7507-01-9

Usage

Uses

Used in Polymer and Resin Production:
3,4-BIS(4-HYDROXYPHENYL)-3,4-HEXANEDIOL is used as a key component in the production of polymers and resins for its ability to enhance the stability and performance of these materials.
Used in Plastics and Rubbers Stabilization:
In the plastics and rubber industry, 3,4-BIS(4-HYDROXYPHENYL)-3,4-HEXANEDIOL is used as a stabilizer to prevent degradation and extend the lifespan of these materials, capitalizing on its antioxidant properties.
Used in Cosmetics and Personal Care Products:
3,4-BIS(4-HYDROXYPHENYL)-3,4-HEXANEDIOL is used as a moisturizing and conditioning agent in cosmetics and personal care products, providing skin and hair with hydration and improved texture.
Used in Pharmaceutical Industry:
3,4-BIS(4-HYDROXYPHENYL)-3,4-HEXANEDIOL is used as a potential therapeutic agent in the pharmaceutical industry, leveraging its antioxidant and anti-inflammatory properties for the development of treatments for various conditions.

InChI:InChI=1/C18H22O4/c1-3-17(21,13-5-9-15(19)10-6-13)18(22,4-2)14-7-11-16(20)12-8-14/h5-12,19-22H,3-4H2,1-2H3

Synthetic route

4-hydroxypropiophenone (70-70-2) → diethylstilbestrol (56-53-1) + 3,4-bis(4-hydroxyphenyl)-3,4-hexanediol (7507-01-9) + cis-3,4-Bis(p-hydroxyphenyl)-3-hexene (22610-99-7)

Conditions	Yield
With titanium tetrachloride; zinc In tetrahydrofuran for 20h; Heating; Yield given;	A n/a B 27% C n/a
With titanium tetrachloride; zinc In tetrahydrofuran for 20h; Heating; Yields of byproduct given;	A n/a B 27% C n/a
With titanium tetrachloride; zinc In tetrahydrofuran for 20h; Heating; Yield given. Title compound not separated from byproducts;	A n/a B 27% C n/a

3,4-bis(4-hydroxyphenyl)-3,4-hexanediol (7507-01-9) → 4,4-Bis(p-acetoxyphenyl)-3-hexanone (18922-12-8)

Conditions	Yield
With sulfuric acid; acetic acid und anschliessend mit Acetanhydrid und Pyridin;

3,4-bis(4-hydroxyphenyl)-3,4-hexanediol (7507-01-9) + acetic anhydride (108-24-7) → 3,4-bis-(4-acetoxy-phenyl)-hexa-2t,4t-diene (24705-61-1)

Conditions	Yield
With hydrogenchloride

Upstream product

• 70-70-2 4-hydroxypropiophenone 
• 7664-93-9 sulfuric acid 
• 7487-88-9 magnesium sulfate 
• 67-56-1 methanol 
• 60-29-7 diethyl ether 
• 24530-05-0 racem.-3,4-bis-(4-acetoxy-phenyl)-hexane-3,4-diol 

Downstream Products

• 18922-12-8 4,4-Bis(p-acetoxyphenyl)-3-hexanone 
• 18922-13-9 diethylstilbesterol pinacolone 
• 24530-05-0 meso-3,4-bis-(4-acetoxy-phenyl)-hexane-3,4-diol 
• 24530-05-0 racem.-3,4-bis-(4-acetoxy-phenyl)-hexane-3,4-diol 
• 24705-61-1 3,4-bis-(4-acetoxy-phenyl)-hexa-2t,4t-diene 

Relevant academic research and scientific papers

Stereochemistry and Side Products in Reductive Coupling of Alkyl Aryl Ketones to 1,2-Dialkyl-1,2-diarylethylenes

The reductive coupling of alkyl aryl ketones 1 - 3 and 7 - 9 by low valent titanium salts yields predominantly the (Z)-isomers of 11 - 13 and 17 - 19.Evidence is given by 1H NMR spectroscopy.This behavior can be explained by ?-complex formation of phenyl rings with Ti0.Severe steric hindrance, however, favors the (E)-isomers ( -> 14 and 15).Donor groups in p-position, particularly, give increasing amounts of pinacols, 23 - 27, which undergo rearrangement to the ketones 28 and 29.