Question

(a) From the spectral data ( H, C NMR, IR, MS) you were given, identify the structure of your product. Explain why you chose your particular product based on the spectroscopic data.

(b) Fully assign the 1H NMR spectrum of your product (i.e. determine which peaks in the 1H NMR correspond to which hydrogens in the product). You will not receive full marks for determination of the unknown unless you assign the 1H NMR spectrum completely.

(c) Now work backwards (or consult the NMR spectra of the two reactants that your TA gave you) and determine the structure of the two unknown reactants.

Thank you!!!

Starting materials:
Starting Aldehyde 1 CDC. 400 MHz CHEM-OSLC: Reductive Amination CDC F-001 10.0 9.5 9.0 8.5 8.0 7.5 7.0 6.5 fi (ppm) 6.0 5.5 5

Starting Amine B CDCE. 400 MHZ CHEM-08LC: Reductive Amination 7.0 6.8 6.6 6.4 6.2 6.0 5.8 5.6 5.4 5.2 5.0 4.8 4.6 4.4 4.2 4.0

Products:

Product B1 MS 1091001004 2003 100 (1003-1005-2012101 TOF MS EN 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

55. Produd B1 CDC 100 MHz CDCI Cac/ NH 160 150 140 130 120 CHEM-08LC: Reductive Amination 110 100 90 80 70 60 50 40 30 20 19

Product B1 CDCI 400 MHz CHEM-OSLC: Reductive Amination 2.99- 7.4 7.2 70 6.8 6.6 6.4 6.2 6.0 5.8 5.6 5.4 5.2 5.0 4.8 4.6 4.4 4

OPUS 20 30 Transmittance [%] 40 50 60 70 80 90 100 103 104 MEASINIZ 3500 BRUKER C . 3000 2 72 5 4. NI2ZB 3.65 non-atched 2500

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Answer #1

produit ly product WMR, there ü sets of doublets in aromatic region corresponds to 2 protoys each, this tells us para-substit

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