What are the benefits of using a Miswak ?
Brushing with Miswak cleans the mouth and is pleasing to Allah, and this (in my opinion) is the greatest benefit.
The Prophet (sallallahu 'alaihi wa sallam) said, "The Miswak
(tooth-stick) cleanses and purifies the mouth and pleases the Rubb."
وعن عائشة رضي الله عنها ان النبي صلى الله عليه وسلم : قال:
"السواك مطهرة للفم مرضاة للرب" ((رواه النسائي، وابن خذيمة في
صحيحه بأسانيد صحيحة)).
Riyadussaliheen
When should one use a Miswak ?
One should brush his teeth with Miswak when:
- One gets up for making Tahajjud prayer or to pray at night
Narrated Hudhaifa:
Whenever the Prophet got up for Tahajjud prayer he used to clean his
mouth (and teeth) with Siwak.
حَدَّثَنَا حَفْصُ بْنُ عُمَرَ، قَالَ حَدَّثَنَا خَالِدُ بْنُ عَبْدِ
اللَّهِ، عَنْ حُصَيْنٍ، عَنْ أَبِي وَائِلٍ، عَنْ حُذَيْفَةَ ـ رضى الله
عنه ـ أَنَّ النَّبِيَّ صلى الله عليه وسلم كَانَ إِذَا قَامَ
لِلتَّهَجُّدِ مِنَ اللَّيْلِ يَشُوصُ فَاهُ بِالسِّوَاكِ.
Sahih Bukari
It was narrated that Hudhaifah said: "We were commanded to use the
siwak when we got up to pray at night." (Sahih)
أَخْبَرَنَا عَبْدُ اللَّهِ بْنُ سَعِيدٍ، عَنْ إِسْحَاقَ بْنِ
سُلَيْمَانَ، عَنْ أَبِي سِنَانٍ، عَنْ أَبِي حُصَيْنٍ، عَنْ شَقِيقٍ،
عَنْ حُذَيْفَةَ، قَالَ كُنَّا نُؤْمَرُ بِالسِّوَاكِ إِذَا قُمْنَا مِنَ
اللَّيْلِ .
An-Nasa'i
Abu Hurairah (May Allah be pleased with him) reported: The Messenger
of Allah (sallallahu 'alaihi wa sallam) said, "Had I not thought it
difficult for my Ummah, I would have commanded them to use the Miswak
(tooth-stick) before every Salat."
وعن أبي هريرة رضي الله عنه، أن رسول الله صلى الله عليه وسلم قال:
"لولا أن أشق على أمتي - أو على الناس- لأمرتهم بالسواك مع كل صلاة"
((متفق عليه)) .
Riadussaliheen
Narrated Aisha:
Abdur-Rahman bin Abu Bakr entered upon the Prophet while I was
supporting the Prophet on my chest.AbdurRahman had a fresh Siwak
then and he was cleaning his teeth with it. Allah's Apostle looked at
it, so I took the Siwak, cut it (chewed it with my teeth), shook it
and made it soft (with water), and then gave it to the Prophet who
cleaned his teeth with it. I had never seen Allah's Apostle cleaning
his teeth in a better way. After finishing the brushing of his teeth,
he lifted his hand or his finger and said thrice, "O Allah! Let me be
with the highest companions," and then died. `Aisha used to say, "He
died while his head was resting between my chest and chin."
حَدَّثَنَا مُحَمَّدٌ، حَدَّثَنَا عَفَّانُ، عَنْ صَخْرِ بْنِ
جُوَيْرِيَةَ، عَنْ عَبْدِ الرَّحْمَنِ بْنِ الْقَاسِمِ، عَنْ أَبِيهِ،
عَنْ عَائِشَةَ، دَخَلَ عَبْدُ الرَّحْمَنِ بْنُ أَبِي بَكْرٍ عَلَى
النَّبِيِّ صلى الله عليه وسلم وَأَنَا مُسْنِدَتُهُ إِلَى صَدْرِي،
وَمَعَ عَبْدِ الرَّحْمَنِ سِوَاكٌ رَطْبٌ يَسْتَنُّ بِهِ، فَأَبَدَّهُ
رَسُولُ اللَّهِ صلى الله عليه وسلم بَصَرَهُ، فَأَخَذْتُ السِّوَاكَ
فَقَصَمْتُهُ وَنَفَضْتُهُ وَطَيَّبْتُهُ، ثُمَّ دَفَعْتُهُ إِلَى
النَّبِيِّ صلى الله عليه وسلم فَاسْتَنَّ بِهِ، فَمَا رَأَيْتُ رَسُولَ
اللَّهِ صلى الله عليه وسلم اسْتَنَّ اسْتِنَانًا قَطُّ أَحْسَنَ مِنْهُ،
فَمَا عَدَا أَنْ فَرَغَ رَسُولُ اللَّهِ صلى الله عليه وسلم رَفَعَ
يَدَهُ أَوْ إِصْبَعَهُ ثُمَّ قَالَ " فِي الرَّفِيقِ الأَعْلَى
". ثَلاَثًا ثُمَّ قَضَى، وَكَانَتْ تَقُولُ مَاتَ بَيْنَ حَاقِنَتِي
وَذَاقِنَتِي.
Sahih Bukari