(+)-Abscisic acid Chemical Properties

Melting point:

188 °C

alpha 

D20 +411.1° (c = 1 in ethanol); D20 +426.5° (c = 1 in 0.005N methanolic H2SO4)

Boiling point:

327.55°C (rough estimate)

Density 

1.0583 (rough estimate)

refractive index 

410 ° (C=0.2, EtOH)

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Ethanol (Sparingly), Methanol (Slightly)

pka

4.87±0.33(Predicted)

form 

Off-white powder

color 

White to Pale Yellow

optical activity

[α]/D 415±10°, c = 0.1 in ethanol

Merck 

14,11

BRN 

2698956

Stability:

Light Sensitive

InChIKey

JLIDBLDQVAYHNE-WEYXYWBQSA-N

LogP

1.896 (est)

CAS DataBase Reference

21293-29-8(CAS DataBase Reference)

EPA Substance Registry System

2,4-Pentadienoic acid, 5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl]-3-methyl-, (2Z,4E)- (21293-29-8)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

RTECS 

RZ2475100

F 

8

HS Code 

29189900

MSDS

• Language:English Provider:(+)-Abscisic acid
• Language:English Provider:SigmaAldrich

(+)-Abscisic acid Usage And Synthesis

Chemical Properties

(+)-Abscisic acid (pure substance) is a colorless crystalline solid. It has a melting point of 160–161°C and sublimes at 120°C. The partition coefficients are 1.8 for the electrically neutral form and 0.94 for the ionic form. Its relative density is 1.21. The solubility in water is 3102 mg/L (at pH 4). The specific rotation is [α]²⁰D = +40.997° (c = 10.1 mg/mL in ethanol, at 20°C). The pKa is 4.61. It is soluble in chloroform, acetone, ethyl acetate, and diethyl ether but only sparingly soluble in benzene and water. The UV maximum absorption wavelength (in methanol) is 252 nm.

Uses

(+)-Abscisic acid is the natural isomer of the abscission-accelerating plant hormone and a plant growth regulator that exhibits multiple physiological effects, including inducing plant dormancy, inhibiting seed germination and plant growth, and stimulating stomatal closure.

Definition

ChEBI: The naturally occurring (1'S)-(+) enantiomer of abscisic acid. It is an important sesquiterpenoid plant hormone which acts as a regulator of plant responses to environmental stresses such as drought and cold.

Biochem/physiol Actions

Plant hormone and growth regulator that is involved in several physiological mechanisms including seed dormancy, leaf abscission, stomatal movement, and plant stress responses. Through complex interactions with several intracellular signaling systems, it can regulate the expression of hundreds of plant genes.

storage

-20°C

Purification Methods

Crystallise the acid from CCl4/pet ether, EtOH/hexane and sublime it at 120o. Also purify it by dissolving ~30g in 30mL of EtOAc, adding 100mL of hexane and allow to crystallise overnight (yield 8.4g), m 156-158o, 161-163o, [] D +426o (c 0.005M H2SO4 in MeOH). [Cornforth et al. Nature (London) 206 715 1965, Soukemp et al. Helv Chim Acta 72 361 1989.] The RS-isomer was purified on a Kieselgel F254 plate with toluene/EtOAc/AcOH (50:50:3) and has m 188-190o [Cornforth et al. Aust J Chem 45 179 1992]. [Beilstein 17/3 V 13.]

(+)-Abscisic acid(21293-29-8)Related Product Information

• CHLOROPHOSPHONAZO III
• Methylparaben
• Cyclohexene
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• Kresoxim-methyl
• Bensulfuron methyl
• Ethyl 2-(Chlorosulfonyl)acetate
• Methyl acetate
• Stearic acid
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• Dicyclopentadiene
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• Folic acid
• METHYLCYCLOPENTADIENE DIMER
• TRANS-1,3-PENTADIENE
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• 1,3-Cyclopentadiene