1836-06-2

Basic information

• Product Name: 3'-BROMO-4'-HYDROXYACETOPHENONE
• Synonyms: 3'-BROMO-4'-HYDROXYACETOPHENONE;1-(3-Bromo-4-hydroxyphenyl)ethanone;2-Bromo-4-acetylphenol;4-Acetyl-2-bromophenol
• CAS NO: 1836-06-2
• Molecular Formula: C₈H₇BrO₂
• Molecular Weight: 215.04398
• Mol File: 1836-06-2.mol

Chemical Properties

• Melting Point: 111.0 to 115.0 °C
• Boiling Point: 315.9±27.0 °C(Predicted)
• Appearance: /
• Density: 1.586±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 6.63±0.18(Predicted)
• CAS DataBase Reference: 3'-BROMO-4'-HYDROXYACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-BROMO-4'-HYDROXYACETOPHENONE(1836-06-2)
• EPA Substance Registry System: 3'-BROMO-4'-HYDROXYACETOPHENONE(1836-06-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 1836-06-2(Hazardous Substances Data)

Usage

Preparation

Preparation by diazotization of 5-amino-3-bromo-2- hydroxyacetophenone, followed by hydrolysis of the obtained diazonium salt (50%).

Upstream product

• 95-56-7 2-hydroxybromobenzene 
• 1829-37-4 o-bromophenyl acetate 
• 64080-15-5 2-bromo-4-ethylphenol 
• 99-93-4 4-Hydroxyacetophenone 
• 75-36-5 acetyl chloride 
• 2142-63-4 1-(3-Bromophenyl)ethanone 

Downstream Products

• 41877-18-3 2,3-dibromo-4'-hydroxyacetophenone 
• 22934-47-0 1-(3-ethyl-4-hydroxy-phenyl)-ethanone 
• 99-93-4 4-Hydroxyacetophenone 
• 1007893-77-7 (3-bromo-4-hydroxyphenyl)(6-bromo-9H-pyrido[3,4-b]indol-1-yl)methanone 
• 1007893-76-6 (3-bromo-4-hydroxyphenyl)(9H-pyrido[3,4-b]indol-1-yl)methanone 
• 1398697-26-1 1-(3-bromo-4-{[(4-chloro-2-pyridinyl)methyl]oxy}phenyl)ethanone 
• 27628-05-3 2-bromo-3',4'-bis(benzyloxy)acetophenone 

Relevant articles and documents

Synthesis method for aromatic ring bromination of acetophenones derivative

The invention relates to a synthesis method for aromatic ring bromination of an acetophenones derivative, and belongs to the technical field of organic synthesis. The synthesis method consists of twokinds of synthesis methods: method A, adding the acetophenone derivative into a first oxidizing agent and stirring to form a suspension system, controlling the temperature of the suspension system tobe 10-50 DEG C, adding a first reducing agent or a second reducing agent, stirring and reacting for 2-20 h, and performing aftertreatment after the reaction is completed to obtain the aromatic ring brominated acetophenone derivative; method B, adding the acetophenone derivative into the second reducing agent and stirring to form a suspension system, controlling the temperature of the suspension system to be 10-50 DEG C, then adding a second oxidizing agent or the first oxidizing agent, stirring and reacting for 2-20 h, and performing aftertreatment after the reaction is completed to obtain thearomatic ring brominated acetophenone derivative. According to the synthesis method provided by the invention, an inorganic and non-toxic bromination reagent is used, water is used as a reaction solvent, the prepared product is mutually incompatible with water, so that separation and the aftertreatment are convenient to perform, therefore, the synthesis method of the invention is applicable to large-scale industrial production of intermediate products for aromatic ring bromination of the acetophenones derivative.

Magnesium tetrapyrazinoporphyrazines: Tuning of the pKa of red-fluorescent pH indicators

Magnesium(ii) tetrapyrazinoporphyrazines (TPyzPzs) are excellent red fluorophores (λF ～ 663 nm, ΦF ～ 0.53 in THF). In this work, a series of magnesium(ii) complexes of unsymmetrical TPyzPzs bearing one or two phenol substituents was prepared. Suitable substitutions on the phenolic moiety tuned its pKa in the range of 5.5 to 13. Deprotonation of the phenolic group at higher pH induced a strong donor (phenolate) in the macrocycle that led to pH-dependent quenching of the red fluorescence of these indicators. pH sensing was proved in water solutions after the incorporation of TPyzPzs into two delivery systems-microemulsions and liposomes. The latter also serves as a simple model of biomembranes. Finally, a wavelength-ratiometric probe was constructed by the incorporation of a TPyzPz indicator and lipophilic pH-nonsensitive BODIPY dye into liposomes. Synthetic precursors for TPyzPzs, substituted pyrazine-2,3-dicarbonitriles, also represent donor-acceptor systems and the pH-dependent changes in absorption spectra may be easily visible to the naked eye.

