Gibberellic Acid (GA3)

TC & FORMULATION: 90%TC 10%TABLET, 10% SP

Structure Formula

NOMENCLATURE

Common name gibberellic acid (BSI, draft E-ISO, accepted in lieu of a common name); acide gibbérellique (draft F-ISO)

IUPAC name (3S,3aR,4S,4aS,7S,9aR,9bR,12S)-7,12-dihydroxy-3-methyl-6-methylene-2-oxoperhydro-4a,7-methano-9b,3-propeno[1,2-b]furan-4-carboxylic acid

Alt: (3S,3aR,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid 

Chemical Abstracts name (1a,2b,4aa,4bb,10b)-2,4a,7-trihydroxy-1-methyl-8-methylenegibb-3-ene-1,10-dicarboxylic acid 1,4a-lactone 

Other names gibberellin A3; GA3 (ambiguous)  CAS RN [77-06-5] 

PHYSICAL CHEMISTRY

Mol. wt. 346.4  M.f. C19H22O6  Form Crystalline solid.  M.p. 223-225 ºC (decomp.)  Solubility In water 5 g/l (room temperature). Soluble in methanol, ethanol, acetone, and aqueous alkalis; slightly soluble in diethyl ether and ethyl acetate. Insoluble in chloroform. Potassium, sodium, and ammonium salts: Readily soluble in water (potassium salt 50 g/l).  Stability Dry gibberellic acid is stable at room temperature, but slowly undergoes hydrolysis in aqueous or aqueous-alcoholic solutions, DT50 (20 ºC) c. 14 d (pH 3-4), 14 d (pH 7). In alkalis, undergoes a rearrangement to less biologically-active compounds. Decomposed by heat.  pKa 4.0 

APPLICATIONS

Mode of action Acts as a plant growth regulator on account of its physiological and morphological effects in extremely low concentrations. Translocated. Generally affects only the plant parts above the soil surface.  Uses Has a variety of applications, e.g. to improve fruit setting of clementines and pears (especially William pears); to loosen and elongate clusters and increase berry size in grapes; to control fruit maturity by delaying development of the yellow colour in lemons; to reduce rind stain and retard rind ageing in navel oranges; to counteract the effects of cherry yellows virus diseases in sour cherries; to produce uniform seedling growth in rice; to promote elongation of winter celery crop; to induce uniform bolting and increase seed production in lettuce for seed; to break dormancy and stimulate sprouting in seed potatoes; to extend the picking season by hastening maturity in artichokes; to increase the yield in forced rhubarb; to increase the malting quality of barley; to produce brighter-coloured, firmer fruit, and to increase the size of sweet cherries; to increase yields and aid harvesting of hops; to reduce internal browning and increase yields of Italian prunes; to increase fruit set and yields of tangelos and tangerines; to improve fruit setting in blueberries; to advance flowering and increase the yield of strawberries; and also a variety of applications on ornamentals. Application rates up to 80 g/a per application, depending on desired effect. Formulation types EC; SG; SP; TB; Crystals.  Compatibility Incompatible with alkaline materials and solutions containing chlorine.

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