96-21-9

Usage

Uses

1,3-Dibromo-2-propanol is used as a chemical intermediate for the synthesis of various organic compounds, including thioether ligands, 2-(alkoxy)propenyl bromide, sugar-pendant diamines, and 1,3-dinitrooxy-2-propanol.
Used in Chemical Synthesis:
1,3-Dibromo-2-propanol is used as a starting material for the preparation of thioether ligands, which are used in the synthesis of palladium-phosphorus/sulfur nanoparticles. These nanoparticles have potential applications in catalysis and other fields.
1,3-Dibromo-2-propanol is also used in the preparation of 2-(alkoxy)propenyl bromide, a key intermediate in the synthesis of various organic compounds.
Used in Carbohydrate Chemistry:
1,3-Dibromo-2-propanol is used in the synthesis of 1,3-propanediamine derivatives connected to carbohydrates, also known as sugar-pendant diamines. These compounds have potential applications in the development of new drugs and materials.
Used in Protein Engineering:
1,3-Dibromo-2-propanol is used in the chemical crosslinking of nine single substitution cysteine mutants of staphylococcal nuclease. This process allows researchers to study the structure and function of proteins and develop new biotechnological applications.
Used in the Preparation of 1,3-Dinitrooxy-2-Propanol:
1,3-Dibromo-2-propanol can be converted to 1,3-dinitrooxy-2-propanol by reacting with AgNO3 in MeCN at 80°C. 1,3-Dibromo-2-propanol has potential applications in the synthesis of various organic compounds and materials.

InChI:InChI=1/C3H6Br2O/c4-2-1-3(5)6/h3,6H,1-2H2

Upstream product

• 56-81-5 glycerol 
• 3132-64-7 1,2-Epoxy-3-bromopropane 
• 83165-32-6 mono-(+)-2,3-Dibromopropylamine d-tartrate salt 
• 10035-10-6 hydrogen bromide 
• 106-95-6 allyl bromide 
• 35995-55-2 (2-bromo-1-bromomethylethoxymethyl)benzene 
• 124-38-9 carbon dioxide 
• 140428-44-0 1-bromo-3-phenoxy-propan-2-ol 
• 96-23-1 1,3-Dichloro-2-propanol 
• 67-56-1 methanol 

Downstream Products

• 13429-29-3 1,3-bispiperidin-1-ylpropan-2-ol 
• 6323-81-5 2,2'-dimethyl-1,1'-(2-hydroxy-propanediyl)-bis-pyridinium; dibromide 
• 7466-77-5 3,3'-dibromo-1,1'-(2-hydroxy-propanediyl)-bis-pyridinium; dibromide 
• 7512-75-6 1-(3-bromo-2-hydroxy-propyl)-6-chloro-quinolinium; bromide 
• 7478-14-0 3,3'-dimethyl-1,1'-(2-hydroxy-propanediyl)-bis-pyridinium; dibromide 
• 99859-50-4 4-methyl-benzoic acid-(β,β'-dibromo-isopropyl ester) 
• 51483-40-0 1,3-dibromo-2-chloro-propane 
• 584-04-3 1,3-dimercapto-2-propanol 
• 816-39-7 1,3-dibromoroacetone 
• 107-18-6 allyl alcohol 
• 96-11-7 1,2,3-tribromopropane 
• 627-15-6 1,3-dibromopropene 
• 3132-64-7 1,2-Epoxy-3-bromopropane 
• 107-02-8 acrolein 

Relevant academic research and scientific papers

Bromotrimethylsilane as a selective reagent for the synthesis of bromohydrins

Bromotrimethylsilane (TMSBr) is a very efficient reagent in the solvent-free conversion of glycerol into bromohydrins, useful intermediates in the production of fine chemicals. As glycerol is a relevant by-product in biodiesel production, TMSBr has been also tested as a mediator in transesterification in acidic conditions, providing FAME from castor oil in good yields, along with bromohydrins from glycerol. Subsequently the glycerol conversion was optimized and depending on the reaction conditions, glycerol can be selectively converted into α-monobromohydrin (1-MBH) or α,γ-dibromohydrin (1,3-DBH) in very good yields. This journal is

Preparation method of 3-hydrazino-5-morpholinomethyl-2-oxazolidinone

The invention provides a preparation method of 3-hydrazino-5-morpholinomethyl-2-oxazolidinone, and belongs to the technical field of chemical synthesis. The preparation method comprises the followingsteps: carrying out a cyclization reaction on 1-Boc protective hydrazine-3-morpholine-2-propanol and a carbonic ester substance to obtain 3-Boc protective hydrazine-5-morpholinomethyl-2-oxazolidinone;and finally hydrolyzing to obtain the AMOZ. The chemical structural formula of the 1-Boc protective hydrazine-3-morpholine-2-propanol is shown in the specification, the chemical structural formula ofthe 3-Boc protective hydrazine-5-morpholinomethyl-2-oxazolidinone is shown in the specification, and the chemical structural formula of the AMOZ is shown in the specification; and the carbonic estersubstance contains at least one of diethyl carbonate, dimethyl carbonate, di-tert-butyl decarbonate, and dipropyl carbonate. The method is simple in synthetic route, the AMOZ is synthesized by adopting a one-pot method, and the catalyst is used in the preparation process, so that the loss in the synthesis process is greatly reduced, the synthesis yield and the recovery rate are relatively high; and the method is suitable for mass production.

