29558-77-8

Basic information

• Product Name: 4-Bromo-4'-hydroxybiphenyl
• Synonyms: 4'-BROMOBIPHENYL-4-OL;4-BROMO-4'-HYDROXYBIPHENYL;4-HYDROXY-4'-BROMOBIPHENYL;4-(4-BROMPHENYL)-PHENOL;4-(4-BROMOPHENYL)PHENOL;4'-Bromo-(1,1'-biphenyl)-4-ol;4- hydroxyl-4’-bromobiphenyl;4-(4-Bromophenyl)phenol,97%
• CAS NO: 29558-77-8
• Molecular Formula: C₁₂H₉BrO
• Molecular Weight: 249.1
• EINECS: 1312995-182-4
• Product Categories: Bromine Compounds;Phenols;Bifunctional Compounds (Building Blocks for Liquid Crystals);Biphenyls (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Functional Materials;Phenols (Building Blocks for Liquid Crystals);B;Stains and Dyes;Stains&Dyes, A to
• Mol File: 29558-77-8.mol
• Article Data: 13

Chemical Properties

• Melting Point: 164-166 °C(lit.)
• Boiling Point: 355.5 °C at 760 mmHg
• Flash Point: 168.8 °C
• Appearance: White or cream powder
• Density: 1.4188 (rough estimate)
• Refractive Index: 1.5130 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 9.70±0.15(Predicted)
• Water Solubility: Soluble in water (partly), and methanol.
• CAS DataBase Reference: 4-Bromo-4'-hydroxybiphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-4'-hydroxybiphenyl(29558-77-8)
• EPA Substance Registry System: 4-Bromo-4'-hydroxybiphenyl(29558-77-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 29558-77-8(Hazardous Substances Data)

Usage

Chemical Properties

White or cream powder

Uses

A biphenyl starting material. 4?-Bromo-(1,1?-biphenyl)-4-ol is a useful intermediate. Vinylation of 4-bromo-4?-hydroxybiphenyl and ethyl acrylate using Pd (OAc) 2/PPh 3 catalyst was studied. Ethyl 4-(4?-hydroxyphenyl) cinnamate was formed as the vinylation product, while, 4-hydroxybiphenyl and ethyl cinnamate were formed as side products. Preparation of 4-cyano-4'-hydroxybiphenyl This was prepared from 4-bromo-4'-benzenesulphonyloxybiphenyl by first hydrolysing it to 4-bromo-4-hydroxybiphenyl using sodium hydroxide dissolved in a mixture of water and dioxan. The syntheses of the Nanocomposite dendrimers based on cyclic phosphazene cores: Amorphous materials, were accomplished by following a modified literature procedure by reacting phosphonitrilic chloride trimer with 4-bromophenol or 4-bromo-4?-hydroxybiphenyl, respectively, in the presence of K 2 CO 3 in tetrahydrofuran (THF).

Upstream product

• 17333-82-3 4-bromo-benzenediazonium ion 
• 108-95-2 phenol 
• 398-21-0 4-bromo-4'-fluorobiphenyl 
• 540-38-5 p-Iodophenol 
• 5467-74-3 4-Bromophenylboronic acid 
• 696-62-8 para-iodoanisole 
• 589-87-7 1,4-bromoiodobenzene 
• 106-37-6 1.4-dibromobenzene 
• 71597-85-8 (p-hydroxyphenyl)boronic acid 
• 92-66-0 4-bromo-1,1'-biphenyl 
• 58743-83-2 4-bromo-4'-methoxylbiphenyl 
• 3185-74-8 carbonic acid bis-biphenyl-4-yl ester 
• 95-56-7 2-hydroxybromobenzene 
• 2170-13-0 biphenyl 4-yl benzoate 

Downstream Products

• 138567-33-6 4-bromo-4'-(dodecyloxy)-1,1'-biphenyl 
• 63619-63-6 4-bromo-4'-n-butoxybiphenyl 
• 303976-40-1 4'-(cis-2,6-dimethylmorpholin-4-yl)-1,1'-biphenyl-4-ol 
• 498579-54-7 4-bromo-4'-tert-butoxybiphenyl 
• 808142-59-8 4-bromo-4'-(2-octyl-dodecyloxy)biphenyl 
• 666729-06-2 {2-[2-(5-{2-[2-(4'-bromo-biphenyl-4-yloxy)-ethoxy]-ethoxy}-naphthalen-1-yloxy)-ethoxy]-ethoxy}-tert-butyl-dimethyl-silane 
• 496868-80-5 4-(4'-bromophenyl)-2-(adamantan-1-yl)phenol 
• 63619-51-2 4-bromo-4'-pentyloxybiphenyl 
• 454664-55-2 4'-bromo-4-(3-{3-[2-(2-ethoxy-ethoxy)-ethoxy]-2-[2-(2-ethoxy-ethoxy)-ethoxymethyl]-propoxy}-2-{3-[2-(2-ethoxy-ethoxy)-ethoxy]-2-[2-(2-ethoxy-ethoxy)-ethoxymethyl]-propoxymethyl}-propoxy)-biphenyl 
• 454664-56-3 4'-bromo-4-(3-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-2-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxymethyl}-propoxy)-biphenyl 
• 454664-54-1 4'-bromo-4-{3-[2-(2-ethoxy-ethoxy)-ethoxy]-2-[2-(2-ethoxy-ethoxy)-ethoxymethyl]-propoxy}-biphenyl 
• 153407-10-4 1-methoxymethoxy-4-(4-bromophenyl)benzene 
• 200566-62-7 4'-bromo-4-octadecyloxy-biphenyl 
• 274677-41-7 4'-bromo-4-hexadecyloxy-biphenyl 

Relevant articles and documents

Compound with AMPK agonistic activity and preparation and application of prodrug thereof

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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.

Palladium-catalyzed direct arylation of phenols with aryl iodides

An efficient protocol of palladium-catalyzed direct para-arylation of unfunctionalized phenols with aryl iodides under mild conditions was reported. A variety of substrates were applied in this reaction with yields up to 87%.