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Dipole arrows are drawn on Lewis structures and point towards the more electronegative atom, since they pull electrons towards them. This is why in water the dipole arrows are drawn going from hydrogen (low electronegativity) towards oxygen (higher electronegativity). Due to this pulling of electrons, oxygen has a partial negative charge, and the two hydrogens have partial positive charges.
After drawing a Lewis structure, you'd draw a dipole arrow pointing towards the atom with higher electronegativity. This is because this atom attract electrons and gains a partial positive charge. The other atom involved in the bond, the one with the lower electronegativity, would have a partial positive charge, with the plus part of the arrow on it.
Dipole moments occur in any bond in which the atoms have a difference in electronegativity. The greater the difference in electronegativity, the greater the dipole moment. The arrow in the dipole moment always points to the more electronegative atom because this is the direction in which the electrons are being pulled.
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