Trimethylamine → Trimethylammonium

HRID 1882184Notes

Reaction equation

HRID 1882184 reaction equation
[CH3:1][C:2]1[C@:8]([OH:17])(/[CH:9]=[CH:10]/[C:11](/[CH3:16])=[CH:12]\[C:13]([OH:15])=[O:14])[C:7]([CH3:19])([CH3:18])[CH2:6][C:4](=[O:5])[CH:3]=1.[CH3:20][N:21]([CH3:23])[CH3:22].CC1C(O)(/C=C/C(/C)=C\C(O)=O)C(C)(C)CC(=O)C=1.C([O-])(=O)/C=C/C=C/C.[K+]>O>[CH3:1][C:2]1[C:8]([OH:17])(/[CH:9]=[CH:10]/[C:11](/[CH3:16])=[CH:12]\[C:13]([OH:15])=[O:14])[C:7]([CH3:19])([CH3:18])[CH2:6][C:4](=[O:5])[CH:3]=1.[CH3:20][NH+:21]([CH3:23])[CH3:22]

Participants

7

Reactant 4

HCID 1146Trimethylamine2×HCID 5280896Abscisic AcidHCID 5375199(+/-)-Abscisic acidHCID 23676745Potassium Sorbate

Product 2

HCID 3782034TrimethylammoniumHCID 5375199(+/-)-Abscisic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(S)-(+)-Abscisic acid (2.64 g of 95% purity) was suspended in 15 mL of deionized water containing 50 mg of Tween 20. An aqueous solution of trimethylamine (1.5 mL of 6.6M concentration) was added, which caused most of the abscisic acid to dissolve. The remainder of the neutralization was then carried out by careful dropwise addition of the aqueous trimethylamine, to give a clear solution of pH 6.8. Preservative (63 mg of potassium sorbate) was added, and it quickly dissolved. The solution was made up to 25 mL final volume to give a 10% by weight aqueous composition of abscisic acid as a trimethylammonium salt.

Workup

  1. dissolutionto dissolve
  2. customto give a clear solution of pH 6.8
  3. dissolutionit quickly dissolved

Sources & evidence

ORD record
ord-812db20e9ffe4fd1a246eb430306289c
Source dataset
uspto-grants-2012_11
Patent number
US08318976B2

Reaction notes

Loading…