[S-(Z,E)]-5-(1-Hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-diensure
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- CAS-Nr.
- 21293-29-8
- Bezeichnung:
- [S-(Z,E)]-5-(1-Hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-diensure
- Englisch Name:
- (+)-Abscisic acid
- Synonyma:
- ABA;S-ABA;ABK;DORMIN;(S)-(+)-ABSCISIC ACID;(+)-ABA;(+)-abscisinii;4-Bromo-5-chloroquinoline;ABA, ABK;ABSCISIN
- CBNumber:
- CB3268856
- Summenformel:
- C15H20O4
- Molgewicht:
- 264.32
- MOL-Datei:
- 21293-29-8.mol
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[S-(Z,E)]-5-(1-Hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-diensure Eigenschaften
- Schmelzpunkt:
- 188 °C
- alpha
- D20 +411.1° (c = 1 in ethanol); D20 +426.5° (c = 1 in 0.005N methanolic H2SO4)
- Siedepunkt:
- 327.55°C (rough estimate)
- Dichte
- 1.0583 (rough estimate)
- Brechungsindex
- 410 ° (C=0.2, EtOH)
- storage temp.
- 2-8°C
- L?slichkeit
- Chloroform (Slightly), Ethanol (Sparingly), Methanol (Slightly)
- Aggregatzustand
- Off-white powder
- pka
- 4.87±0.33(Predicted)
- Farbe
- White to Pale Yellow
- Optische Rotation
- [α]/D 415±10°, c = 0.1 in ethanol
- Merck
- 14,11
- BRN
- 2698956
- Stabilit?t:
- Light Sensitive
- InChI
- 1S/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)/b6-5+,10-7-/t15-/m1/s1
- InChIKey
- JLIDBLDQVAYHNE-WEYXYWBQSA-N
- SMILES
- CC(\C=C\[C@@]1(O)C(C)=CC(=O)CC1(C)C)=C\C(O)=O
- LogP
- 1.896 (est)
- CAS Datenbank
- 21293-29-8(CAS DataBase Reference)
- EPA chemische Informationen
- 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)
[S-(Z,E)]-5-(1-Hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-diensure Chemische Eigenschaften,Einsatz,Produktion Methoden
S-S?tze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
(+)-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]2?D = +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.
Verwenden
(+)-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.
Synthese
Enantioselective total synthesis of (+)-Abscisic acid (ABA)[1]:
l?uterung methode
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.]
[S-(Z,E)]-5-(1-Hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-diensure Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
[S-(Z,E)]-5-(1-Hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-diensure Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 499)Lieferanten
21293-29-8([S-(Z,E)]-5-(1-Hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-diensure)Verwandte Suche:
- (ABA)ABSCISIC ACID >98%
- (+)-Abscisic acid
- ABA, Dormin, (S)-5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-(2Z,4E)-pentadienoic acid
- S-(+)-ABA
- [S]-5-[1-HYDROXY-2,6,6-TRIMETHYL-4-OXOCYCLOHEX-2-EN-1-YL]-3-METHYL-[2Z,4E]-PENTADIENOIC ACID
- (+)-cis-abscisicacid
- (s-(z,e))-methyl
- abscisinii
- (+)-Cis,Rans-Abscisic Acid
- ABA, ABK
- S-ABA, (2-cis, 4-trans,1S)-5-(1-Hydroxy-2,6,6-trimethyl) -4-oxo-2-cyclohexen-1-yl-3-methyl-2,4-pentadienoic Acid, Dormin,
- 2,4-Pentadienoic acid, 5-(1S)-1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl-3-methyl-, (2Z,4E)-
- ABSCISIC ACID, (+)-(P)
- ABSCISIC ACID, (+/-)-(RG)
- s-ABA Abscisic acid,(+)-ABA
- (2Z,4E)-3-Methyl-5-[(S)-1α-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexenyl]-2,4-pentadienoic acid
- [2Z,4E,(+)]-5-[(S)-1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl]-3-methyl-2,4-pentadienoic acid
- (+)-cis,trans-Abscisic acid,99%
- Adscisic Acid
- (S-(Z,E)])-5-(1-Hydroxy-2,6,6-triMethyl)-4-oxo-2-cyclohexen-1-yl-3-Methyl-2,4-pentadienoic Acid
- (+)-Abscisic acid,(S)-5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-(2Z,4E)-pentadienoic acid, ABA, Dormin
- (+)-Abscisic acid 99%
- acideabscisique
- cis-abscisicacid
- dormin(abscissionfactor)
- (2-CIS,4-TRANS, 1S)-5-(1-HYDROXY-2,6,6-TRIMETHYL-4-OXO-2-CYCLOHEXEN-1-YL)-3-METHYL-2,4-PENTADIENOIC ACID
- ABSCISIN
- (+)-CIS,TRANS-ABSCISIC ACID
- (S)-5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-(2Z,4E)-pentadienoic acid
- [S-(Z,E)]-5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid
- Abscisi Acid
- ABSCISIC ACID-PLUS-CIS-TRANS ISOMER
- ABSCISIC ACID 99% BIOTECH GRADE
- ABSCISIC ACID, (+/-)-NATURAL 99+%
- ABSCISIC ACID, (+/-)-(PRIMARY STANDARD) NATURAL 99+% BY HPLC
- (2Z,4E)-5-((S)-1-Hydroxy-2,6,6-triMethyl-4-oxocyclohex-2-en-1-yl)-3-Methylpenta-2,4-dienoic acid
- (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl]-3-methyl-2,4-pentadienoic acid
- Abscisic Acid (Dormin）
- S-Abscisic Acid (S-ABA, S-(+)-Abscisic Acid )
- (2-cis, 4-trans,1S)-5-(1-Hydroxy-2,6,6-trimethyl)-4-oxo-2-cyclohexen-1-yl-3-methyl-2,4-pentadienoic acid
- (+)-cis,trans-Abscisic Acid, 98
- Trans-abscisic acid
- (+)-Abscisic Acid - CAS 21293-29-8 - Calbiochem
- (S) - (+) - abscisic aci
- S-ABA (+)-Abscisic acid
- (+)-Abscisic acid, ≥95% (HPLC)
- (+)-Abscisic acid, ≥90% (HPLC)
- (S)-(+)-Abscisic Acid >
- (+)-abscisicaci
- (+)-2-cis,4-trans-Abscisic acid
- Abscisic Acid/S-ABA, Abscisic Acid/S-ABA / Dormin
- (+)-Abscisic acid (SABA)
- (+)-2-(Z),4-(E)-abscisic acid
- [S-(Z,E)]-5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-...
- "(+)-cis,trans-Abscisic Acid, 98%"
- (+)-Abscisic Acid Natural (S-ABA) for tissue culture, 98%
- 4-Bromo-5-chloroquinoline
- S-abscisic acid S-ABA