Iridium-Catalyzed C(sp3)?H Addition of Methyl Ethers across Intramolecular Carbon–Carbon Double Bonds Giving 2,3-Dihydrobenzofurans

Intramolecular addition of an O-methyl C(sp3)?H bond across a carbon-carbon double bond occurs in the iridium-catalyzed reaction of methyl 2-(propen-2-yl)phenyl ethers. The Ir/(S)-DTBM-SEGPHOS catalyst promotes the reaction efficiently in toluene at 110–135 °C to afford 3,3-dimethyl-2,3-dihydrobenzofurans. Enantioselective C(sp3)?H addition is achieved in the reaction of methyl 2-(1-siloxyethenyl)phenyl ethers, affording enantioenriched 3-hydroxy-2,3-dihydrobenzofuran derivatives with up to 96% ee. (Figure presented.).

Photocatalytic benzene and benzene derivative direct hydroxylation or amination method

The invention discloses a photocatalytic benzene and benzene derivative direct hydroxylation or amination method. The method is characterized by comprising the following steps: (1) adding a photo-sensitizer and a cobalt catalyst into a solvent to obtain a solution (A); (2) adding benzene (or benzene derivatives), water, ammonia gas, and amide derivatives (or sulfonamide derivatives) into the solution (A) to obtain a solution (B); and (3) in a N2 (or Ar) environment, radiating the solution (B) by a medium pressure mercury lamp, a high pressure mercury lamp, a xenon lamp, or an LED lamp to obtain phenols or amines and H2. For the first time, a photo-sensitizer and a cobalt catalyst are combined and applied to photocatalytic hydroxylation and amination of benzene. The conditions of the method are mild, light is taken as the driving energy, no oxidant is added, the only byproduct is H2, and the whole process is green, concise, and efficient. High selective benzene one-step hydroxylation to generate phenol or high selective phenol/benzene one-step amination to generate aniline is realized, and the method can be applied to the production of phenol and aniline.

Dependence of mesomorphism on flexibility of lateral and terminal groups of chalconyl esters

A novel liquid crystalline homologous series of chalconyl vinyl esters with a lateral bromo substituent RO─C6H4─CH═CH─COO─C6H3─(Br)─CO-CH═CH─C6H4─C12H25(n) has been synthesized and studied with a view to understanding and establishing the relation between the molecular structure and liquid crystal (LC) behavior in terms of molecular flexibility of the lateral and terminal groups. The novel homologous series consists of thirteen (C1–C18) homologues, whose enantiotropic nematic and smectic mesomorphism commences from the C4, (C4–C18) and the C5, (C5–C18) homologue, respectively. The rest of the homologues (C1, C2, C3) are nonliquid crystals (NLC). Mesomorphism and transition temperatures were examined using an optical polarising microscope (POM) equipped with a heating stage. Textures of nematic phase are threaded or Schlieren and those of the Smectic-A or Smectic-C are focal conic. Analytical, thermal and spectral data supported molecular structures of the novel homologues. Thermal for smectic and nematic are 87.5°C and 101.1°C, respectively, whose, total mesophase length ranges from 17°C to 30°C at C14 and C7 homologue, respectively. The mesomorphic transition temperature ranges are between 70°C and 113°C.

TETRAZOLINONE COMPOUND AND APPLICATIONS THEREOF

Disclosed is a tetrazolinone compound having a high pest control effect and represented by the formula (1): wherein R1, R2, R3, and R11 each represent a halogen atom, a C1-C6 alkyl group, or the like; R4 and R5 each represent a hydrogen atom, a halogen atom, a C1-C3 alkyl group, or the like; R6 represents a C1-C3 alkyl group which may have a halogen atom(s) or the like; R7, R8, and R9 each represent a hydrogen atom, a halogen atom, or the like; R10 represents a C1-C3 alkyl group or the like; R12 represents a C1-C6 alkyl group, a C3-C6 cycloalkyl group, or the like, and R13 represents a C1-C6 alkyl group, a C2-C6 alkenyl group, or the like.

An eco-friendly Co(OAc)2-catalyzed aerobic oxidation of 4-benzylphenols into 4-hydroxybenzophenones

An undecorated Co(OAc)2-catalyzed aerobic oxidation system has been reported that enables direct transformation of 4-benzylphenols into the corresponding 4-hydroxybenzophenones. The procedure is especially suitable for electron-withdrawing group-containing substrates, which are commonly inefficient to conduct this category of oxidation. Based on well-defined p-benzoquinone methides and the confirmed ethereal intermediate, a plausible mechanism was depicted.

Poly(4-vinylpyridinium bromochromate): An efficient reagent for bromination of aromatic compounds

A simple and efficient method for the bromination of various aromatic compounds by using poly(4-vinylpyridinium bromochromate) is reported. This method has several advantages such as good selectivity between ortho and para positions of aromatic compounds, simple workup, short reaction times, and high yields of the products.

METHYLPYRROLOPYRIMIDINECARBOXAMIDES

The compounds of Formula (I), wherein R1, R2, R21, R22, R23, R24, Y and R3 have the meanings as given in the description, the salts thereof, the stereoisomers of the compounds and the salts thereof are effective inhibitors of the type 5 phosphodiesterase.

BIARYL OXYACETIC ACID COMPOUNDS

Some embodiments of the present invention include novel phenoxyacetic acids useful for the prevention and treatment of inflammatory disorders, including those affecting the respiratory system and skin. Some compounds provided include those of the general formula (I), and compounds of general formula (Ia).