Expeditious Syntheses to Pharmochemicals 1,3-Dihydroxyacetone, 1,3-Dichloro-, 1,3-Dibromo- And 1,3-Diiodoacetone from Glycerol 1,3-Dichlorohydrin Using Homogenous and Heterogenous Medium

New efficient and reproductive routes to production of 1,3-dihydroxyacetone (1), 1,3-dichloroacetone (6), 1,3-dibromoacetone (7) and 1,3-diiodoacetone (8) from glycerol 1,3-dichlorohydrin (3) were developed. The synthesis of 1 was processed in three steps from glycerol 2 (1,3-selective chlorination of 2 to 3, oxidation of 3 to 6 and subsequent di-hydroxylation) in 51% overall yield. On the other hand, 7 and 8 were produced from 3, via a trans-bromination and trans-iodination, respectively, followed by oxidation and hydroxylation steps, in 38-52% overall yield. It was used homogeneous media with different reagents (HCl/AcOH, pyridinium chlorochromate (PCC), PCC-HIO4) and heterogeneous media with reagents supported on polymer resins such as Amberlyst A26-HCrO4– form, PV-PCC (polyvinyl-pyridinium chlorochromate) and Amberlyst A26-OH– form or reagents supported on alumina such as KI/Al2O3, KBr/Al2O3, in solvent free conditions.

Synthesis of Functionalized Cyclic Carbonates by One-Pot Reactions of Carbon Dioxide, Epibromohydrin, and Phenols, Thiophenols, or Carboxylic Acids Catalyzed by Ionic Liquids

The one-pot reactions of CO2, epibromohydrin, and phenols, thiophenols, or carboxylic acids catalyzed by 1-butyl-3-[(3-hydroxyphenyl)methyl]imidazolium bromide were investigated. Three kinds of cyclic carbonates with ether, thioether, or ester groups were synthesized under mild reaction conditions in good-to-high yields. Reaction-mechanism studies indicated that the proton exchange between the alkoxide formed through the ring-opening reaction of epibromohydrin with 1-bromo-3-phenoxy-2-propanol plays a crucial role in this synthetic route. The catalyst 1-butyl-3-[(3-hydroxyphenyl)methyl]imidazolium bromide was transformed to the corresponding cyclic-carbonate-functionalized ionic liquid during the reaction. This transformation did not affect its catalytic performance in the reaction.

For the preparation of intermediate crystallinity of, its synthetic method, intermediate and use thereof

The present invention relates to a novel intermediate for preparation of bruguiesulfurol with II-type diabetes resisting activity, a synthetic method, an intermediate and use thereof, and a bruguiesulfurol preparation method. The bruguiesulfurol preparation method has the advantages of new synthetic route, simple operation, high yield and good safety, is suitable for industrialized production, and can solve the problem that in the prior art the compound only can be prepared form mangrove forest plant extracts by very-low-efficiency extraction and separation.

Synthesis of Di-, Tri-, and tetrasubstituted oxetanes by rhodium-catalyzed O-H insertion and C-C bond-forming cyclization

Oxetanes offer exciting potential as structural motifs and intermediates in drug discovery and materials science. Here an efficient strategy for the synthesis of oxetane rings incorporating pendant functional groups is described. A wide variety of oxetane 2,2-dicarboxylates were accessed in high yields, including functionalized 3-/4-aryl-and alkyl-substituted oxetanes and fused oxetane bicycles. Enantioenriched alcohols provided enantioenriched oxetanes with complete retention of configuration. The oxetane products were further derivatized, while the ring was maintained intact, thus highlighting their potential as building blocks for medicinal chemistry.

The first synthesis of natural disulfide bruguiesulfurol and biological evaluation of its derivatives as a novel scaffold for PTP1B inhibitors

Bruguiesulfurol (1), a cyclic 4-hydroxy-dithiosulfonate isolated from mangrove plant Bruguiera gymnorrhiza, was concisely synthesized for the first time in four steps, and a series of its synthetic derivatives were evaluated for in vitro inhibitory effects on PTP1B and related PTPs. Some derivatives were found to have improved pharmacological profile compared with hit 1. Among them, 5a showed the potent selectivity towards PTP1B over other PTPs, including TCPTP, and 7j exhibited the strongest PTP1B inhibitory activity with an IC 50 value of 4.54 μM.

Monobromoborane-dimethyl sulfide - A highly promising reagent for the regio- and chemoselective brominative cleavage of terminal epoxides into vicinal bromohydrins

Monobromoborane?dimethyl sulfide (BH2Br?SMe2) is a highly regio- and chemoselective reagent useful for the brominative cleavage of the epoxy moiety into bromohydrins in the presence of alkenes, alkynes, ethers, acetals, ketals, and acetonides at 0°C, besides being an excellent hydroborating reagent. Several reactive functional groups, such as chloride, ketones, esters, nitriles, nitros, and thioethers, have been accommodated during such transformations. Although the reduction of acetophenone was completely suppressed at ?25°C, 4-chlorobenzaldehyde still underwent 12?13% reduction of an aldehydic group. CSIRO 2007.

Dimethoxyboron bromide - A new, efficient, regio- and chemoselective reagent for the conversion of terminal epoxides into bromohydrins

Dimethoxyboron bromide, (MeO)2BBr, easily prepared in excellent yield from boron tribromide and trimethyl borate, is a new, efficient, regio- and chemoselective reagent useful for the halogenative cleavage of compounds containing epoxy groups into vicinal bromohydrins in the presence of ether, acetal, ketal, N-oxide, and sulfoxide groups, at low temperatures (-78°C).

Synthesis of cationic cardiolipin analogues

An approach was developed to synthesize a new class of cationic cardiolipin analogues containing two quaternary ammonium groups with tetra alkyl groups retaining "glycerol" moiety, the central core of the molecule. Cationic cardiolipin analogues were modified via introduction of either two or four oxyethylene groups to enhance the solubility in polar solvents. These newly synthesized cationic cardiolipin analogues can be applied to a broad range of drug delivery systems such as transfection reagents.