Contradiction with Numbers 20:14-21
These verses describe the Edomites refusing passage to the Israelites, contradicting Deuteronomy 2:8 which does not mention any conflict or refusal of passage by Edom.
Numbers 20:14-21: And Moses sent messengers from Kadesh unto the king of Edom, Thus saith thy brother Israel, Thou knowest all the travail that hath befallen us: [befallen...: Heb. found us]
Contradiction with Judges 11:17
Jephthah states that Israel was denied passage through Edom, conflicting with Deuteronomy 2:8 where they passed peacefully.
Judges 11:17: Then Israel sent messengers unto the king of Edom, saying, Let me, I pray thee, pass through thy land: but the king of Edom would not hearken [thereto]. And in like manner they sent unto the king of Moab: but he would not [consent]: and Israel abode in Kadesh.
Contradiction with Numbers 21:4
It states the Israelites turned away from Edom, implying they were not allowed to pass, which contradicts their peaceful passage in Deuteronomy 2:8.
Numbers 21:4: And they journeyed from mount Hor by the way of the Red sea, to compass the land of Edom: and the soul of the people was much discouraged because of the way. [discouraged: or, grieved: Heb. shortened]
Contradiction with Habakkuk 3:3
This references the journey not including Edom directly, indirectly contradicting Deuteronomy 2:8 which implies a passage without conflict.
Habakkuk 3:3: God came from Teman, and the Holy One from mount Paran. Selah. His glory covered the heavens, and the earth was full of his praise. [Teman: or, the south]