Isopropanol → Sodium bis(2-ethylhexyl)carbamodithioate

Reaction equation

[CH2:1]([CH:3]([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:4][NH:5][CH2:6][CH:7]([CH2:12][CH3:13])[CH2:8][CH2:9][CH2:10][CH3:11])[CH3:2].[OH-].[Na+:19].CC(O)C.[C:24](=[S:26])=[S:25]>>[CH2:12]([CH:7]([CH2:8][CH2:9][CH2:10][CH3:11])[CH2:6][N:5]([CH2:4][CH:3]([CH2:1][CH3:2])[CH2:14][CH2:15][CH2:16][CH3:17])[C:24](=[S:25])[S-:26])[CH3:13].[Na+:19]

Participants

Reactant 4

HCID 3776Isopropanol

HCID 6348Carbon Disulfide2×

HCID 7791Bis(2-ethylhexyl)amine

HCID 14798Sodium Hydroxide

Product 1

HCID 23669772Sodium bis(2-ethylhexyl)carbamodithioate

Procedure

50.0 grams (0.207 mol) of di(2-ethylhexyl)amine, 16.9 grams of a 50 wt % NaOH solution (0.211 mol NaOH), and 60 mL reagent 2-propanol were combined in a 250 mL 3-neck round bottom reaction flask equipped with an overhead stirrer, a thermocouple probe, a reflux condenser, a Clasien adapter and a 25 mL addition funnel. 12.7 mL (0.211 mol) carbon disulfide was added to the addition funnel dropwise over a 30 minute period. The reaction temperature was maintained at 20-25° C. over the course of the CS2 addition. The product was post-reacted at 25° C. for 1.5 hours.