67073-72-7

Usage

Uses

Used in Organic Chemistry:
3-Bromobenzaldehyde Dimethyl Acetal is used as a protecting group for aldehydes in chemical synthesis procedures. Its high reactivity makes it beneficial for various applications in organic chemistry.
Used in Research and Development:
3-Bromobenzaldehyde Dimethyl Acetal is used in research and development settings, particularly in laboratories. It is often employed in the synthesis of various organic compounds, contributing to the advancement of chemical knowledge and the development of new materials and products.
Used in Chemical Synthesis Procedures:
3-Bromobenzaldehyde Dimethyl Acetal is used as a key intermediate in the synthesis of various organic compounds. Its role as a protecting group for aldehydes during reactions ensures the successful completion of complex chemical synthesis processes, leading to the production of desired final products.

InChI:InChI=1/C9H11BrO2/c1-11-9(12-2)7-4-3-5-8(10)6-7/h3-6,9H,1-2H3

Upstream product

• 67-56-1 methanol 
• 3132-99-8 m-bromobenzoic aldehyde 
• 149-73-5 trimethyl orthoformate 
• 17789-14-9 3-(1,3-dioxolan-2-yl)-phenylbromide 

Downstream Products

• 134360-16-0 3-(N,N-dimethylthiocarbamoyl)benzaldehyde dimethyl acetal 
• 100501-45-9 3-(dimethoxymethyl)benzaldehyde 
• 208251-89-2 benzyl 3-[4-(3-formylphenoxy)phenyl]propanoate 
• 540777-53-5 magnesium compound of 3-(dimethoxymethyl)bromobenzene 
• 619-21-6 m-formylphenyl benzoic acid 
• 2972-74-9 2-(3-bromobenzylidene)malononitrile 
• 3132-99-8 m-bromobenzoic aldehyde 
• 14394-73-1 (3-Brom-benzyliden)-cyanessigsaeure-aethylester 
• 1313397-54-4 5-(3-((5-oxo-2-thioxoimidazolidin-4-ylidene)methyl)phenyl)isoindolin-1-one 
• 1313398-41-2 3-(1-oxoisoindolin-5-yl)benzaldehyde 
• 1313397-10-2 (E,Z)-5-(3-(1-oxo-1,3-dihydroisobenzofuran-5-yl)benzylidene)-2-thioxoimidazolidin-4-one 
• 1313397-94-2 3-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)benzaldehyde 
• 1313397-93-1 5-(3-(dimethoxymethyl)phenyl)isobenzofuran-1(3H)-one 
• 134360-22-8 Methanesulfonic acid (diethoxy-phosphoryl)-(3-dimethylthiocarbamoyl-phenyl)-methyl ester 

Relevant academic research and scientific papers

Practical acetalization and transacetalization of carbonyl compounds catalyzed by recyclable PVP-I

A novel PVP-I catalyzed acetalizations/transacetalizations of carbonyl compounds has been developed processing with a mild and easy handling fashion. Different types of Acyclic and cyclic acetals were prepared from carbonyl compounds or their acetals successfully. Further applications of newly developed catalytic combination were testified. This protocol featured with simplicity of operation, mild reaction condition, short reaction time, recyclable of catalyst and broad substrates scope with excellent yields.

House bulb light-induced photochemical acetalization of carbonyl compounds catalyzed by Eosin Y

We have systematically studied the reactions of acetalization and found that high reaction efficiency can be achieved using cheap and readily available organic Eosin Y as catalyst. The reaction proceeds smoothly under house bulbs and shows excellent functional group tolerance. The substrates of the reaction system are compatible with aromatic aldehydes, aliphatic aldehydes, aromatic ketones, and cyclic ketones with high yields.

Acid-catalyzed highly diastereoselective and effective synthesis of 1,3-disubstituted tetrahydropyrano[3,4-b]indoles

We successfully explored for the first time that trifluoroacetic acid (TFA) can effectively catalyze the oxa-Pictet-Spengler reaction of secondary tryptophols and acetals to synthesize 1,3-disubstituted 1,3,4,9-tetrahydropyrano[3,4-b]indoles in high yield (up to >99%) and diastereoselectivity (>20:1). The secondary tryptophols were synthesized from indole-3-acetic acid. The one-pot synthesis of tetrahydropyrano[3,4-b]indoles was successfully developed from secondary tryptophols and in situ prepared acetals from aldehydes and trimethylorthoformate and thus the cost-efficiency of the protocol was effectively enhanced. Finally, the catalytic asymmetric synthesis of the 1,3-disubstituted tetrahydropyrano[3,4-b]indole was also demonstrated after enantioselective achievement of highly enantiopure secondary tryptophols.

