 °C. You are very confident that your unknown is 2- octanone. Data is spot on, excluding the semicarbazone mp. You suspect the suppressed mp is due to wet crystals. What process or technique (other than continued oven drying) can help you obtain more pure semicarbazone and thus a more accurate mp for comparison? Please write answer in box at right.

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter26: Biomolecules: Amino Acids, Peptides, And Proteins
Section26.SE: Something Extra
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I only need help with questions three, please solve but always explain. I am not sure what the question is asking, and no other techniques come to mind when thinking about how to dry crystals more. 

mp range of semicarbazone
Tollens' test
aldehyde (control)
unknown
iodoform test
acetone (control)
unknown
(circle one)
+
+
+
-
(circle one)
+
-
-
1
Your unknown is
Write name below and draw
structure in box at right
Questions
1. There is one compound (that contains only one carbonyl group) that gives both
a positive iodoform test and a positive Tollens' test. This compound is not
included on the table of unknowns. Use your knowledge of the test to predict
this compound and draw it in the provided box.
Hint: the molecular weight of the compound is less than 60.
HO
2. Draw the structure of a molecule, an unknown aldehyde or ketone listed in the
tables, that would show a negative Tollens' test and a negative iodoform test.
There is more than one correct answer. Draw one in box at right.
Acetaldehyde
H
여
Санио
MW:44
2
Ñ
3. You acquired the following data: bp 173 °C; - Tollens', + iodoform tests;
semicarbazone mp 105 °C. You are very confident that your unknown is 2-
octanone. Data is spot on, excluding the semicarbazone mp. You suspect the
suppressed mp is due to wet crystals. What process or technique (other than continued oven drying) can
help you obtain more pure semicarbazone and
thus a more accurate mp for comparison?
Please write answer in box at right.
Transcribed Image Text:mp range of semicarbazone Tollens' test aldehyde (control) unknown iodoform test acetone (control) unknown (circle one) + + + - (circle one) + - - 1 Your unknown is Write name below and draw structure in box at right Questions 1. There is one compound (that contains only one carbonyl group) that gives both a positive iodoform test and a positive Tollens' test. This compound is not included on the table of unknowns. Use your knowledge of the test to predict this compound and draw it in the provided box. Hint: the molecular weight of the compound is less than 60. HO 2. Draw the structure of a molecule, an unknown aldehyde or ketone listed in the tables, that would show a negative Tollens' test and a negative iodoform test. There is more than one correct answer. Draw one in box at right. Acetaldehyde H 여 Санио MW:44 2 Ñ 3. You acquired the following data: bp 173 °C; - Tollens', + iodoform tests; semicarbazone mp 105 °C. You are very confident that your unknown is 2- octanone. Data is spot on, excluding the semicarbazone mp. You suspect the suppressed mp is due to wet crystals. What process or technique (other than continued oven drying) can help you obtain more pure semicarbazone and thus a more accurate mp for comparison? Please write answer in box at right.
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