118711-66-3

Upstream product

• 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 
• 118608-12-1 C₁₆H₂₄O₃⁽¹⁸⁾O 
• 50464-90-9 methyl cis-1',4'-dihydroxy-α-ionylideneacetate 

Downstream Products

• 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 
• 118608-12-1 C₁₆H₂₄O₃⁽¹⁸⁾O 

Relevant academic research and scientific papers

THE STABILITY OF THE 1',4'-DIOLS OF ABSCISIC ACID

The 1',4'-cis and 1',4'-trans-diols of abscisic acid (ABA) are unstable in acidic conditions: they interconvert and oxidize to ABA.When the diols were held in acidic (pH 4) H2O the oxygen atoms of both the 1'- and 4'-hydroxyl groups exchanged with the medium with retention and inversion of configuration.Thus the (+)--trans-diol was epimerized to the (+)--cis-diol and to the (-)--cis-diol.Similarly, the cis and trans-diol lost 18O during epimerization.The trans-diol was the more stable by about 30percent and was also less prone to oxidation to ABA.Significant epimerization of the cis-diol occurred below pH 6 while an equivalent reaction of the trans-diol occurred below pH 5.Key Word Index - 1',4'-trans-diol of ABA; 1',4'-cis-diol of ABA; 1',4'-dihydroabscisic acid; epimerization; abscisic acid.