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Acid chloride formation

9 real reactions from the literature, on carboxylic acids. Each scheme shows starting materials, conditions and products, with the yield and reference where the source reports them.

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  1. Acid chloride formation: nicotinic acid (a carboxylic acid) with SOCl2 gives nicotinoyl chloride (the acid chloride).

    Acid chloride formationOrg. Synth. Coll. Vol. 4, p. 88
  2. Acid chloride formation: monomethyl sebacate (a carboxylic acid) with SOCl2; Δ gives methyl 10-chloro-10-oxodecanoate (the acid chloride).

    Acid chloride formationOrg. Synth. Coll. Vol. 3, p. 613
  3. Acid chloride formation: butyric acid (a carboxylic acid) with SOCl2; Δ gives butyryl chloride (the acid chloride).

    Acid chloride formationOrg. Synth. Coll. Vol. 1, p. 147
  4. Acid chloride formation: 4-nitrobenzoic acid (a carboxylic acid) with PCl5, Δ gives 4-nitrobenzoyl chloride (the acid chloride).

    Acid chloride formationOrg. Synth. Coll. Vol. 1, p. 394
  5. Acid chloride formation: isobutyric acid (a carboxylic acid) with SOCl2 gives isobutyryl chloride (the acid chloride).

    Acid chloride formationOrg. Synth. Coll. Vol. 3, p. 490
  6. Acid chloride formation: a carboxylic acid with SOCl2; Δ gives the acid chloride.

    Acid chloride formationOrg. Synth. Coll. Vol. 3, p. 547
  7. Acid chloride formation: cyclohexanecarboxylic acid with SOCl2; Δ gives cyclohexanecarbonyl chloride (the acid chloride).

    Acid chloride formationOrg. Synth. Coll. Vol. 4, p. 339
  8. Acid chloride formation: itaconic acid (a carboxylic acid) with PCl5 (2 equiv.); Δ gives 2,2-methylenesuccinyl dichloride (the acid chloride).

    Acid chloride formationOrg. Synth. Coll. Vol. 4, p. 554
  9. Acid chloride formation: O-acetylmandelic acid (a carboxylic acid) with SOCl2 gives 1-(chloroformyl)benzyl acetate (the acid chloride).

    Acid chloride formationOrg. Synth. Coll. Vol. 1, p. 12