Fischer Esterification

Maria Victoria Silva Elipe

Fischer Esterification ReactionDetailed Methodology

• 1.8mL MeOH + 0.2mL CD3OD. The CD3OD is to lock in methanol so easy for the shimming and aligning of the signals over time.

• 2mL AcOH + 10uL H2SO4.• I took 300 uL of the MeOH+CD3OD and added with a syringe in the outer chamber which is

wider and help shimming because there is more volume there and that’s why I need some CD3OD.

• I took 300 uL of the AcOH+H2SO4 and added in the inner chamber with a syringe with long needle to make sure the liquid reach the bottom of the tube (if the liquid is viscose it is not easy to put all the liquid down but a syringe with very long needle helps because my long needles reach the bottom of the tube-I avoid to shake the tube specially before mixing for precaution).

• I tune and shim and take spectrum.• I take the tube out and lift the inner tube enough to mix the liquids from both chambers

but now I don’t remove the inner tube, just lift it enough for the mixing. • I put the sample inside the magnet and I shim again to make sure no signal degradation

and take spectra over time. Sometimes I may do autoshiming to make sure no degradation of shimming occurs during time due to changes on pH and concentration during the reaction.

• I use Mnova software to do all the analysis of the reaction including calculating concentrations overtime.

CH3COOH CH3OH CH3COOCH3 H2OH2SO4

+ +

2.902.953.003.053.103.153.203.253.303.353.403.453.503.553.603.653.703.753.803.853.903.954.004.054.10f1 (ppm)

0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5t(h)

0

2

4

6

8

10

C(M

)

C' = B+F*exp(-t*G)B=6.224; F=3.478; G=0.6907;Error: 0.08679

C1' = B+F*exp(-t*G)B=4.015; F=-3.735; G=0.7729;Error: 0.02697

MeO of MeOHMeO of AcOMe

2.902.953.003.053.103.153.203.253.303.353.403.453.503.553.603.653.703.753.803.853.903.954.004.054.10f1 (ppm)

MeO of AcOMe MeO of MeOH

CH3COOH CH3OH CH3COOCH3 H2OH2SO4

+ +

C' = B+F*exp(-t*G)B=6.224; F=3.478; G=0.6907;Error: 0.08679C1' = B+F*exp(-t*G)B=4.015; F=-3.735; G=0.7729;Error: 0.02697

0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5t(h)

0

2

4

6

8

10

C(M

)CH3COOH CH3OH CH3COOCH3 H2O

H2SO4+ +

# X(I) Y(X) Y'(X) Y1(X) Y1'(X)

B+F*exp(-x*G) B+F*exp(-x*G)

B= 6.22437 B= 4.01451

F= 3.47756 F= -3.73507

G= 0.690669 G= 0.772858

1 0 11.11 9.702 -0.064 0.279

2 0.17 8.424 9.317 0.688 0.739

3 0.35 8.569 8.955 1.324 1.165

4 0.5 8.357 8.686 1.693 1.477

5 0.67 8.156 8.414 1.951 1.789

6 0.82 7.996 8.198 2.183 2.033

7 0.98 7.86 7.992 2.381 2.263

8 1.13 7.732 7.818 2.525 2.455

9 1.3 7.623 7.641 2.66 2.647

10 1.45 7.546 7.502 2.804 2.797

11 1.63 7.448 7.352 2.916 2.955

12 1.77 7.353 7.248 3.016 3.063

13 1.93 7.248 7.141 3.105 3.174

14 2.08 7.167 7.051 3.186 3.266

15 2.25 7.095 6.96 3.264 3.358

16 2.4 7.046 6.887 3.34 3.43

17 2.57 6.983 6.814 3.4 3.502

18 2.72 6.925 6.756 3.459 3.558

19 2.88 6.862 6.7 3.508 3.611

20 3.03 6.806 6.653 3.558 3.655

21 3.2 6.741 6.606 3.603 3.7

22 3.35 6.692 6.568 3.649 3.734

23 3.52 6.64 6.53 3.692 3.769

24 3.67 6.591 6.5 3.734 3.795

25 3.83 6.538 6.471 3.774 3.821

26 3.98 6.492 6.447 3.812 3.842

27 4.15 6.46 6.422 3.847 3.863

28 4.38 6.389 6.393 3.894 3.888

29 4.53 6.351 6.377 3.924 3.902

30 4.7 6.313 6.36 3.951 3.916

31 4.85 6.267 6.346 3.978 3.927

32 5.02 6.239 6.333 4.004 3.937

33 5.17 6.2 6.322 4.03 3.946

34 5.33 6.164 6.312 4.051 3.954

35 5.48 6.128 6.303 4.074 3.96

36 5.65 6.091 6.295 4.089 3.967

37 5.8 6.059 6.288 4.108 3.972

ModelARR_DATA(I)

[t(hr)]Concentration(3.459,3.255) Concentration(3.652,3.592)

0.00.51.01.52.02.53.03.54.04.55.05.56.06.57.07.58.08.59.09.510.010.511.011.512.0f1 (ppm)