52340-78-0

Basic information

• Product Name: (R,R)-(+)-HYDROBENZOIN
• Synonyms: (1R,2R)-(+)-HYDROBENZOIN;(1R,2R)-(+)-1,2-DIPHENYL-1,2-ETHANEDIOL;(R,R)-(+)-HYDROBENZOIN;(R,R)-(+)-1,2-DIPHENYL-1,2-ETHANEDIOL;(R,R)-1,2-DIPHENYL-1,2-ETHANEDIOL;(R,R)-(+)-1,2-DIPHENYLETHANEDIOL;(R,R)-1,2-DIPHENYL-ETHYLENE GLYCOL;(R,R)-(+)-HYDROBENZOIN, 99% (99% EE/HPL&
• CAS NO: 52340-78-0
• Molecular Formula: C₁₄H₁₄O₂
• Molecular Weight: 214.26
• Mol File: 52340-78-0.mol
• Article Data: 474

Chemical Properties

• Melting Point: 146-149 °C(lit.)
• Boiling Point: 314.4°C (rough estimate)
• Flash Point: 179.8 °C
• Appearance: White to beige or light brown/Crystalline Powder or Crystals
• Density: 1.0781 (rough estimate)
• Vapor Pressure: 3.18E-06mmHg at 25°C
• Refractive Index: 95 ° (C=1, CHCl3)
• Storage Temp.: 2-8°C
• PKA: 13.38±0.20(Predicted)
• Merck: 14,4777
• BRN: 2050815
• CAS DataBase Reference: (R,R)-(+)-HYDROBENZOIN(CAS DataBase Reference)
• NIST Chemistry Reference: (R,R)-(+)-HYDROBENZOIN(52340-78-0)
• EPA Substance Registry System: (R,R)-(+)-HYDROBENZOIN(52340-78-0)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 52340-78-0(Hazardous Substances Data)

Usage

Description

(R,R)-(+)-Hydrobenzoin is a chiral 1,2-diol that serves as a versatile compound in the field of organic chemistry. It is characterized by its unique stereochemistry, which makes it a valuable chiral reagent, building block, ligand, or auxiliary in asymmetric synthesis. (R,R)-(+)-HYDROBENZOIN plays a crucial role in the development of complex organic molecules and has found applications in various industries due to its ability to influence the stereoselectivity of chemical reactions.

Uses

Used in Pharmaceutical Industry:
(R,R)-(+)-Hydrobenzoin is used as a chiral reagent for the multi-step synthesis of cyclopentitols and aminocyclopentitols from cyclopentene. These synthesized compounds have potential applications in the development of pharmaceuticals, particularly those targeting specific biological receptors or enzymes.
Used in Chemical Synthesis:
(R,R)-(+)-Hydrobenzoin is used as a ligand for the asymmetric addition of diethylzinc to aldehydes in the presence or absence of titanium tetra-isopropoxide. This reaction leads to the formation of (R)or (S)-form of the corresponding secondary alcohol, respectively. The ability to control the stereochemistry of the product is essential in the synthesis of enantiomerically pure compounds, which are often required in the pharmaceutical and agrochemical industries.
Used in Catalyst Development:
As a chiral ligand, (R,R)-(+)-Hydrobenzoin can be employed in the development of catalysts for various asymmetric reactions. These catalysts are crucial in the production of enantiomerically pure compounds, which are essential in the pharmaceutical, agrochemical, and fragrance industries. The use of (R,R)-(+)-Hydrobenzoin in catalyst development can lead to more efficient and selective synthetic processes, ultimately reducing the cost and environmental impact of chemical production.
Used in Research and Development:
(R,R)-(+)-Hydrobenzoin is also used as a building block and auxiliary in the research and development of new compounds and materials. Its unique stereochemistry allows researchers to explore novel synthetic routes and develop innovative applications in various fields, including materials science, pharmaceuticals, and agrochemicals.

InChI:InChI=1/C14H14O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-16H/t13-,14-/m1/s1

Upstream product

• 555-75-9 aluminum ethoxide 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 91-17-8 decalin 
• 60-29-7 diethyl ether 
• 677-22-5 tert-butylmagnesium chloride 
• 71-43-2 benzene 
• 28276-08-6 1,1-dimethylpropylmagnesium chloride 
• 872-36-6 vinylene carbonate 
• 77356-14-0 1,3-dibenzyloxy-2-propanone 
• 86668-15-7 1-Benzyl-4-(hydroxy-phenyl-methyl)-1,4-dihydro-pyridine-3-carboxylic acid amide 
• 100-52-7 benzaldehyde 
• 64-17-5 ethanol 
• 530-36-9 (1R,2R)-2-amino-1,2-diphenylethane-1-ol 
• 7664-93-9 sulfuric acid 

Downstream Products

• 6067-45-4 4,4'-dinitrobenzil 
• 27797-53-1 4,5-diphenyl-[1,3]-dioxolan-2-one 
• 3682-07-3 1,2-diacetoxy-1,2-diphenylethane 
• 67592-45-4 α'-acetoxy-bibenzyl-α-ol 
• 61152-74-7 2,2,3,3-tetramethyl-5,6-diphenyl-[1,4,2,3]dioxadisilinane 
• 100-52-7 benzaldehyde 
• 83242-12-0 1,2-dihydro-1,4-naphthalenedicarbonitrile 
• 104833-17-2 (4S,5R)-2,2,2,4,5-Pentaphenyl-2λ⁵-[1,3,2]dioxaphospholane 
• 87248-50-8 <2R,2'R-(2α,2'α,3aα,3a'α,4α,4'α,7α,7'α,7aα,7a'α)>-2,2'-Oxybis(2,3,3a,4,5,6,7,7a-octahydro-7,8,8-trimethyl-4,7-methanobenzofuran) 
• 100680-93-1 <2R-<2α(αR^*,βS^*),3aα,4α,7α,7aα>>-β-<(Octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl)oxy>-α-phenylbenzolethanol 
• 100680-94-2 <2R-<2α(αS^*,βR^*),3aα,4α,7α,7aα>>-β-<(Octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl)oxy>-α-phenylbenzolethanol 
• 87218-36-8 <2R-(2α(S^*,S^*),3aα,4α,7α,7aα)>-2-(7,8,8-Trimethyl-octahydro-4,7-methano-1-benzofuran-2-yloxy)-1,2-diphenylethanol 
• 87218-36-8 (R)-1,2-Diphenyl-2-((1R,2S,4R,6S,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-ethanol 
• 85891-96-9 ((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (1R,2R)-2-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-1,2-diphenyl-ethyl ester 

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