Phosphorylated Polyacrylonitrile Fibers as an Efficient and Greener Acetalization Catalyst

A novel solid acid catalyst (PANEAPF) is developed by immobilization of phosphoric acid on polyacrylonitrile fiber through covalent bonding. Various characterization techniques such as elemental analysis (EA), X-ray photoelectron spectroscopy (XPS), Fourier transform infrared spectroscopy (FTIR), etc. are utilized to confirm the successful grafting and the stability of the fiber catalysts during application. PANEAPF shows high catalytic activity in the acetalization of aldehydes owing to the high utilization efficiency of its functionalized acid sites. In addition, the strong polarity micro-environment in the surface layers of PANEAPF make it highly suitable for catalytic application in both water and alcohol. Furthermore, the fiber catalyst can be applied to the acetalization of aldehydes in a continuous-flow process at room temperature, and shows excellent reactivity and superior recyclability (over 20 times). The many advantages of PANEAPF such as simple preparation, convenient regulation of acid amount, high durability, and eco-friendly process make it very attractive for fixed-bed reactors in the chemical industry.

Nanomolar β-lactamase inhibitors

New carboxyphenyl-glycylboronic acid transition-state analog inhibitors, representative of a class of compounds effective against class C β-lactamase AmpC. The new compounds improve inhibition by over two-orders of magnitude compared to analogous glycylboronic acids, with Ki values as low as 1 nM.

Development of an enzyme-linked immunosorbent assay for the pyrethroid insecticide cyhalothrin

A competitive enzyme-linked immunosorbent assay (ELISA) was developed for detection of the pyrethroid insecticide cyhalothrin. Three haptens with an amine or propanoic acid terminus were synthesized and then conjugated with bovine serum albumin to give immunogens. Eight polyclonal antisera produced by rabbits were screened for titers and affinity using three different coating antigens. The antiserum CWB-C had the highest affinity with cyhalothrin and a low affinity with fenvalerate, fenpropathrin, deltamethrin, and fluvalinate. The half-maximum inhibition concentration for cyhalothrin was 37.2 μg/L, and the limit of detection was 4.7 μg/L. The recoveries of different concentrations of cyhalothrin (0.1-2500 μg/L) from fortified tap water, well water, and wastewater samples as determined with the ELISA were 81-114%.

COMPOUNDS TO TREAT AMYLOIDOSIS AND PREVENT DEATH OF BETA-CELLS IN TYPE 2 DIABETES MELLITUS

The invention discloses aromatic amides and sulfonates to treat or prevent type 2 diabetes mellitus (T2DM), the pathological consequences of T2DM, to inhibit amyloidosis or to prevent death of β-cells of the pancreas.

A remarkable bismuth nitrate-catalyzed protection of carbonyl compounds

Bismuth nitrate has been found to be an outstanding catalyst for the protection of carbonyl compounds as acetal, ketal, mixed ketal and thioketal with an excellent yield.

A new molecular iodine-catalyzed acetalization of carbonyl compounds

A new and facile molecular iodine-catalyzed acetalization of carbonyl compounds has been developed. Useful selectivity has also been demonstrated.

Tetrabenzo[ab,f,jk,o][18]annulene: Synthesis, crystal structure analysis, ab initio quantum-chemical studies of intermolecular interactions in the gas phase and in crystalline states, photodimerization and photopolymerization

The synthesized title compound 8 crystallizes in three different modifications, which were investigated by electron crystallography, high resolution electron microscopy and X-ray structural analysis. The formation of molecular pairs was studied by an ab initio quantum-chemical approach. The calculated "dimers" were compared to the mutual orientations of nearest neighboring molecules in the crystal structures and to covalently bonded dimers obtained by a topochemical photodimerization.