21345-28-8

Basic information

• Product Name: 4'-Ethylbiphenyl-4-ol
• Synonyms: 4-(4-ETHYLPHENYL)PHENOL;4'-ETHYL-BIPHENYL-4-OL;4'-Ethyl-1,1'-biphenyl-4-ol;[1,1'-Biphenyl]-4-ol, 4'-ethyl-
• CAS NO: 21345-28-8
• Molecular Formula: C₁₄H₁₄O
• Molecular Weight: 198.26
• Mol File: 21345-28-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 151 °C
• Boiling Point: 329.9 °C at 760 mmHg
• Flash Point: 157.2 °C
• Appearance: /
• Density: 1.066 g/cm³
• Storage Temp.: 2-8°C
• PKA: 9.90±0.26(Predicted)
• CAS DataBase Reference: 4'-Ethylbiphenyl-4-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-Ethylbiphenyl-4-ol(21345-28-8)
• EPA Substance Registry System: 4'-Ethylbiphenyl-4-ol(21345-28-8)

Safety Data

• Hazardous Substances Data: 21345-28-8(Hazardous Substances Data)

Usage

General Description

4'-Ethylbiphenyl-4-ol is a chemical compound with the molecular formula C14H14O. It is a derivative of biphenyl and contains a hydroxyl group attached to the 4' carbon atom, as well as an ethyl group attached to the biphenyl structure. 4'-Ethylbiphenyl-4-ol is a white to off-white solid with a melting point of approximately 110-112°C. 4'-Ethylbiphenyl-4-ol is primarily used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is also used as a reagent in organic synthesis and as a stabilizer in polymeric materials. As with any chemical, proper handling and storage guidelines should be followed to ensure safety and prevent any adverse effects.

Upstream product

• 63139-21-9 4-ethylphenylboronic acid 
• 106-41-2 4-bromo-phenol 
• 540-38-5 p-Iodophenol 
• 75-16-1 methylmagnesium bromide 
• 878996-39-5 4-[4'-(methoxymethyl)phenyl]phenol 

Downstream Products

• 877615-10-6 4-[2-(4'-ethyl-biphenyl-4-yloxy)-ethoxy]-benzaldehyde 
• 877615-29-7 3-{4-[2-(4'-ethyl-biphenyl-4-yloxy)-ethoxy]-phenyl}-2-methoxy-propionic acid ethyl ester 
• 877615-30-0 2-ethoxy-3-{4-[2-(4'-ethyl-biphenyl-4-yloxy)-ethoxy]-phenyl}-propionic acid ethyl ester 
• 877615-31-1 2-cyclopentyloxy-3-{4-[2-(4'-ethyl-biphenyl-4-yloxy)-ethoxy]-phenyl}-propionic acid ethyl ester 
• 1279014-21-9 (S)-2-(4'-ethylbiphenyl-4-yloxymethyl)-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one 

Relevant articles and documents

Nickel-catalyzed reductive deoxygenation of diverse C-O bond-bearing functional groups

We report a catalytic method for the direct deoxygenation of various C-O bond-containing functional groups. Using a Ni(II) pre-catalyst and silane reducing agent, alcohols, epoxides, and ethers are reduced to the corresponding alkane. Unsaturated species including aldehydes and ketones are also deoxygenated via initial formation of an intermediate silylated alcohol. The reaction is chemoselective for C(sp3)-O bonds, leaving amines, anilines, aryl ethers, alkenes, and nitrogen-containing heterocycles untouched. Applications toward catalytic deuteration, benzyl ether deprotection, and the valorization of biomass-derived feedstocks demonstrate some of the practical aspects of this methodology.

Strongly Chemiluminescent Acridinium Esters under Neutral Conditions: Synthesis, Properties, Determination, and Theoretical Study

Various novel acridinium ester derivatives having phenyl and biphenyl moieties were synthesized, and their optimal chemiluminescence conditions were investigated. Several strongly chemiluminescent acridinium esters under neutral conditions were found, and then these derivatives were used to detect hydrogen peroxide and glucose. Acridinium esters having strong electron-withdrawing groups such as cyano, methoxycarbonyl, and nitro at the 4-position of the phenyl moiety in phenyl 10-methyl-10λ4-acridine-9-carboxylate trifluoromethanesulfonate salt showed strong chemiluminescence intensities. The chemiluminescence intensity of 3,4-dicyanophenyl 10-methyl-10λ4-acridine-9-carboxylate trifluoromethanesulfonate salt was approximately 100 times stronger than that of phenyl 10-methyl-10λ4-acridine-9-carboxylate trifluoromethanesulfonate salt at pH 7. The linear calibration ranges of hydrogen peroxide and glucose were 0.05-10 mM and 10-2000 μM using 3,4-(dimethoxycarbonyl)phenyl 10-methyl-10λ4-acridine-9-carboxylate trifluoromethanesulfonate salt at pH 7 and pH 7.5, respectively. The proposed chemiluminescence reaction mechanism of acridinium ester via a dioxetanone structure was evaluated via quantum chemical calculation on density functional theory. The proposed mechanism was composed of the nucleophilic addition reaction of hydroperoxide anion, dioxetanone ring formation, and nonadiabatic transition due to spin-orbit coupling around the transition state (TS) to the triplet state (T1) following the decomposition pathway. The TS which appeared in the thermal decomposition would be a rate-determining step for all three processes.

Direct benzylic alkylation via Ni-catalyzed selective benzylic sp 3 C-O activation

This article demonstrates the first cross coupling of benzyl ether with Grignard reagents via Ni-catalyzed benzylic sp3 C-O activation with high efficiency and excellent chemoselectivity. Benzylic sp3 C-O and aryl sp2 C-O were differentiated, controlled by ligands. Copyright