Synthesis of 2,3-dichloro-3-phenylpropanoic acid

Preparation of 2,3-dichloro-3-phenylpropanoic acid

Preparation of 2,3-dichloro-3-phenylpropanoic acid

Preparation of 2,3-dichloro-3-phenylpropanoic acid

Direct sunlight or some other source of ultra-violet rays is essential for this preparation. 10 g of finely ground cinnamic acid are suspended in 80 g of freshly distilled carbon disulfide in a qartz flask. A stream of dry gaseous chlorine gas is passed in until the liquid assumes a greenish-yellow color. The mixture is alternately shaken until this color disappears, and re-saturated with gaseous chlorine gas until an increase in weight of 5 g has taken place. The precipitate is filtered off and recrystallized from aqueous alcohol. The yield of 2,3-dichloro-3-phenylpropanoic acid is 90% theoretical (14 g.). 2,3-Dichloro-3-phenylpropanoic acid forms colourless leaflets; m.p. 162-164 °C (slight decomposition).

Systematic organic chemistry, by W. M. Cumming, 340, 1937.

IUPAC Name

2,3-dichloro-3-phenylpropanoic acid

InChI

InChI=1S/C9H8Cl2O2/c10-7(8(11)9(12)13)6-4-2-1-3-5-6/h1-5,7-8H,(H,12,13)

InChI Key

AUOKIBFNYTZTGY-UHFFFAOYSA-N

Canonical SMILES

C1=CC=C(C=C1)C(C(C(=O)O)Cl)Cl

Depositor-Supplied Synonyms

2,3-dichloro-3-phenylpropanoic acid, Benzenepropanoic acid, a,b-dichloro-, 35115-76-5, NSC122942, Cinnamic acid dichloride, AC1L5IKF, AC1Q3GJQ, SCHEMBL6548610, CTK4H3681, 2,3-dichloro-3-phenyl-propanoicacid, AR-1D2431, AKOS022653161, NSC-122942, OR053734, OR261322, 2,3-DICHLORO-3-PHENYL-PROPANOIC ACID

Removed Synonyms

CID275848, 35321-17-6

Share This

Leave a Reply

Your email address will not be published. Required fields are marked *