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KlementineJBS / USYD_PhD_ELN

This repository forms the electronic laboratory notebook (ELN)for Klementine Burrell-Sander's PhD's
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2023_BG_3A_1 - Thiourea formation on 2-trifluoromethylaniline #99

Closed KlementineJBS closed 1 year ago

KlementineJBS commented 1 year ago

Reaction scheme

2023_BG_3A scheme

Outcome

KlementineJBS commented 1 year ago
  1. Dissolved KSCN (728 mg, 1 equiv.) in acetone (20 mL)
  2. Added benzoyl chloride (0.8 mL, 1.1 equiv.)
  3. Heated to 60 C with stirring for 45 minutes
  4. Added 2-trifluoromethylaniline (1.0808 g, 6.71 mmol) and left stirring at 60 C from 11.30 am
KlementineJBS commented 1 year ago

H NMR

1H NMR (300 MHz, DMSO) δ 12.63 (s, 1H), 11.94 (s, 1H), 8.03, 8.01, 7.84 - 7.67 (m, 4H), 7.56 (t, 3H).

2023_BG_3A_1_1.zip

2023_BG_3A_1.pdf

KlementineJBS commented 1 year ago

LRMS

Peaks at 347.05 [M+Na]+, 323.02 [M-H]-. Not sure why peak at 669.14 has a -4 charge - if it was -1 this would correspond to [2M - 2H + Na]-.

2023_BG_3A_1.pdf 2023_BG_3A_1.d.zip

KlementineJBS commented 1 year ago

500 MHz NMR

1H NMR (500 MHz, DMSO-d6) δ 12.67 (s, 1H), 11.92 (s, 1H), 8.06 – 8.00 (m, 2H), 7.87 – 7.80 (m, 2H), 7.80 – 7.74 (m, 1H), 7.73 – 7.66 (m, 1H), 7.60 – 7.53 (m, 3H).

19F NMR (471 MHz, DMSO) δ -59.92.

13C NMR (126 MHz, DMSO) δ 181.71, 168.84, 135.88, 133.36, 132.83, 131.74, 130.86, 128.81, 128.47, 127.77, 126.18 (q), 124.64, 124.53, 124.40, 122.35.

2023_BG_1A 500 MHz.pdf 230709_3A_1.zip 230709_3A_3.zip 230709_3A_2.zip