Nitrogen bound to manure fiber is increased by applications of simple phenolic acids

Table 2 Some properties of the treatment compounds and 0.001 M solutions

Treatment	Source	Anhydrous MW	Pka₁^a	K_ow^b	0.001 M Solution^c Soluble-N (mg/L)	0.001 M Solution^c pH
Sodium benzoate (B0, ≥ 99%)	Alfa Aesar, Haverhill, MA USA	144.1	4.2	1.87	0.08 (13.0)	5.33 (5.22)
Sodium 4-hydroxybenzoate (B1, ≥ 99%)	Alfa Aesar, Haverhill, MA USA	160.1	4.5	1.58	0.26 (14.9)	5.72 (5.58)
3,4, dihydroxybenzoic acid (B2, ≥ 99%)	Frontier Scientific, Logan, UT USA	154.1	4.3	0.86	0.25 (13.6)	3.90 (3.82)
Gallic acid monohydrate (B3, ≥ 98%)	Sigma-Aldrich, Inc., St Louis, MO USA	(170)	4.4	0.7	0.25 (16.2)	3.76 (3.76)
p-Coumeric acid (p-COUM, ≥ 98%)	Sigma-Aldrich, Inc., St Louis, MO USA	164.2	4.6	1.79	0.32 (17.8)	3.73 (3.75)
Caffeic acid (CAF, ≥ 98%)^a	Sigma-Aldrich, Inc., St Louis, MO USA	180.2	4.5	1.15	0.43 (17.4)	3.77 (3.76)
trans-Ferrulic acid (FER, ≥ 99%)	Sigma-Aldrich, Inc., St Louis, MO., USA	194.2	4.4	1.51	0.30 (16.4)	3.76 (3.73)
( +)-Catechin hydrate (CAT, ≥ 98%)	Sigma-Aldrich, Inc., St Louis, MO USA	290.3	8.6	0.51	0.26 (16.9)	7.43 (6.67)
Epigallocatechin gallate (EGCG, ≥ 95%)	Biosynth International, Inc., San Diego, CA USA	458.4	7.7	1.2	0.29 (15.1)	6.30 (5.85)

^aAcid dissociation constant for the first ionization (pKa₁)
^bOctanol-water partition coefficients (K_ow) from https://pubchem.ncbi.nlm.nih.gov/. Low values correspond to polar compounds while higher values are indicative of nonpolar ones
^cValues without parentheses are for a 0.01 M aqueous solution of the treatment compound. Values in parentheses are for a solution containing 0.01 M of the treatment compound + 0.01 M Ammonium chloride

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