אמר רב נחמן הלכה כרבי יעקב רב חסדא ורבה בר רב הונא מצלו בהו באורתא איכא דאמרי אין הלכה כר' יעקב
Until sunset. R'Jacob said, Until every foot has left the market.<span class="x" onmousemove="('comment',' I.e., after darkness has fallen.');"><sup>10</sup></span> But the Sages say, Until the time when people go to sleep. The Sages and<span class="x" onmousemove="('comment',' So in many MSS. and in Alfasi, and so Sh. Mek. Cur. edd. read ' (admit) to R. Jacob'.');"><sup>11</sup></span> R'Jacob, however, admit that if a man took them off in order to enter a privy or a bath-house and in the meantime the sun had set, he has not to put them on again. R'Nahman said, The halachah agrees with R'Jacob, since R'Hisda and Rabbah B'R'Huna used to say the evening prayer while still wearing them.<span class="x" onmousemove="('comment',' Hence they are worn after sunset.');"><sup>12</sup></span> Another version reads: R'Nahman said, The halacha does not agree with R'Jacob.<span class="x" onmousemove="('comment',' But the halachah follows the first Tanna's view that the tefillin are to be taken off at sunset (Tosaf.) .');"><sup>13</sup></span>
Arukh HaShulchan
One places the Shel Yad first, and after that the Shel Rosh. And even if one touches the Shel Rosh first — he is forced to pass on it, even though we don't pass up on the performance of Mitzvot, and he should take the Shel Yad and place it on his arm, and afterwards should take the Shel Rosh and place it on his head. And the reason is because it is written: "And they shall be a Totafot between your eyes", and we learn out (Menachot 36a) from the language of "they" since it is in the plural (Rashi), that all the time that it [the Shel Rosh] is "between your eyes" — there should be two [both the Shel Rosh and the Shel Yad]. And even though that if one doesn't have the Shel Yad, or he is unable to place the Shel Yad, he [still] places the Shel Rosh alone as I have written in Chapter 26 — this is because they are two Mitzvot, and of course he is obligated to fulfill whatever he can. But when he has both [and can place both] — it is a decree of the Torah to place the Shel Rosh after the Shel Yad, and thus we are not concerned with "we do not pass up on the performance of Mitzvot". And thus Our Rabbis of Blessed Memory said (Yoma 33a) that one should be careful to not touch the Shel Rosh first, so that he will not have to pass up on the performance of the Mitzvah.
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