(Mishnah): Terumah is separated from oil-olives for pickled olives, but not vice-versa and from uncooked wine for cooked wine but not vice-versa.

The rule is - whenever the two types are considered different for Kilayim, one may not separate from one for the other, even from the superior type for the inferior type. Whenever they are not considered Kilayim with each other, one separates from the superior for the inferior type but not vice-versa. If one did separate from the inferior for the superior type, it is valid Terumah, except if one separated Zunin (a type of weed that grows together with wheat) for wheat, since they are not food.

Cucumbers and white gourds are one type. R. Yehuda says that they are two types.

(Gemara) (R. Yochanan): The Mishnah (that teaches that one separates from the superior type rather than the type that is long-lasting) follows the opinion of R. Yehuda (discussed in the previous Mishnah - Chulin 69(d)).

(R. Yochanan): The opinion of R. Yehuda has switched - (In our Mishnah it seems to say that uncooked wine is superior to cooked wine as one may separate Terumah from uncooked wine for cooked wine but not vice-versa). But in the later Mishnah (at the beginning of the 11th Perek - see Chulin 115) R. Yehuda permits cooking Terumah wine, since it improves it...?

Answer (R. Elazar): There, it's discussing the Kohen; here it's discussing the owner (before he gives it to the Kohen)...

As R. Elazar and R. Yochanan disagreed (over the reason that the Chachamim say in that Mishnah that one may not cook Terumah wine) - one said that it reduces it in quantity and the other said that it will be drunk less (as less people want to drink it, since it becomes worse through cooking). It was unclear which of them said each opinion...

But from the fact that R. Yochanan just said that R. Yehuda switched his opinion and R. Elazar responded that the Mishnah there refers to the Kohen and here it refers to the owner - R. Elazar must say that that it will be drunk less.

(R. Yehuda ben R. Imi citing Reish Lakish): (The reason that the Chachamim say that one may not cook Terumah wine is that) it will be drunk less.

Question: A Baraisa disagrees with R. Yochanan -It is even permitted to separate from cooked for uncooked (as there is an advantage to cooked wine in that it is longer lasting). The word 'even' indicates that cooked is generally worse than uncooked...?

Answer (R. Imi): R. Yochanan doesn't teach the word 'even' in the Baraisa.

(R. Bun bar Kahana citing Rebbi): The pasuk states (Bamidbar 18:32), "you shall not bear any sin on account of (the Terumah)'' - meaning that if you separate from inferior for superior, it is a sin and it therefore must be valid Terumah (or it would not be a sin).

(The Mishnah taught that if one did separate from the inferior for the superior type, it is valid Terumah, except if one separated Zunin for wheat, since they are not food.) This implies that if one separated a food as Terumah it is valid, even if it was inferior for superior. The Mishnah follows the view of R. Yishmael b'R. Yosi...

(R. Yishmael b'R. Yosi citing his father): One may separate from wine for vinegar but not vinegar for wine. If one transgressed and did this, it is valid.

(Rebbi): Wine and vinegar are two species and one may not separate Terumah or Maaser for one for the other.

(R. Yehoshua ben Levi): It is logical that Rebbi would agree that on a Torah level, they are the same species. So why did Rebbi say that on a Rabbinic level, they are considered two species? If you would permit separating from wine for vinegar, a person would come to separate from vinegar for wine (which is prohibited).

The Mishnah taught that cucumbers and white gourds are one type. R. Yehuda says that they are two types.

R. Yehuda and Rabbanan both follow their views elsewhere, as the Mishnah teaches in Maseches Kilayim (Perek 1), "Cucumbers and white gourds are not Kilayim with each other (as they are the same species). R. Yehuda says that they are Kilayim (as they are two different species).''