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Beginning our final portfolio work

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Presentation on theme: "Beginning our final portfolio work"— Presentation transcript:

1 Beginning our final portfolio work
Carry out experiments on known organic functional groups to gain an understanding of what constitutes a positive result. Explain the principle of the tests for a range of aliphatic functional groups (4.1) Carry out a further experiment with unknown organic compounds to Identify a series of colourless organic liquids Explain the absorbance of infra-red radiation in terms of covalent bond vibrations (5.1) Interpret Infra-red and NMR spectra (5.2) of the organic compounds you investigated, annotating major absorbances/peaks that enable you to classify the compounds.

2 Spectroscopy Spectroscopy is the study of the interaction between matter and electromagnetic radiation. 

3 Electromagnetic waves are waves that contain an  electric field and a magnetic field and carry energy. They travel at the speed of light.

4 Electromagnetic spectrum
Our spectrophotometers cover approx 300 – 800 nanometers so they just cover the beginning of uv and ir wavelengths RSC animation shows what energies are picked up at different wavelengths

5 Spectroscopy visited We have already used spectroscopy in our experiments and used a machine called Spectrophotometer. In chemistry, spectrophotometry is the quantitative measurement of the reflection or transmission properties of a material at different wavelengths. spectrophotometry deals with visible light, near-ultraviolet, and near-infrared.

6 The UV – Visible spectroscopy
Routinely used for analysing coloured and colourless liquids in the UV and visible regions of the electromagnetic spectrum. QUALITATIVE analysis QUANTITATIVE analysis Identify an UNKNOWN COMPOUND above 1500 cm-1 functional groups Below 1500 cm-1 fingerprint region You have used the spectrophotometer to Quantitatively analyse the concentration of copper sulphate and Qualitatively to look at the absorption spectrum of chlorophyll. CONCENTRATION of a solution PHOTOSPECTROMETER INFRARED SPECTROMETER

7 Infrared spectroscopy is qualitatively used to identify organic compounds
IR spectroscopy provides a 100% identification if the spectrum is matched. If not, IR at least provides information about the types of bonds present.

8 Infrared Spectroscopy
Infrared Group Analysis Generally, the four primary regions of the IR spectrum Bonds to H O-H single bond N-H single bond C-H single bond Triple bonds C≡C C≡N Double bonds C=O C=N C=C Single Bonds C-C C-N C-O Fingerprint Region 4000 cm-1 2700 cm-1 2000 cm-1 1600 cm-1 400 cm-1

9 Infrared Spectroscopy
Specific groups Alkanes – combination of C-C and C-H bonds Show various C-C stretches and bends between cm-1 (m) Show C-H between cm-1 (s) cm -1

10 n-pentane 2850-2960 cm-1 CH3CH2CH2CH2CH3 sat’d C-H 3000 cm-1
alkane 1470 &1375 cm-1 CH3CH2CH2CH2CH3

11 Infrared Spectroscopy
Specific groups Alkenes – C=C stretch occurs at cm-1 vinyl C-H stretch occurs at cm-1 Note that the bonds of alkane are still present! The difference between alkane and alkene C-H is important! If the band is slightly above 3000 it is vinyl C-H or below if its alkane C-H bonds

12 1-decene 3020-3080 cm-1 C=C 1640-1680 unsat’d C-H
& RCH=CH2 C=C alkene

13 Infrared Spectroscopy
Specific groups Alcohols Show a strong, broad band for the O-H stretch from cm-1 (s, br) this is one of the most recognizable IR bands a band for C-O stretch between cm-1 (s) The shape is due to the presence of hydrogen bonding 1-butanol

14 1-butanol (b) O-H Primary alcohol C-O 1o CH3CH2CH2CH2-OH

15 Cyclohexyl carboxaldehyde
Infrared Spectroscopy Specific groups Aldehydes Show the C=O (carbonyl) stretch from cm-1(s) Also displays a highly unique C-H stretch as a doublet, 2720 & 2820 cm-1 (w) called a “Fermi doublet” Cyclohexyl carboxaldehyde

16

17 Infrared Spectroscopy
Specific groups Ketones Simplest of the carbonyl compounds as far as IR spectrum – carbonyl only C=O stretch occurs at cm-1 (s) 3-methyl-2-pentanone

18

19 ketone What is the compound? Aldehyde or ketone ketone

20 Infrared Spectroscopy
Specific groups Carboxylic Acids: Gives the messiest of IR spectra C=O band occurs between cm-1 The O-H bond has a broad band from cm-1 (m, br) covering up to half the IR spectrum in some cases 4-phenylbutyric acid

21 Ethanoic acid

22

23 Infrared Spectroscopy
Specific groups Amines - Primary Shows the –N-H stretch for NH2 as a doublet between cm-1 (s-m); -NH2 group shows a deformation band from cm-1 (w) 2-aminopentane

24 ethylamine

25 Infrared Spectroscopy
Specific groups Amides C=O stretch occurs from cm-1 If the amide is primary (-NH2) the N-H stretch occurs from cm-1 as a doublet I pivalamide

26 methanamide


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