Deuteronomy 29:21
And the LORD shall separate him unto evil out of all the tribes of Israel, according to all the curses of the covenant that are written in this book of the law:
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EXPOSITORY (ENGLISH BIBLE)
(21, 22) And the Lord shall separate him unto evil . . . so that the generation to come . . . shall say . . . of that land.—It is not a little remarkable that the sin of one man is here represented as growing and spreading devastation over the whole land of Israel—the very thing which the man apparently regards as impossible in his inward reasonings, described in Deuteronomy 29:19. Yet is not this the true anticipation of what actually occurred? Comp. 1Kings 14:15-16 : “The Lord shall root up Israel out of this good land, which He gave to their fathers . . . and He shall give Israel up because of the sins of Jeroboam, who did sin, and who made Israel to sin” And what Jeroboam was to Israel, Manasseh was to Judah (Jeremiah 15:4): “I will cause them to be removed into all kingdoms of the earth, because of Manasseh the son of Hezekiah, king of Judah, for that which he did in Jerusalem.”

29:10-21 The national covenant made with Israel, not only typified the covenant of grace made with true believers, but also represented the outward dispensation of the gospel. Those who have been enabled to consent to the Lord's new covenant of mercy and grace in Jesus Christ, and to give up themselves to be his people, should embrace every opportunity of renewing their open profession of relation to him, and their obligation to him, as the God of salvation, walking according thereto. The sinner is described as one whose heart turns away from his God; there the mischief begins, in the evil heart of unbelief, which inclines men to depart from the living God to dead idols. Even to this sin men are now tempted, when drawn aside by their own lusts and fancies. Such men are roots that bear gall and wormwood. They are weeds which, if let alone, overspread the whole field. Satan may for a time disguise this bitter morsel, so that thou shalt not have the natural taste of it, but at the last day, if not before, the true taste shall be discerned. Notice the sinner's security in sin. Though he hears the words of the curse, yet even then he thinks himself safe from the wrath of God. There is scarcely a threatening in all the book of God more dreadful than this. Oh that presumptuous sinners would read it, and tremble! for it is a real declaration of the wrath of God, against ungodliness and unrighteousness of man.Compare on the thought Jeremiah 23:17. The secret and presumptuous sinner is meant who flatters himself that all is well and will be well with him, since he follows his own devices and prospers. Compare Psalm 73:11 ff.

To add drunkenness to thirst - The sense is probably: "Himself, drinking iniquity like water, Job 15:16, he corrupts and destroys others who are thirsting for it or prone to it."

The sense of the whole passage from Deuteronomy 29:16 onward to Deuteronomy 29:20 may be exhibited thus: "Ye have seen the abominations of idolatry among the pagan. Do you therefore look diligently that there be no secret idolater among you; a root of bitterness to all about him. Let there be no one, I say, who when he hears the curses of the Law against this sin, flatters himself, saying within himself, 'All will be well, for I walk unmolested in my own self-chosen path; ' and thus acting, not only takes his own fill of sin, but destroys likewise every tempted brother within his reach, for the Lord will not spare him," etc.

10-29. Ye stand this day all of you before the Lord your God—The whole congregation of Israel, of all ages and conditions, all—young as well as old; menials as well as masters; native Israelites as well as naturalized strangers—all were assembled before the tabernacle to renew the Sinaitic covenant. None of them were allowed to consider themselves as exempt from the terms of that national compact, lest any lapsing into idolatry might prove a root of bitterness, spreading its noxious seed and corrupt influence all around (compare Heb 12:15). It was of the greatest consequence thus to reach the heart and conscience of everyone, for some might delude themselves with the vain idea that by taking the oath (De 29:12) by which they engaged themselves in covenant with God, they would surely secure its blessings. Then, even though they would not rigidly adhere to His worship and commands, but would follow the devices and inclinations of their own hearts, yet they would think that He would wink at such liberties and not punish them. It was of the greatest consequence to impress all with the strong and abiding conviction, that while the covenant of grace had special blessings belonging to it, it at the same time had curses in reserve for transgressors, the infliction of which would be as certain, as lasting and severe. This was the advantage contemplated in the law being rehearsed a second time. The picture of a once rich and flourishing region, blasted and doomed in consequence of the sins of its inhabitants, is very striking, and calculated to awaken awe in every reflecting mind. Such is, and long has been, the desolate state of Palestine; and, in looking at its ruined cities, its blasted coast, its naked mountains, its sterile and parched soil—all the sad and unmistakable evidences of a land lying under a curse—numbers of travellers from Europe, America, and the Indies ("strangers from a far country," De 29:22) in the present day see that the Lord has executed His threatening. Who can resist the conclusion that it has been inflicted "because the inhabitants had forsaken the covenant of the Lord God of their fathers. … and the anger of the Lord was kindled against this land, to bring upon it all the curses that are written in this book"? Unto evil, i.e. unto some peculiar and exemplary plague; he will make him a monument of his displeasure to the whole land.

According to all the curses of the covenant; he intimates that the covenant of grace, which God made with them, hath not only blessings belonging to it, as this foolish person imagined, but curses also to the transgressors of it.

And the Lord shall separate him unto evil out of all the tribes of Israel,.... Unto the evil of punishment, devote and consign him to it, and make him a visible and distinguished mark of his displeasure and vengeance. So some men are righteously separated from others, and preordained unto condemnation, being wicked and ungodly men; for such God has made or appointed for the day of evil; see Proverbs 16:4,

according to all the curses of the covenant that are written in this book of the law; the evil of punishment he shall be separated unto shall be according to them, or include them all; the sense is, that the wrath of God, and the whole curse of the law due to him for his sin, shall come upon him; see Deuteronomy 28:16, &c.

And the LORD shall separate him unto evil out of all the tribes of Israel, according to all the curses of the covenant that are written in this book of the law:
EXEGETICAL (ORIGINAL LANGUAGES)
21. separate] See on Deuteronomy 4:41. Unto evil, Jeremiah 21:10; Jeremiah 29:11; Jeremiah 38:4; Jeremiah 39:16; Jeremiah 44:11; Jeremiah 44:27; Jeremiah 44:29; but also in Amos 9:4, Jdg 2:15 (deuteronomic).

this book of the law] See Deuteronomy 28:61.

22–28 illustrate the last clause of 19 and predict how the whole land and people shall suffer for the sins of the idolaters.

Deuteronomy 29:21"For the Lord will not forgive him (who thinks or speaks in this way); but then will His anger smoke (break forth in fire; vid., (Psalm 74:1), and His jealousy against that man, and the whole curse of the law will lie upon him, that his name may be blotted out under heaven (vid., Deuteronomy 25:19; Exodus 17:14). "The Lord will separate him unto evil from all the tribes, - so that he will be shut out from the covenant nation, and from its salvation, and be exposed to destruction - according to all the curses of the covenant." Although the pronominal suffix refers primarily to the man, it also applies, according to Deuteronomy 29:18, to the woman, the family, and the tribe. "That is written," etc., as in Deuteronomy 28:58, Deuteronomy 28:61.
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