148173-18-6

Basic information

• Product Name: 1-Bromo-3-benzyloxy-2-propanol
• Synonyms: 1-Bromo-3-benzyloxy-2-propanol;Benzyl 3-Bromo-2-hydroxypropyl Ether
• CAS NO: 148173-18-6
• Molecular Formula: C10H13BrO2
• Molecular Weight: 245.11302
• Mol File: 148173-18-6.mol

Chemical Properties

• Boiling Point: 317.759°C at 760 mmHg
• Flash Point: 145.976°C
• Appearance: /
• Density: 1.419g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.5470-1.5510
• PKA: 13.04±0.20(Predicted)
• CAS DataBase Reference: 1-Bromo-3-benzyloxy-2-propanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Bromo-3-benzyloxy-2-propanol(148173-18-6)
• EPA Substance Registry System: 1-Bromo-3-benzyloxy-2-propanol(148173-18-6)

Safety Data

• Hazardous Substances Data: 148173-18-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-Bromo-3-benzyloxy-2-propanol is used as an intermediate in the synthesis of pharmaceuticals for its ability to facilitate the creation of complex organic molecules that can be further processed into active pharmaceutical ingredients.
Used in Agrochemical Industry:
In the agrochemical sector, 1-Bromo-3-benzyloxy-2-propanol is employed as an intermediate in the production of agrochemicals, contributing to the development of compounds that can be used in crop protection and other agricultural applications.
Used as a Reagent in Organic Synthesis:
1-Bromo-3-benzyloxy-2-propanol is used as a reagent in the synthesis of various organic compounds, enabling chemists to create a wide range of products through its reactivity and functional group manipulation.
Safety Precautions:
Due to its flammable nature and potential to cause skin and eye irritation, 1-Bromo-3-benzyloxy-2-propanol requires careful handling and the use of appropriate safety measures. It is essential to follow proper safety protocols when working with this chemical to minimize risks and ensure a safe working environment.

InChI:InChI=1/C10H13BrO2/c11-6-10(12)8-13-7-9-4-2-1-3-5-9/h1-5,10,12H,6-8H2

Upstream product

• 2930-05-4 (S)-benzyl glycidyl ether 
• 2930-05-4 Benzyloxymethyl-oxiran 
• 1826-67-1 vinyl magnesium bromide 
• 14618-80-5 (R)-benzyl glycidol 
• 56552-80-8 (R)-3-benzyloxy-1,2-propanediol 

Relevant articles and documents

A general protocol for the regio high yielding opening of different glycidol derivatives

Differently protected glycidol derivatives (with Bn, TBDPS, TBS and MPM groups) have been tested for regioselective ring opening with vinylmagnesium bromide in order to obtain useful five-carbon functionalised homoallylic alcohols. Careful choice of the reagents and experimental conditions allowed a general access to important chiral synthons for asymmetric synthesis.

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.

Development of a robust procedure for the copper-catalyzed ring-opening of epoxides with Grignard reagents

A general procedure for the copper-catalyzed regioselective ring-opening of epoxides with Grignard reagents is described. The procedure developed provides robust reaction conditions which limit the formation of impurities and has been applied successfully using a series of epoxides and Grignard reagents to provide the desired products in >90% yield with excellent regioselectivity and purity.

An efficient and convenient protocol for highly regioselective cleavage of terminal epoxides to β-Halohydrins

An efficient and facile strategy for the cleavage of terminal epoxides to β-halohydrins using active magnesium halides is described. The conversion proceeds smoothly at room temperature with high regioselectivity and good yields even when sensitive functional groups are present. Georg Thieme Verlag Stuttgart.

"Metal ion electrophilic catalysis" in ring-opening reactions of 1,2-epoxides by metal halides in ionic liquids

Metal ion electrophilic catalysis (Li+ > Na+ ? K+) has been found in ring-opening reactions of 1,2-epoxides 1-5 by metal halides MHa1 in ionic liquids. The results have been rationalized on the basis of a transition state where the cation M+ stabilizes the negative charge developing on the oxygen atom of the oxirane ring while favoring the nucleophilic attack at the adjacent carbon by the ion-paired anion Hal -. Georg Thieme Verlag Stuttgart.

A FACILE SYNTHESIS OF (S)-O-BENZYLGLYCIDOL

A facile synthesis of (S)-O-benzylglycidol has been developed starting from (R)-1-O-benzylglycerol by sequential monohalogenation and cyclization.