6089-12-9

Usage

Uses

Used in Chemical Synthesis:
1-Butanol, 3-bromois used as a reagent in chemical synthesis for its ability to participate in various organic reactions, facilitating the production of a range of chemical compounds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 1-Butanol, 3-bromois utilized as a starting material or an intermediate in the synthesis of different medicinal compounds, contributing to the development of new drugs.
Used in Plasticizer Manufacturing:
1-Butanol, 3-bromois employed as a component in the production of plasticizers, which are additives that increase the flexibility and workability of plastics.
Used in Pesticide Formulation:
1-Butanol, 3-bromois also used in the formulation of pesticides, where it may serve as a solvent or an active ingredient, enhancing the effectiveness of these agricultural chemicals.
Used in Solvent Applications:
Due to its solubility properties, 1-Butanol, 3-bromois used as a solvent in various industrial processes, aiding in the dissolution of other substances for applications such as cleaning, degreasing, and in the manufacturing of coatings.

Upstream product

• 7425-49-2 ethyl 3-bromobutanoate 
• 2623-86-1 3-bromobutyric acid 
• 627-27-0 homoalylic alcohol 
• 18826-95-4 1.3-butanediol 

Downstream Products

• 148144-54-1 3-(4-chloro-phenoxy)-1-butanol 
• 175849-79-3 (+/-)-N-(3-Bromobutyl)oxazolidine-2,4-dione 
• 127626-01-1 3-(4-(4-fluorophenyl)piperazin-1-yl)butan-1-ol 
• 1033226-03-7 1-(3-bromobutyl)-3-(2-fluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide 
• 1239921-71-1 3-bromobutyl benzyl(phenyl)carbamate 

Relevant academic research and scientific papers

Ni-Catalyzed Formal Cross-Electrophile Coupling of Alcohols with Aryl Halides

Direct coupling of unactivated alcohols remains a challenge in current synthetic chemistry. We herein demonstrate a strategy building upon in situ halogenation/reductive coupling of alcohols with aryl halides to forge Csp2-Csp3 bonds. The combination of 2-chloro-3-ethylbenzo[d]oxazol-3-ium salt (CEBO) and TBAB as the mild bromination reagents enables rapid transformation of a wide range of alcohols to their bromide counterparts within one to 5 min in CH3CN and DMF, which is compatible with the Ni-catalyzed cross-electrophile coupling conditions in the presence of a chemical reductant. The present method is suitable for arylation of a myriad of structurally complex alcohols with no need for prepreparation of alkyl halides. More importantly, the mild and kinetically rapid bromination process has shown good selectivity in the bromination/arylation of symmetric diols and less sterically hindered hydroxyl groups in polyols, thus offering promise for selective functionalization of diols and polyols without laborious protecting/deprotecting operations. The practicality of this work is also evident in the arylation of a number of carbohydrates, drug compounds, and naturally occurring alcohols.

Iron(II) and Copper(I) Control the Total Regioselectivity in the Hydrobromination of Alkenes

A new method that allows the complete control of the regioselectivity of the hydrobromination reaction of alkenes is described. Herein, we report a radical procedure with TMSBr and oxygen as common reagents, where the formation of the anti-Markovnikov product occurs in the presence of parts per million amounts of the Cu(I) species and the formation of the Markovnikov product occurs in the presence of 30 mol % iron(II) bromide. Density functional theory calculations combined with Fukui's radical susceptibilities support the obtained results.

Asymmetric alkyl-alkyl cross-couplings of unactivated secondary alkyl electrophiles: Stereoconvergent suzuki reactions of racemic acylated halohydrins

A method for asymmetric alkyl-alkyl Suzuki reactions of unactivated secondary alkyl electrophiles, specifically, cross-couplings of racemic acylated halohydrins with alkylborane reagents, has been developed. A range of protected bromohydrins, as well as a protected chlorohydrin and a homologated bromohydrin, are coupled in good ee by a catalyst derived from commercially available components.

Intramolecular homolytic substitution of sulfinates and sulfinamides

A general and efficient method for the synthesis of cyclic sulfi-nates and sulfinamides based on intra-molecular homolytic substitution (SHi) at the sulfur atom by aryl or alkyl radi-cals is described. Both alkyl and benzo-fused compounds can be accessed di-rectly from easily prepared acyclic pre-cursors. Enantiomerically enriched sulfur-based heterocycles were formed through an SHi process with inversion of configuration at the sulfur atom. Cyclization of prochiral radicals proceeded with varying stereochemical outcomes, depending on the size of the incoming radical. 2-Pyridyl and 2-qui-nolyl radicals led to biaryl compounds, which result from attack onto the ortho position of the arylsulfinate rather than a thiophilic substitution.