939-54-8

Usage

Uses

Used in Chemical Synthesis:
2-Bromoethyl benzoate is used as a synthetic intermediate for the preparation of various organic compounds. Its reactivity arises from the bromine atom, which can be replaced by other functional groups through substitution reactions, allowing for the creation of a wide range of products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Bromoethyl benzoate is used as a building block for the synthesis of pharmaceutical agents. Its ability to undergo substitution reactions makes it a valuable component in the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
2-Bromoethyl benzoate is also utilized in the agrochemical industry for the synthesis of active ingredients in pesticides and herbicides. Its versatility in organic synthesis allows for the creation of compounds with targeted effects on pests and weeds, contributing to more effective and selective crop protection.
Used in Dye and Pigment Industry:
In the dye and pigment industry, 2-Bromoethyl benzoate serves as a key intermediate for the production of various dyes and pigments. Its chemical properties enable the synthesis of colorants with specific characteristics, such as brightness, stability, and solubility, which are essential for various applications in textiles, plastics, and printing inks.
Overall, 2-Bromoethyl benzoate is a valuable compound in the field of organic chemistry, with applications spanning across multiple industries due to its reactivity and potential for use in the synthesis of a diverse range of products.

Synthesis Reference(s)

The Journal of Organic Chemistry, 44, p. 3082, 1979 DOI: 10.1021/jo01331a027

InChI:InChI=1/C9H9BrO2/c10-6-5-7-3-1-2-4-8(7)9(11)12/h1-4H,5-6H2,(H,11,12)/p-1

Upstream product

• 98-88-4 benzoyl chloride 
• 540-51-2 2-bromoethanol 
• 94-33-7 C₉H₁₀O₃ 
• 107-21-1 ethylene glycol 
• 100-51-6 benzyl alcohol 
• 93-97-0 benzoic acid anhydride 
• 109-86-4 2-methoxy-ethanol 
• 65-85-0 benzoic acid 
• 107-07-3 2-chloro-ethanol 
• 2902-69-4 2,2,2-trichloroacetophenone 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 100-47-0 benzonitrile 
• 582-25-2 Potassium benzoate 
• 106-93-4 ethylene dibromide 

Downstream Products

• 21010-49-1 N-(2-phenoxyethyl)aniline 
• 101094-07-9 2-(phenylsulfonyl)ethyl benzoate 
• 623176-92-1 benzoic acid 2-[3-{3-[4-(1-methoxycarbonyl-1-methylethoxy)phenyl]propyl}-1-(4-methylbenzyl)-5-oxo-1,5-dihydro-[1,2,4]triazol-4-yl]ethyl ester 
• 272437-18-0 2-(acetylthio)ethyl benzoate 
• 1008752-36-0 3',5'-O-bis-tetrahydropyranyl-N₃-(2-benzoyl-ethyl)thymidine 
• 24943-60-0 (2-benzoyloxy-ethyl)-trimethyl-ammonium; bromide 

Relevant academic research and scientific papers

IrIII-Catalyzed direct syntheses of amides and esters using nitriles as acid equivalents: A photochemical pathway

An unprecedented IrIII[df(CF3)ppy]2(dtbbpy)PF6-catalyzed simple photochemical process for direct addition of amines and alcohols to the relatively less reactive nitrile triple bond is described herein. Various amides and esters are synthesized as the reaction products, with nitriles being the acid equivalents. A mini-library of different types of amides and esters is made using this mild and efficient process, which uses only 1 mol% of photocatalyst under visible light irradiation (λ = 445 nm). The reaction strategy is also efficient for gram-scale synthesis.

Preparation methods of aprepitant impurity

The invention discloses preparation methods of an aprepitant impurity, which comprise isomer impurity synthesis method of six aprepitant key intermediates (2R, 3S)-2-[(1R)-1-[3, 5-bis (trifluoromethyl)-phenyl] ethoxy]-3-(4-fluorophenyl) morpholine, respectively, synthesis of four diastereomer impurities, synthesis of one enantiomer impurity and synthesis of one by-product impurity. The methods have the beneficial effects that the five synthesis methods are simple and feasible, the raw materials are easy to obtain, the conditions are mild, the cost is low, the production is facilitated, and meanwhile, the isomer impurities of the synthesized aprepitant key intermediate provide a new intermediate raw material for the preparation of aprepitant.

