5173-27-3

Basic information

• Product Name: 1,2-bis(4-hydroxyphenyl)ethane-1,2-diol
• Synonyms: 1,2-bis(4-hydroxyphenyl)ethane-1,2-diol;1,2-Bis(4-hydroxyphenyl)-1,2-ethanediol;1,2-Dihydroxy-1,2-bis(4-hydroxyphenyl)ethane;1,2-Ethanediol, 1,2-bis(4-hydroxyphenyl)-;1,2-Ethanediol, 1,2-bis(p-hydroxyphenyl)-;4,4'-Dihydroxyhydrobenzoin;Brn 2134093;Einecs 225-955-2
• CAS NO: 5173-27-3
• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.25856
• EINECS: 225-955-2
• Mol File: 5173-27-3.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 495.3°C at 760 mmHg
• Flash Point: 244.8°C
• Appearance: /
• Density: 1.396g/cm³
• Vapor Pressure: 1.25E-10mmHg at 25°C
• Refractive Index: 1.686
• CAS DataBase Reference: 1,2-bis(4-hydroxyphenyl)ethane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-bis(4-hydroxyphenyl)ethane-1,2-diol(5173-27-3)
• EPA Substance Registry System: 1,2-bis(4-hydroxyphenyl)ethane-1,2-diol(5173-27-3)

Safety Data

• Hazardous Substances Data: 5173-27-3(Hazardous Substances Data)

Usage

Molecular weight

228.29 g/mol

Appearance

Colorless to white crystalline solid

Solubility

Soluble in organic solvents like ethanol, acetone, and diethyl ether

Melting point

155-156°C

Boiling point

Decomposes before boiling

Density

1.194 g/cm3

Structure

Consists of two phenol groups connected by a carbon-carbon bond

Production

Synthesized from acetone and phenol through a condensation reaction

Applications

Widely used in the production of plastics (polycarbonate) and epoxy resins

Health concerns

Mimics estrogen, linked to reproductive disorders, obesity, and cardiovascular diseases

Presence

Commonly found in food and beverage containers, dental sealants, and thermal receipt papers

Regulations

Many countries have implemented restrictions or bans on the use of BPA in certain products due to potential health risks

Alternatives

Some manufacturers have developed BPA-free alternatives for use in consumer goods

InChI:InChI=1/C14H14O4/c15-11-5-1-9(2-6-11)13(17)14(18)10-3-7-12(16)8-4-10/h1-8,13-18H

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 33288-79-8 4,4'-dihydroxybenzil 
• 556-56-9 allyl iodid 
• 100-52-7 benzaldehyde 
• 131543-46-9 Glyoxal 
• 108-95-2 phenol 

Downstream Products

• 7727-33-5 1,1,2,2-tetrakis(4-hydroxyphenyl)ethane 
• 156176-93-1 3,4,6,7-tetrahydro-3,3,6,6-tetramethyl-9-(4-hydroxyphenyl)acridine-1,8(2H,5H,9H,10H)-dione 
• 123629-41-4 ethyl 4-(4-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate 
• 1752-94-9 4-(4,5-diphenyl-1H-imidazol-2-yl)phenol 
• 6052-84-2 4,4'-ethylenediphenol 

Relevant articles and documents

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Biginelli reaction of vicinal diols: A new route for one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-one derivatives

Background: 3,4-Dihydropyrimidin-2(1H)-one derivatives are an important class of nitrogen heterocycles. These compounds present a wide range of biological activities viz antibacterial, antifungal, and antidiabetic. Although many synthetic methods are available in the literature for the synthesis of these molecules, many of these methods have their own limitations such as use of excess of expensive catalyst and poor yields. Methods: The synthesis of 3,4-dihydropyrimidin-2(1H)-one derivatives is developed through the reaction of 1,2-diols, ethyl acetoacetate and urea in the presence of lead tetraacetate in dry ethanol under reflux conditions. Results: A series of 3,4-dihydropyrimidin-2(1H)-one derivatives were synthesized in good yields (82-95%) under reflux for 2-3.5 hours in ethanol solvent. The structural assignments of these compounds were made on the basis of elemental analysis and spectroscopic data. Conclusion: This protocol is an alternative to existing procedure for the synthesis of Biginelli compounds. The present methodology reduces the number of steps in total synthesis.

METHOD OF PRODUCING DIOL, POLYDIOL, SECONDARY ALCOHOL OR DIKETONE COMPOUND

The invention is a process of using, as a reducing agent, a 12CaO·7Al2O3 electride containing electrons in a number of 1019 cm-3 or more and 2.3 × 1021 cm-3 or less in its cages to subject a carbonyl compound to reductive coupling in a solvent, thereby synthesizing a diol or polydiol. The invention is also a process of reducing a ketone compound in a solvent, thereby synthesizing a secondary alcohol or diketone compound. According to the process of the invention, it is possible to synthesize a diol or polydiol, or a secondary alcohol or diketone compound through simple operations in a short period without using an expensive and harmful metal hydride or metal salt nor limiting the atmosphere for the synthesis to an inert gas atmosphere as in conventional processes.