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_1A_2 - Thiourea formation on 2-fluoroaniline #70

Closed KlementineJBS closed 11 months ago

KlementineJBS commented 1 year ago

Reaction scheme

Outcome

12.05 g (43.9 mmol), 98%

KlementineJBS commented 1 year ago

Reagent table

Reagent	Mass	mL	mmol	Equiv.
KSCN	5.2514 g	-	54	1.2
Benzoyl chloride	6.96 g	5.75	49.5	1.1
2-fluoroaniline	5.00 g	-	45	1
Acetone	-	170	-	Solvent

Added 2-fluoroaniline and stirred at 60 C for 35 minutes.

TLC indicated reaction was occurring but not complete.

Added extra acetone (50 mL) and turned heating up to 75 C. Left stirring
Took off after 2 hours reaction time

Worked up as in #67

beaker: 108.653 full beaker: 120.703 Mass: 12.05 g

KlementineJBS commented 1 year ago

H NMR

1H NMR (300 MHz, CDCl3) δ 12.68 (s, 1H), 9.14 (s, 1H), 8.40 (td, 1H), 7.93 (d, 2H), 7.67 (t, 1H), 7.58 (t, 2H), 7.23 (m, 3H).

2023_BG_1A_2.pdf 2023_BG_1A_2_1.zip

Matches well with #67.

KlementineJBS commented 1 year ago

Aqueous filtrate from vacuum filtration was allowed to sit in the fumehood overnight and fine white crystals formed. These were collected via a second round of vacuum filtration to yield a fluffy white crystalline solid.

H NMR

2023_BG_1A_2 crystals_1.zip 2023_BG_1A_2 crystals.pdf

Matches well with NMR of main product.