A study on reactions of an alkynylsilane with oxone-KX (X = Cl, Br, I) and its one-pot transformation into an amide/ester

Oxyhalogenation reactions of a variety of alkynylsilanes were studied using oxone as mild oxidant and KCl, KBr, and KI as halogen sources. In this study, reaction of an alkynylsilane with oxone-KX (X = Cl or Br) produced trichloromethyl/tribromomethyl ketones inhigh yields. Under similar conditions, however, reactions of alkynylsilanes with oxone-KI were found to give exclusively 1,2,2-triiodovinyl derivatives in high yields. In this study, new methods were deveoped for effcient one-pot tranformation of alkynylsilanes into amides and esters by reaction with amines and alcohols respectively via trihalomethyl ketone.

Synthesis and antibacterial activity of 3-benzylamide derivatives as FtsZ inhibitors

The emergence and spread of multidrug-resistant strains of the human pathological bacteria are generating a threat to public health worldwide. In the current study, a series of PC190723 derivatives was synthesized and investigated for their antimicrobial activity. The compounds exhibited good activity against several Gram-positive bacteria as determined by comparison of diameters of the zone of inhibition of test compounds and standard antibiotics. Compound 9 with a fluorine substitution on the phenyl ring showed the best antibacterial activity in the series against M. smegmatis with the zone ratio of 0.62, and against S. aureus with the zone ratio of 0.44. The results from this study indicate that based on the unique 3-methoxybenzamide pharmacophore, compound 9 may represent a promising lead candidate against Gram-positive bacteria that are worthy of further investigation

Copper-catalyzed Csp3-O cross-coupling of unactivated alkyl halides with organic peroxides

An efficient Cu-catalyzed Csp3-O coupling of peroxides with haloalkanes is described. High yields of products were achieved under mild conditions. Significantly, in addition to primary alkyl halides, secondary alkyl halogenated hydrocarbons could also be applied to this system. The new reaction system could tolerate a wide range of organic peroxides.

Cu-catalyzed esterification reaction via aerobic oxygenation and C-C bond cleavage: An approach to α-ketoesters

The Cu-catalyzed novel aerobic oxidative esterification reaction of 1,3-diones for the synthesis of α-ketoesters has been developed. This method combines C-C σ-bond cleavage, dioxygen activation and oxidative C-H bond functionalization, as well as provides a practical, neutral, and mild synthetic approach to α-ketoesters which are important units in many biologically active compounds and useful precursors in a variety of functional group transformations. A plausible radical process is proposed on the basis of mechanistic studies.

Triphenylphosphine dibromide: a simple one-pot esterification reagent

We report a one-pot, expedient protocol for the conversion of carboxylic acids to their esters using excess triphenylphosphine dibromide, base, and the alcohol. The reaction gave the esterified product in moderate-to-high yields (30-95%). For chiral acids, the reaction proceeded with little or no racemization. Use of a chiral alcohol in this transformation gave the ester with retention of configuration of the stereogenic center. Information is presented indicating that esterification proceeds through the intermediate generation of an acyloxyalkoxyphosphorane and where steric interactions play an important role in the energetics of the reaction.

RADIOHALOTHYMIDINES AND METHODS OF THEIR SYNTHESIS AND USE IN PET IMAGING OF CANCERS

We disclose methods of synthesizing radiohalidated organic compounds and their use in positron emission tomography (PET) imaging of cancer cells. We also disclose specific N3 -radiohaloalkyl thymidines and salts thereof.

An alternative oxidising and brominating method converting alcohols to aldehydes and β-bromoethyl esters using ionic liquid [Bmim][Br3]

[Bmim][Br3] is an oxidising reagent which converts alcohols into aldehydes and ketones in mild conditions and good yields; the use of the ionic liquid (IL) as both an oxidising and a brominating reagent in the one-pot synthesis of β-bromoethyl esters from benzyl alcohols and diols has also been studied.

LEVODOPA PRODRUGS, AND COMPOSITIONS AND USES THEREOF

Prodrugs of levodopa, methods of making prodrugs of levodopa, methods of using prodrugs of levodopa, and compositions of prodrugs of levodopa are disclosed. Wherein Q is selected from X-CO-, and -CO-X-; X is selected from-O-, and -NR6-; n is an