Organic Analysis & Structure Determination Flashcards

1
Q

What is the test for sulphate ions?

A

Barium chloride solution acidified with dilute hydrochloric acid.

(BaCl2/HCl)

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2
Q

What is the test for distinguishing between 1°/2° alcohols and 3° alcohols?

A

Test: acidified postassium dichromate (VI) (K2Cr2O7/H2SO4)

  • 1°/2°orange to green
  • 3° no visible change
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3
Q

What are the following alcohols oxidised to:

A
  • 1° Aldehyde then carboxylic acid
  • 2° Ketone
  • 3° Isn’t oxidised
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4
Q

How can aldehydes and ketones be distinguished from one another?

A

Tollen’s Reagent [diamminesilver (I)]:

  • Aldehyde: Silver mirror
  • Ketone: No visible change

OR

Fehling’s solution:

  • Aldehyde: Brick red precipitate
  • Ketone: No visible change
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5
Q

How can halide ions in solution be distinguished?

A

Test: acidified silver nitrate (AgNO3/HNO3)

  • F- - no precipitate
  • Cl- - white precipitate
  • Br- - cream precipitate
  • I- - yellow precipitate
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6
Q

How can isomer X be identified using its infrared spectra?

A

Compare the fingerprint region

Match with a known sample from a database of spectra

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7
Q

Why does bromine react with the double bond in an alkene?

A

The double bond is a region of high electron density It induces a dipole in the bromine molecule

(repels electrons in the bromine)

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8
Q

How could liquid X be purified?

A

Fractional distillation

OR

Column chromatography

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9
Q

What is the test for an alkene?

A

Add bromine water (Br2(aq))

Decolourises in presence of an alkene (orange to colourless)

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10
Q

What is the test for haloalkanes?

A

Add NaOH and warm

Acidify with HNO3 and add AgNO3

The relevant coloured precipitate will form (depends on halogen)

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11
Q

What is the test for carboxlic acids?

A

Add NaHCO3

Effervesces

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12
Q

What is the test for acyl chlorides?

A

Add AgNO3(aq)

A white precipitate will form

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13
Q

What is represented by the peak of highest abundance on a mass spectra?

A

The most stable fragment

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14
Q

What is the fragmentation equation of a molecular ion?

A

M+• → X+ + Y

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15
Q

Which irons are most stable?

A

Tertiary carbocations

The acylium ion [R-C=O]+

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16
Q

How can the identity of a compound be confirmed using its infrared spectra?

A

Compare the fingerprint region to a database of known spectra

Find an exact match

17
Q

What is chromatography used for?

A

Separate out substances

18
Q

Why does the retention time of molecules vary?

A

Different molecules have different affinities to the stationary and mobile phases

Those that adsorb more to the stationary phase have a longer retention time

Those that are more soluble have a shorter retention time

19
Q

How can a substance be separated and identified using chromatography?

A

Dissolve in a suitable solvent

Pour the solution into a column

The most soluble substance will have the shortest retention time

Compare the retention time with the standard retention time to identify the substance

20
Q

How can substances be more effectively separated by chromatography?

A

Increase the retention time

21
Q

What element is used at the standard in nmr?

A

Trimethylsilane (TMS)

Si(CH3)4

22
Q

What is a suitable solvent for proton nmr?

A

Tetrachloromethane or deuterated trichloromethane

(CCl4 or CDCl3)

The solvent must be proton free