1)

Why does it say "l'Mi Oy l'Mi Avoy"?

1.

Rashi: They are expressions of screaming and wailing. R. Yonah - they are due to his sin. Wine brings a person to Zenus. Therefore this is written next to Zonah and Nochriyah.

2.

Malbim: Who has woe? One who has Avoy (desire).

2)

What do we learn from "[l'Mi Oy l'Mi Avoy] l'Mi Midyanim l'Mi Si'ach"?

1.

Rashi: One who has quarrels with people and excess talk, woe to him - in many words, there is much sin.

2.

R. Yonah: Wine causes also quarrels and excess talk - "Homeh Shechar" (20:1).

3.

Malbim: Who has quarrels and claims? One who has Si'ach - speech without intellect. He merely casts out (says) imaginations. This increases quarrels.

3)

What are "Petza'im Chinam"?

1.

R. Yonah: Drinking much wine leads to bodily illnesses.

4)

Why does it say "[l'Mi Petza'im Chinam l'Mi] Chachlilus Einayim"?

1.

Rashi: Amidst much wine, the eyes redden. This is derogatory.

2.

Malbim: One who has red eyes [from much wine] he has wounds. Who has red eyes? ("Ha'Me'acharim Al ha'Yayin" - 30)

5)

What do we learn from "l'Mi Oy l'Mi Avoy l'Mi Midyanim l'Mi Si'ach l'Mi Petza'im Chinam l'Mi Chachlilus Einayim"?

1.

Sanhedrin 70a #1: "La'Me'acharim Al ha'Yayin" (30, people who drink much wine) suffer all these.

2.

Sanhedrin 70a #2: Some expound it in reverse order (one who suffers all these should indulge in wine).

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