85718-96-3

Basic information

• Product Name: (2Z,4E)-5-((1S,4S)-1,4-dihydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid
• Synonyms: (2Z,4E)-5-((1S,4S)-1,4-dihydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid
• CAS NO: 85718-96-3
• Molecular Weight: 266.337
• Mol File: 85718-96-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (2Z,4E)-5-((1S,4S)-1,4-dihydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (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)
• EPA Substance Registry System: (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)

Safety Data

• Hazardous Substances Data: 85718-96-3(Hazardous Substances Data)

Upstream product

• 139542-31-7 6-(1'-hydroxy-2',6',6'-trimethyl-4'-oxocyclohex-2'-enyl)-4-methylpyran-2-one 
• 22682-15-1 6-chloro-4-methylpyran-2-one 
• 3385-34-0 ethyl isodehydroacetate 
• 372-42-9 3-methylpent-2-enedioic acid 
• 372-42-9 (E)-3-methylpent-2-enedioic acid 
• 924-59-4 diethyl 3-methylpent-2-enedioate 
• 139571-43-0 4-methyl-6-(2'-oxopropyl)pyran-2-one 
• 139542-30-6 4-methyl-6-(2',6',6'-trimethyl-4'-oxocyclohex-2'-enyl)pyran-2-one 
• 21293-29-8 (2Z,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid 
• 2228-72-0 Abscisic acid 
• 20109-89-1 (2Z,4E)-methyl 5-(1',4'-dihydroxy-2',6',6'-trimethyl-2'-cyclohexen-1'-yl)-3-methylpenta-2,4-dienoate 

Downstream Products

• 20109-89-1 (2Z,4E)-methyl 5-(1',4'-dihydroxy-2',6',6'-trimethyl-2'-cyclohexen-1'-yl)-3-methylpenta-2,4-dienoate 
• 2228-72-0 Abscisic acid 
• 21293-29-8 (2Z,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid 

Relevant articles and documents

ABSCISIC ACID DERIVATIVE

The compound represented by formula (IV) or a salt thereof has an inhibitory action on an abscisic acid receptor. The compound or the salt thereof can be used as a plant growth regulator. wherein X is an ethylene group, an ethenylene group or an ethynyle

Preparation and analysis of some acetosugar esters of abscisic acid and derivatives

Racemic abscisic acid (ABA), the cis and trans 1′, 4′-diols (ABA diols) derived from ABA by reduction of the 4′ ketone, and the corresponding 4′-O-acetates were converted into various acetosugar esters by reaction of their cesium salts with the 1-chloroacetosugars derived from glucose, galactose, lactose, and maltose. Analytical separations of the acetosugar esters using high-performance liquid chromatography (LC) on reverse-phase columns were developed. Continuous flow secondary ion mass spectra (CFSIMS) of the various acetosugar esters were obtained and an LC/CFSIMS protocol employing multiple reaction monitoring was used to detect ABA acetoglucose ester in an acetylated extract obtained from plant cells that had been treated with ABA.

A Stereospecific Synthesis of (+/-)-Abscisic Acid

A convenient separation of (E)- and (Z)-3-methylpent-2-enedioic acids was devised, and it was shown that with acetyl chloride or thionyl chloride the (Z)-acid yields the cyclic anhydride while the (E)-acid forms 6-chloro-4-methylpyran-2-one.The chloropyranone by conventional chemistry gave 4-methyl-6-(2'-oxopropyl)pyran-2-one which condensed with 4-methylpent-3-en-2-one in the presence of pyrrolidine, yielding 4-methyl-6-(2',6',6'-trimethyl-4'-oxocyclohex-2'-enyl)pyran-2-one.Oxidation with selenium dioxide or t-butyl chromate then gave 6-(1'-hydroxy-2',6',6'-trimethyl-4'-oxocyclohex-2'-enyl)-4-methylpyran-2-one, which on reduction by lithium aluminium hydride and reoxidation afforded (+/-)-abscisic acid stereospecifically.