113349-29-4

Basic information

• Product Name: 2,4-Pentadienoic acid, 5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-, (Z,E)-
• CAS NO: 113349-29-4
• Molecular Formula: C15H20O4
• Molecular Weight: 264.321
• Mol File: 113349-29-4.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: 2,4-Pentadienoic acid, 5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-, (Z,E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Pentadienoic acid, 5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-, (Z,E)-(113349-29-4)
• EPA Substance Registry System: 2,4-Pentadienoic acid, 5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-, (Z,E)-(113349-29-4)

Safety Data

• Hazardous Substances Data: 113349-29-4(Hazardous Substances Data)

Usage

Molecular structure

2,4-Pentadienoic acid backbone with a hydroxy-cyclohexenyl-methyl side chain.

Geometric isomers

(Z,E)and (E,E)isomers.

(Z,E)-isomer

(1R,4aS,8aS)-1-hydroxy-2,6,6-trimethyl-4-oxo-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl]-3-methyl-2,4-pentadienoic acid.

(E,E)-isomer

(1R,4aS,8aS)-1-hydroxy-2,6,6-trimethyl-4-oxo-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl]-3-methyl-2,4-pentadienoic acid.

Potential applications

Pharmaceutical, fragrance, and agrochemical industries.

Research and development

Unique structure and properties make it an interesting subject for further studies.

Upstream product

• 6901-90-2 (S)-methyl abscisate 
• 41944-86-9 (2Z,4E)-5-<(S)-1-Hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl>-3-methylpenta-2,4-dienal 
• 21293-29-8 (2Z,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid 
• 39701-87-6 methyl (2Z,4E)-5-((1S,4S)-1,4-dihydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid 
• 85718-96-3 (2Z,4E)-5-((1S,4S)-1,4-dihydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid 
• 220863-62-7 abscisic acid 1-(2-nitrophenyl)ethyl ester 
• 14398-53-9 (R)-(-)-abscisic acid 
• 133-89-1 UDP-glucose 
• 50-99-7 D-glucose 
• 20109-89-1 (2Z,4E)-methyl 5-(1',4'-dihydroxy-2',6',6'-trimethyl-2'-cyclohexen-1'-yl)-3-methylpenta-2,4-dienoate 
• 20109-89-1 (2Z,4E)-methyl 5-(1',4'-dihydroxy-2',6',6'-trimethyl-2'-cyclohexen-1'-yl)-3-methylpenta-2,4-dienoate 
• 136621-82-4 (2Z,4E)-4,4-Ethylenedioxy-1-(4-carbonyl-3-methyl-1,3-butadien-1-yl)-1,2-oxo-2,6,6-trimethylcyclohexane 
• 123196-50-9 (1'S,4'S)-(Z)-5-(1'-Hydroxy-2',2'-dimethyl-6'-methylene-4'-tetrahydropyranyloxycyclohexyl)-3-methyl-2-penten-5-yl tetrahydropyranyl ether 
• 123196-50-9 (1'R,4'S)-(Z)-5-(1'-Hydroxy-2',2'-dimethyl-6'-methylene-4'-tetrahydropyranyloxycyclohexyl)-3-methyl-2-penten-5-yl tetrahydropyranyl ether 

Downstream Products

• 6901-90-2 (S)-methyl abscisate 
• 85718-96-3 (2Z,4E)-5-((1S,4S)-1,4-dihydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid 
• 130694-63-2 (-) (1'S,2'R)-2',3'-dihydro-abscisic acid 
• 56298-25-0 (+)-abscisyl alcohol 
• 24394-14-7 Phaseic-Saeure 
• 91897-25-5 (S)-7'-hydroxyabscisic acid 
• 721948-65-8 [3',5',5',7',7',7'-2H₆]-(+)-abscisic acid 
• 39701-87-6 methyl (2Z,4E)-5-((1S,4S)-1,4-dihydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid 
• 50464-90-9 methyl cis-1',4'-dihydroxy-α-ionylideneacetate 

Relevant articles and documents

RATIO OF (S)- TO (R)-ABSCISIC ACID FROM PLANT CELL CULTURES SUPPLIED WITH RACEMIC ABA

Determinations of the ratios of (S)- to (R)-abscisic acid have been made by an NMR method employing γ-cyclodextrin as a chiral complexing agent with the sodium salt of abscisic acid.In cultures of bromegrass cells that have been fed synthetic racemic abscisic acid the natural isomer is depleted from the medium much more rapidly than the unnatural form.The NMR method is shown to be applicable to biologically active compounds related to abscisic acid.Key Word Index - Bromus inermis; Gramineae; bromegrass; NMR; optical isomer; cyclodextrin; abscisic acid; abscisic acid analogues.

Concise enantioselective synthesis of abscisic acid and a new analogue

Short and high-yielding syntheses of enantiomerically pure (S)-(+) and (R)-(-)-abscisic acid are described. The syntheses proceed through key intermediates that preferentially recrystallise as single diastereoisomers for each enantiomer. This route allows the preparation of either enantiomer of abscisic acid in ca. 30% overall yield, and as demonstrated, gives access to an enantiomerically pure abscisic acid analogue. The Royal Society of Chemistry 2006.

Crop-selective herbicide

An agricultural chemical composition which comprises a first component having herbicidal activity selected from the group consisting of glyphosate and the like and a second component selected from the group consisting of phosphorus acid derivatives and the like and may further comprise a third component selected from maleic hydrazide and the like; and use of it as a plant growth retardant and crop selective herbicide.