In this work, 1-carboxypropyled (1-CPRLS) and 5-carboxypentyled lignosulfonates (5-CPELS) were synthesized using 2-chlorobutanoic acid and 6-chlorohexanoic acid as carboxylate group donors via SN1 and SN2 mechanisms, respectively. 1-Carboxypropyl and 5-carboxypentyl lignosulfonates with the charge densities of â3.45 and â2.94 meq gâ1 and molecular weights of 87,900 and 42,400 g·molâ1 were produced, respectively, under mild conditions. The carboxylate content and degree of substitution (DS) of the 1-CPRLS product were 2.37 mmol·gâ1 and 0.70 mol·molâ1, while those of 5-CPELS products were 2.13 mmol·gâ1 and 0.66 mol·molâ1, respectively. The grafting of carboxypropyl and carboxypentyl groups to lignosulfonate was confirmed by Fourier transform infrared (FT-IR) and nuclear magnetic resonance (1H-NMR and 13C-NMR) spectroscopies. In addition, 1-CPRLS and 5-CPELS were applied as coagulants for removing ethyl violet (EV) dye from a simulated solution, and their performance was related to their charge densities and molecular weights. Furthermore, fundamental discussion is provided on the advantages of (1) producing 1-CPRLS and (2) the superior properties and performance of 1-CPRLS to carboxyethylated lignosulfonate.