Chapter 11, Problem 23P

Triethyloxonium tetrafluoroborate reacts with ethanol (CH3CH2OH) to give diethyl ether (CH3CH2OCH2CH3). BF triethyloxonium tetrafluoroborate Which equation, including the curved arrows, best represents the rate-determining step in the mechanism? Select the single best answer. O OH CH3CH2 OH + H. 0+ CH₂H₂ :0 + 0+ ж + H + :0: 0 C

CH3CH2CH=CH2 + H₂O − H+

Г C-RSA CHROMATOPAC CH=1 DATA 1: @CHRM1.C00 ATTEN=10 SPEED= 10.0 0.0 b.092 0.797 1.088 1.813 C-RSA CHROMATOPAC CH=1 Report No. =13 ** CALCULATION REPORT ** DATA=1: @CHRM1.000 11/03/05 08:09:52 CH PKNO TIME 1 2 0.797 3 1.088 4 1.813 AREA 1508566 4625442 2180060 HEIGHT 207739 701206 V 287554 V MK IDNO CONC NAME 18.1447 55.6339 26.2213 TOTAL 8314067 1196500 100 C-R8A CHROMATOPAC CH=1 DATA 1: @CHRM1.C00 ATTEN=10 SPEED= 10.0 0. 0 087 337. 0.841 1.150 C-R8A CHROMATOPAC CH=1 Report No. =14 DATA=1: @CHRM1.000 11/03/05 08:12:40 ** CALCULATION REPORT ** CH PKNO TIME AREA 1 3 0.841 1099933 41.15 4039778 HEIGHT MK IDNO 170372 649997¯¯¯ CONC NAME 21.4007 78.5993 TOTAL 5139711 820369 100 3 C-R8A CHROMATOPAC CH=1 DATA 1: @CHRM1.C00 ATTEN=10 SPEED= 10.0 0.100 0:652 5.856 3 1.165 C-RSA CHROMATOPAC CH-1 Report No. =15 DATA=1: @CHRM1.000 11/03/05 08:15:26 ** CALCULATION REPORT ** CH PKNO TIME AREA HEIGHT MK IDNO CONC NAME 1 3 3 0.856 4 1.165 TOTAL 1253386 4838738 175481 708024 V 20.5739 79.4261 6092124…

Indicate the product that is obtained if the benzotriazole reacts with the use of a medium basic product.

Indicate the product that is obtained if the benzotriazol reacts with dimethyl sulfate.

Indicate how to obtain 2-metilbencimidazol from 1,2-diaminobenzene.

break down both reactions shown and explain it correctly using the bromonium ion mechanism, instead of the (disproven) carbocation-based mechanism.

Indicate how from 1,2-diaminobenzene to obtain 1-metilbenzotriazol.

-C = C - C - + Br₂ + I" -> -C-C-c -C = C -C- + Br² + I₂ -C=C Br I + Brū + Iz -7- C - C-C- I Br Mechanism; - C = c - c - + Br - Br > - C-c-c- Br -C-C-C- + 1 - - -Ċ-Ċ'-c' - Br Br I