What is the definition of "Ashmores ha'Boker"?
Rashi: The night is divided into three watches (each comprising four hours), when three groups (Mishmaros) 1 of Mal'achei Shareis sing Shirah one after the other - and it was at the beginning of the morning watch - the final one, that Hashem began to switch from the salvation of Yisrael to the drowning of the Egyptians.
Rashi: Which explains why the Torah uses the word "Ashmores" (and Onkelos - 'Matras').
What are the connotations of the word "Va'yashkef"?
Rashi: It means that Hashem looked down upon them in order to destroy them. 1
Refer to Bereishis, 18:16:1:1.
Why does the Torah again refer to the Pillars of Fire and of Cloud?
Rashi: Because they worked in conjunction to create havoc among the Egyptians - The former turned the congealed water into mud and the latter then boiled the mud, and the boiling mud burned the hoofs off the horses' feet (causing them to go wild [and the wheels off the chariots, causing the chariots to drag, their riders being hurled around until their bones came apart]) 1 .
Targum Yonasan: The Pillar of Fire shot burning coals at the Egyptians, and the Pillar of Cloud, hail-stones.
See also commentaries on Pasuk 25.
What are the connotations of "Vayaham"?
Rashi #1: It means that Hashem confused them, causing them to lose their common sense. 1
Rashi #2 (citing Pirkei de'R. Eliezer ben R. Yossi ha'Gelili) and Rashbam: It means that Hashem caused them to hear terrifying noises. 2
Targum Onkelos and Targum Yonasan: It means that Hashem caused them to go crazy.
Seforno: It means that they were smitten with all kinds of illnesses. 3
Hence, in Pasuk 27, the Pasuk describes how they ran towards the oncoming water instead of running away from it (See Rashi there [Refer also to 14:25:1:2).
Rashi As in Shmuel 1, 7:10: These were caused by hail (presumably with reference to the Pillar of Cloud [Refer to 14:24:3:2]) containing fire [caused by the Pillar of Fire]).
Which the Torah refers to as "Madvei Mitzrayim - in Eikev, Devarim, 7:14. See Seforno.
