3205-33-2

Basic information

• Product Name: (R)-(-)-1-PHENYLETHYL 3,5-DINITROBENZOATE
• Synonyms: (R)-(-)-1-PHENYLETHYL 3,5-DINITROBENZOATE;(R)-1-PHENYLETHYL 3,5-DINITROBENZOATE
• CAS NO: 3205-33-2
• Molecular Formula: C₁₅H₁₂N₂O₆
• Molecular Weight: 316.27
• Product Categories: Chiral Building Blocks;Esters;Organic Building Blocks
• Mol File: 3205-33-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 122-125 °C(lit.)
• Boiling Point: 461.213°C at 760 mmHg
• Flash Point: 196.635°C
• Appearance: /
• Density: 1.381g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.618
• CAS DataBase Reference: (R)-(-)-1-PHENYLETHYL 3,5-DINITROBENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-1-PHENYLETHYL 3,5-DINITROBENZOATE(3205-33-2)
• EPA Substance Registry System: (R)-(-)-1-PHENYLETHYL 3,5-DINITROBENZOATE(3205-33-2)

Safety Data

• Hazardous Substances Data: 3205-33-2(Hazardous Substances Data)

Usage

Description

(R)-(-)-1-PHENYLETHYL 3,5-DINITROBENZOATE is a chemical compound with the molecular formula C15H13NO6. It is a derivative of 3,5-dinitrobenzoic acid and (R)-(-)-1-phenylethanol, characterized by its potential applications in various fields due to its unique chemical structure.

Uses

Used in Organic Synthesis:
(R)-(-)-1-PHENYLETHYL 3,5-DINITROBENZOATE is used as a chiral auxiliary in the field of organic synthesis for controlling the stereochemistry of reactions. Its ability to influence the spatial arrangement of molecules during chemical reactions makes it a valuable tool in creating enantiomerically pure compounds.
Used in Pharmaceutical Development:
In the pharmaceutical industry, (R)-(-)-1-PHENYLETHYL 3,5-DINITROBENZOATE is used as a starting material for the synthesis of other pharmaceutical and biologically active compounds. Its unique properties allow for the development of new drugs with potential therapeutic applications.
Used in Chemical and Biological Research:
(R)-(-)-1-PHENYLETHYL 3,5-DINITROBENZOATE is also utilized in the study of chemical and biological processes. Its role as a chiral auxiliary and its potential in creating new compounds make it a useful tool for researchers investigating various aspects of chemistry and biology.
Safety Precautions:
It is important to handle (R)-(-)-1-PHENYLETHYL 3,5-DINITROBENZOATE with caution, as it may pose health and environmental risks if not handled properly. Proper safety measures should be taken to minimize any potential hazards associated with its use.

InChI:InChI=1/C15H12N2O6/c1-10(11-5-3-2-4-6-11)23-15(18)12-7-13(16(19)20)9-14(8-12)17(21)22/h2-10H,1H3/t10-/m1/s1

Upstream product

• 98-85-1 (-)-α-phenethyl alcohol 
• 99-33-2 3,5-dinitrobenoyl chloride 
• 98-85-1 1-Phenylethanol 
• 99-34-3 3,5-dinitrobenzoic acid 
• 1517-69-7 (R)-1-phenylethanol 
• 3205-18-3 (+/-)-sec-Phenethyl alcohol 3,5-dinitrobenzoate 
• 98-86-2 acetophenone 
• 76886-55-0 Acetophenone 2,4,6-triisopropylbenzenesulphonyl hydrazone 
• 22293-10-3 (1-diazoethyl)benzene 

Downstream Products

• 3205-18-3 (S)-sec-phenethyl-3,5-dinitrobenzoate 
• 1517-69-7 (+)-α-phenethyl alcohol 

Relevant articles and documents

Noncovalently Functionalized Commodity Polymers as Tailor-Made Additives for Stereoselective Crystallization

Stereoselective inhibition of the nucleation and crystal growth of one enantiomer aided by “tailor-made” polymeric additives is an efficient method to obtain enantiopure compounds. However, the conventional preparation of polymeric additives from chiral monomers are laborious and limited in structures, which impedes their rapid optimization and applicability. Herein, we report a “plug-and-play” strategy to facilitate synthesis by using commercially available achiral polymers as the platform to attach various chiral small molecules as the recognition side-chains through non-covalent interactions. A library of supramolecular polymers made up of two vinyl polymers and six small molecules were applied with seeds in the selective crystallization of seven racemates in different solvents. They showed good to excellent stereoselectivity in yielding crystals with high enantiomeric purities in conglomerates and racemic compound forming systems. This convenient, low-cost modular synthesis strategy of polymeric additives will allow for high-efficient, economical resolution of various racemates on different scales.

Chiral porphyrin dimer with a macrocyclic cavity for intercalation of aromatic guests

Chiral diporphyrin receptor 1, which has a macrocyclic cavity to sandwich aromatic guest molecules via double π-π stacking interactions, enabled the naked-eye detection of an aromatic explosive as well as chiral discrimination in NMR.

A Convenient Optical Resolution of sec-Phenethyl Alcohol by Preferential Crystallization of Its 3,5-Dinitrobenzoate

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