Citric Acid → Carbon Dioxide

HRID 446637Notes

Reaction equation

[C:1]([OH:13])(=[O:12])[CH2:2][C:3]([CH2:8][C:9]([OH:11])=[O:10])([C:5]([OH:7])=[O:6])[OH:4].[C:14](=O)([OH:16])[O-:15].[Na+:18].O>>[C:1]([O-:13])(=[O:12])[CH2:2][C:3]([CH2:8][C:9]([O-:11])=[O:10])([C:5]([O-:7])=[O:6])[OH:4].[Na+:18].[Na+:18].[Na+:18].[C:14](=[O:16])=[O:15]

Participants

Reactant 3

HCID 311Citric Acid2×

HCID 962Water

HCID 516892Sodium Bicarbonate2×

Product 2

HCID 280Carbon Dioxide

HCID 6224Trisodium citrate

Procedure

As shown in the above table, citric acid (C6H8O7) and sodium bicarbonate (NaHCO3) serve as a binary disintegrant. A single mole of citric acid plus three moles of sodium bicarbonate combine to form one mole of sodium citrate (Na3C6H5O7), three moles water (H2O), and three moles of carbon dioxide (CO2). This stoichiometric, 3:1 molar ratio of sodium bicarbonate:citric acid equates to a 1.312:1 ratio by mass. The sodium bicarbonate:citric acid mass ratio in the example of TABLE 1 is a 2.62:1. It is doubly rich in sodium bicarbonate. This ratio, in combination with crosscarmellose sodium, exhibits excellent disintegration performance in simulated gastric juice after a light meal (pH 3.0 HCl at 37° C.). The present disclosure believes that that the extra sodium bicarbonate reacts with hydrochloric acid in the stomach and helps to ensure that sufficient sodium bicarbonate is available to react with the citric acid.

Sources & evidence

ORD record: ord-f53aed2fff03435cb658ca60da41e9cb
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08481076B2

Reaction notes

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