The infrared spectrum below is for a compound of formula CgH21 N. What is the most likely functional group this compound has? LOD TRANSMITTANCEI% 8 D 4000 Ⓒalcohol O primary amine Osecondary amine O tertiary amine Ⓒamide Ⓒaldehyde Oketone O carboxylic acid ester Omonosubstituted alkene Oois alkene trans alkene Otrisubstituted alkene Ogem alkene (R₂C-CH₂) ammati 3000 2000 m HAVENUMBERI-I 1500 1000 500

Which best describes a characteristic of the NMR spectra for amines? O secondary amine have N-H signals around бH 6.0 O protons on the a carbon are more deshielded than protons on the ẞ carbon O C13 signals for the a carbon of an aliphatic amine appear around ō 20 O protons on the ẞ carbon absorb around б 1.3

Use the spectral information given below to derive a structural formula for unknown II. Its molecular formula is C4H100. LO0 IR Spectrum of Unknown II 80 %T 60 40 20 2000 Wavenumbers (cm-1) 4000 3000 1500 1000 400 HNMR Spectrum of Unknown II 9H S S 1H 5 3 2 PPM C13NMR Spectrum of Unknown II 70 60 50 40 PPM 30 20 10

This spectrum shows the presence of a(n) group. INFRARED SPECTRUM 0.8- 0.6 0.4 3000 2000 1000 Wavenumber (cm-1) carboxylic acid alkyl aromatic ketone amine Relative Transmittance

Given the following Infrared Spectrum, Transmittance 1001 90 80 mmm 3100 3000 O A) Pentanal 1/CM 2000 Which of the following compounds is consistent with the spectrum shown above? 1700 D ora H₂C E) 2-Methylpropane-1-amine B) Methoxybenzene C) Benzaldehyde O D) 2-Methylpropanenitrile 1000 H₂C CH₂ NH₂

The 1H-NMR spectrum of 1,3-propanediol (HO-CH2-CH2-CH2-OH) shows a quintet at 1.81 ppm, a singlet at 2.75 pm, and a triplet at 3.83 ppm. Assign each signal to the protons it corresponds to in the molecule. Explain the splitting pattern observed for each signal.

2. Determine absolute configuration (R or S) for the following compounds. RS HO Br H₂N. O OH OH R S 0 NH₂ IOH OH H₂N OH L-asparagine (amino acid) R S RS RS D-limonene (citrusy scent) R S

The mass spectrum of 1-ethyl-1-methylcyclohexane shows many fragments, with two in very large abundance. One appears at m/z = 111 and the other appears at m/z = 97. Determine the identity and structure of each of these fragments

The mass spectrum of an alkene, C8H16, exhibits a peak at m/z = 41. Draw two isomers that are consistent with these data.

Q3) a) Which of the following compound are aromatic? (10 marks) Br H;C b) What is the hybridization of each of the carbon atoms in the following compound? 1) CH;CHCHC(CH3);CCH 2) CHCC(OH)2CH3 (10 marks) 3) Toluene