Synthesis of 3-iodopropionic acid

Preparation of 3-iodopropionic acid

Preparation of 3-iodopropionic acid

Preparation of 3-iodopropionic acid

100 g of phosphorus diiodide (P2I4) are added in small quantities to 52 ml of glyceric acid in a large round flask, and the mixture gently heated till a violent reaction sets in. Should it become too violent the flask is cooled in water. The product, a dark brown syrupy liquid, is again heated, when a second less violent reaction occurs. A light yellow liquid, which, on cooling, solidifies to a crystalline mass, is formed. From this, 3-iodopropionic acid is extracted with hot carbon disulphide or petroleum ether. The solvent is distilled off and the discoloured residue recrystallised from carbon disulphide or petroleum ether. 3-Iodopropionic acid forms colourless crystals, slightly soluble in cold, readily in hot water and in alcohol; m.p. 83.5° C.

Systematic organic chemistry, by W. M. Cumming, 334, 1937.

IUPAC Name

3-iodopropanoic acid

InChI

InChI=1S/C3H5IO2/c4-2-1-3(5)6/h1-2H2,(H,5,6)

InChI Key

KMRNTNDWADEIIX-UHFFFAOYSA-N

Canonical SMILES

C(CI)C(=O)O

Depositor-Supplied Synonyms

3-IODOPROPIONIC ACID, 3-Iodopropanoic acid, Propanoic acid, 3-iodo-, 141-76-4, Propionic acid, 3-iodo-, beta-Iodopropionic acid, Propanoic acid, iodo-, .beta.-Iodopropionic acid, KMRNTNDWADEIIX-UHFFFAOYSA-N, NSC 2124, EINECS 205-499-0, BRN 1699514, AI3-21060, Iodopropanoic acid, b-iodopropionic acid, 3-iodo-propionic acid, ACMC-1BVSP, WLN: QV2I, AC1L1RU1, SCHEMBL10598, C3H5IO2, I10457_ALDRICH, CTK0I0852, NSC2124, MolPort-000-156-495, NSC-2124, ZINC1577168, 7031AF, ANW-20644, AKOS006223910, MCULE-3371354708, KB-32335, OR022192, OR250775, LS-124722, TR-005367, FT-0615913, I0071, LT00146632, 4-02-00-00770 (Beilstein Handbook Reference), I04-9354, 3B3-032886, InChI=1/C3H5IO2/c4-2-1-3(5)6/h1-2H2,(H,5,6

Removed Synonyms

Ethylacetaat, Sucrose tripalmitate, CID8856, 26834-34-4

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