Owl Questions Flashcards

1
Q

The melting point of a sample of compound X was found to be 156-160. Compound X was one of four possible compounds having melting points of 156, 158, 160, and 162. Which is it most likely to be?

A

162

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2
Q

In this lab a melting range of … indicates that a compound is relatively pure

A

2

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3
Q

In melting point determination, the heating rate as the solid is melting should be … per minute

A

1

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4
Q

If a second melting point determination must be taken for a sample. It is necessary to use a fresh sample and not the one that has already been used. Why?

A

The sample may have decomposed slightly.

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5
Q

Melting points can provide what type of information about a sample?

A

The identity and purity

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6
Q

A solid sample melted at 177-181. The compound was one of four possibilities. Which is it most likely to be?
- 183.5
- 177
- 181
- 179

A

183.5

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7
Q

Thin layer chromatography can be used to help determine what?

A

The purity of a compound, the number of components in a mixture, the identity of a compound

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8
Q

What are the three basic steps in TLC in the order which they are done.

A

Spotting, development, visualization

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9
Q

A TLC analysis was run on an unknown mixture. After visualization by two methods, three spots were observed. What can be concluded?

A

There are at least three components in the mixture

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10
Q

In a TLC analysis if the Rf’s of the spots are too small, then?

A

A development solvent of higher polarity should be used

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11
Q

In a TLC analysis, if the solvent was observed to travel 10cm and the spot was observed to travel 6.2cm, what is the Rf for that spot?

A

0.620

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12
Q

The three general types of impurities that may contaminate a solid sample are?

A

Soluble impurities, insoluble impurities, and colored impurities

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13
Q

Two obvious structural features that may affect the solubility of a compound are?

A

It’s ability to form hydrogen bonds and its polarity

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14
Q

The following compound would be expected to be most soluble in which of the following solvents:

CH3–CH3–CH3-CH3–CH3–CH3–CH3–CH3–CH3–OH

A

Hexane

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15
Q

The following molecule would be most soluble in which of the following solvents?

CH3–OH—O—CH3–OH—CH3–OH—CH3–OH—CH3–OH

A

Water

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16
Q

Solubility tests were carried out on an unknown solid and the following results were:

Water: high solubility cold, high solubility hot
Ethanol: high solubility cold, high solubility hot
Hexane: low solubility cold, low solubility hot
Toluene: low solubility cold, high solubility hot

A

Toluene

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17
Q

The correct amount of solvent to use in a recrystallization is?

A

The minimum needed to dissolve the solid near the solvents boiling point

18
Q

What would be considered to be physical properties?

A

Solubility of caffeine in dichloromethane, melting point of cholesterol, boiling point of 2-methylnonane

19
Q

What structural characteristic of thalidomide accounts for the fact that in one form it acts as a sedative and in another it acts as a teratogen?

20
Q

What would be considered chemical properties?

A

Acidity of 2-chlorobenzoic acid, rate of the SN2 reaction

21
Q

In a TLC analysis, if the Rf of a compound was found to be too small, a … solvent having a … polarity should be chosen.

A

Developement, higher

22
Q

Decaffeinating coffee or tea represents what type of extraction?

A

Solution into another solvent

23
Q

When two liquids that are mostly insoluble in one another are mixed together, they separate into two layers. Whether one liquid is the upper or lower layer depends upon the?

A

Relative densities of the two liquids

24
Q

A sample of naphthalene was mixed with water and test-butyl methyl ether. The naphthalene dissolved mostly in the … layer. The ether layer was the … layer.

A

Ether, upper

25
A sample of glucose is added to a mixture and test-butyl methyl ether. The glucose will dissolve mostly in the … layer. The water layer will be in the … layer.
Water, lower
26
What organic solvents would be suitable for use in the extraction of an aqueous solution?
Hexane
27
In a distillation what two pieces of information can be obtained?
The ratio of the amounts of the components in the original mixture, the boiling point of each component
28
If a mixture consisting of 10% cyclohexane and 90% toluene were distilled in a fractional distillation apparatus having 4 theoretical plates, what would the composition of cyclohexane be in the first drop of distillate?
97
29
If a mixture consisting of 25% cyclohexane and 75% toluene were distilled in a fractional distillation apparatus having 2 theoretical plates, what would the composition of cyclohexane be in the first drop of distillate?
84
30
If 0.036 mol of cyclohexane with 0.014 mol of 85% phosphoric acid, the theoretical yield of cyclohexene is … mol.
0.036
31
In the reaction workup step in the synthesis of cyclohexene, the purpose of washing with saturated aqueous sodium chloride solution is to?
Help remove water from the solution
32
What is the purpose of adding calcium chloride to an organic solution?
To absorb trace amounts of water remaining in the organic solvent
33
The purity of distilled cyclohexene is determined by?
Gas chromatography
34
In the bromine test, the presence of an alkene is indicated by a color change of?
Reddish orange to colorless
35
In the permanganate test, the presence of an alkene group is indicated by?
A formation of brown precipitate or color change from purple to colorless
36
The catalyst used in the dehydration of cyclohexanol is?
85% phosphoric acid
37
A sterically unhindered alcohol and a sterically unhindered carboxylic acid are allowed to react in the presence of sulfuric acid. If a 1:1 mole ratio of carboxylic acid to alcohol is used, what is the maximum % yield of ester that may be isolated?
70
38
A sterically unhindered alcohol and a sterically unhindered carboxylic acid are allowed to react in the presence of sulfuric acid. If a 1:3 or 3:1 mole ratio of carboxylic acid to alcohol is used, what is the maximum % yield of ester that may be isolated?
90
39
A reaction between an alcohol and a carboxylic acid to form an ester is an equilibrium driven reaction. In your experiment the method used to drive the equilibrium towards product and thus to obtain the maximum yield of ester is to …
Remove water as it is formed
40
In your experimental set up, to maximize the yield of ester …
Water is collected in the Hickman head
41
Name the alcohol and carboxylic acid used to make the ester n-propyl pentanoate.
1-propanol + pentatoic acid