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Thursday 3 July 2014

2-Amino-5-bromobenzaldehyde








2-Amino-5-bromobenzaldehyde (3) has the following physical and spectroscopic properties: mp 7476 °C; 

 1H NMR  (CDCl3, 400 MHz) δ:6.14 (br s, 2 H), 6.56 (d, J = 8.8, 1 H), 7.37 (dd, J = 8.8, 2.3, 1 H), 7.58 (d, J = 2.4, 1 H), 9.79 (-CHO , s, 1 H).

  13C NMR  (CDCl3, 100 MHz) δ: 107.4, 118.1, 120.1, 137.5, 138.0, 148.8. 192.9( C=0). 

 HRMS (EI) m/z: Calcd. for C7H6BrNO [M]+: 198.9633, found: 198.9628. 

 IR (ATR, cm-1): 3424, 3322, 1649, 1614, 1545, 1468, 1390, 1311, 1185. 

 Anal. calcd for C7H6BrNO: C, 42.03; H, 3.02; N, 7.00. Found: C, 42.30; H, 3.02; N, 7.03.

 2-Amino-5-bromobenzyl alcohol (2) has the following physical and spectroscopic properties: mp 112 113 °C;

  1H NMR  (acetone-d6, 400 MHz) δ: 4.19 (t, J = 5.5, 1 H), 4.55 (d, J = 5.5, 2 H), 4.82 (br s, 2 H), 6.65 (d, J = 8.5, 1 H), 7.12 (dd, J = 8.5, 2.4, 1 H), 7.22 (d, J = 2.4, 1 H). 

 13C NMR  (acetone-d6, 100 MHz) δ: 62.6, 108.3, 117.6, 128.7, 131.1, 131.3, 146.8. HRMS (ESI-TOF) m/z: Calcd. for C7H8BrNNaO [M+Na]: 223.9681, found: 223.9687. 

 IR (ATR, cm-1): 3381, 3201 (br), 1473, 1408, 1340, 1268, 1192, 1079. 

 Anal. calcd for C7H8BrNO: C, 41.61; H, 3.99 N, 6.93. Found: C, 41.78; H, 3.94; N, 6.91.





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