17954-11-9

Usage

Uses

Used in Pharmaceutical Industry:
2-(3-BROMOPROPOXY)BENZALDEHYDE is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows for further chemical reactions and modifications, facilitating the development of new molecules with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-(3-BROMOPROPOXY)BENZALDEHYDE serves as a key intermediate in the production of agrochemicals. Its functional groups and reactivity contribute to the creation of compounds that can be used in crop protection and other agricultural applications.
Used in Organic Synthesis:
2-(3-BROMOPROPOXY)BENZALDEHYDE is utilized as a versatile building block in organic synthesis. The 3-bromopropoxy group provides a site for additional chemical reactions, making 2-(3-BROMOPROPOXY)BENZALDEHYDE instrumental in the development of new organic molecules for a variety of applications across different industries.

InChI:InChI=1/C10H11BrO2/c11-6-3-7-13-10-5-2-1-4-9(10)8-12/h1-2,4-5,8H,3,6-7H2

Upstream product

• 90-02-8 salicylaldehyde 
• 109-64-8 1,3-dibromo-propane 
• 89-95-2 2-methyl-benzyl alcohol 

Downstream Products

• 7091-12-5 2-n-propoxybenzaldehyde 
• 148433-03-8 2-(3-Hydroxypropyl)benzaldehyde 
• 201350-64-3 2-(3-Azidopropoxy)benzaldehyde 
• 247114-48-3 2-[3-(1H-imidazol-2-ylsulfanyl)-propoxy]-benzaldehyde 
• 247114-46-1 2-[3-(1H-benzoimidazol-2-ylsulfanyl)-propoxy]-benzaldehyde 

Relevant academic research and scientific papers

A switch-on MRI contrast agent for noninvasive visualization of methylmercury

This communication presents the first Gd(iii)-based T1 MRI contrast agent, o-MeHgGad, for noninvasive visualization of CH3Hg+. o-MeHgGad showed a relaxivity enhancement of 62% in the presence of 1 equiv. of CH3Hg+. Moreover, a noticeable contrast enhancement was recorded in the liver, kidney, and intestine of mice exposed to CH3Hg+. Thus, the newly designed contrast agent has the potential to be used for in vivo bio-imaging of CH3Hg+ and could be useful for biomedical applications.

Acid-catalysed rearrangements between 3,4-dihydro-2H-1,5-benzooxazocine and -benzothiazocine and their macrocyclic (16-membered, 24-membered and 32-membered) oligomers

Treatment of 2-(3-azidopropoxy)benzaldehyde with triphenylphosphine in diethyl ether, followed by sequestration of the products with nickel(II) thiocyanate and subsequent liberation from the complex with aqueous ammonia, produces the 16-membered dimer of

Site-Selective Conversion of Azido Groups at Carbonyl α-Positions to Diazo Groups in Diazido and Triazido Compounds

This paper reports on the selective conversion of alkyl azido groups at the carbonyl α-position to diazo compounds. Through β-elimination of dinitrogen, followed by hydrazone formation/decomposition, α-azidocarbonyl moieties were transformed into α-diazo carbonyl groups in one step. As these reaction conditions do not involve aryl or general alkyl azides, site-selective conversions of di- and triazides were achieved. Through this method, the successive site-selective conjugation of the triazido molecule with three different components is demonstrated.

“On water” cascade synthesis of benzopyranopyrazoles and their macrocycles

Reported herein is an intramolecular 1,3-dipolar cycloaddition strategy for rapid entry into benzopyranopyrazoles (BPP) on water medium as “open flask chemistry” approach. The in situ generation of diazo functionality in two-step sequence from the appropr

Synthesis and biological evaluation of nitric oxide releasing derivatives of 6-amino-3-n-butylphthalide as potential antiplatelet agents

A series of novel nitric oxide releasing derivatives of 6-amino-3-n-butylphthalide were designed, synthesized and evaluated as potential antiplatelet agents. Compound 10b significantly inhibited the adenosine diphosphate (ADP)-induced platelet aggregation

Synthesis of esters derived from 2,3,4-tri-O-benzyl-α-D- methylglucoside

2,3,4-Tri-O-benzyl-α-D-methylglucoside was prepared and reacted with several acids: benzoic, phenylacetic, 2-(3-bromo-propoxy)-benzoic, acetylsalicylic and 4-(toluene-4-sulfonylamino)-benzoic. The products were isolated with low to fair yields and fully c

Microwave-assisted synthesis of a new series of resorcin[4]arene Cavitand-capped porphyrin capsules

Capsule-shaped molecular receptors are fundamental to the modeling of biological host-guest interactions such as those characteristic of enzymatic processes. Among the more versatile and effective synthetic receptors are the hemicarcerand-type hosts. Herein we report the synthesis of six novel resorcin[4]arene cavitand-capped porphyrin capsules, in a new series of molecular capsules modeled on the classical hemicarcerands initially reported by Cram and co-workers. In the first reported instance of its utilisation in the preparation of supramolecularly-capped porphyrin host molecules, microwave (MW) irradiation was used (in conjunction with Adler conditions) in order to form the porphyrin cap in situ. Additionally, the yields obtained via these conditions exhibited a significant improvement, relative to the traditional refluxing protocol hitherto reported. Capsules 20-25 are indefinitely stable, and we observed that 22 and 25 possess the smallest rigidified cavities yet reported for resorcin[4]arene cavitand-capped porphyrin host molecules.

α-Cyanocinnamide derivatives: A new family of non-peptide, non-sulfhydryl inhibitors of ras farnesylation

Farnesylation of Ras and other proteins is required for their membrane attachment and normal function. Here we report on the synthesis of α-cyanocinnamide derivatives, a new family of farnesyltransferase inhibitors. These compounds are nonpeptidic and do not contain sulfhydryl groups. The most potent compound is a pure competitive inhibitor with respect to the Ras protein and mixed competitive with respect to farnesyl diphosphate. Selectivity studies against geranylgeranyltransferase and biological activities of selected compounds are described. Copyright (C) 1999.

Radical isomerization via intramolecular ipso substitution of aryl ethers: Aryl translocation from oxygen to carbon

Bromopropyl aryl ethers an converted to 3-arylpropanols under standard radical generating conditions in the presence of tributylstannane and AIBN. This rearrangement involves intramolecular ipso attack of the alkyl radicals which generates spiro cyclohexadienyl radical intermediates.