3205-18-3

Basic information

• Product Name: (S)-(+)-1-PHENYLETHYL 3,5-DINITROBENZOATE
• Synonyms: (S)-(+)-1-PHENYLETHYL 3,5-DINITROBENZOATE;(S)-1-PHENYLETHYL 3,5-DINITROBENZOATE
• CAS NO: 3205-18-3
• Molecular Formula: C₁₅H₁₂N₂O₆
• Molecular Weight: 316.27
• Product Categories: Chiral Building Blocks;Esters;Organic Building Blocks
• Mol File: 3205-18-3.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: (S)-(+)-1-PHENYLETHYL 3,5-DINITROBENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-1-PHENYLETHYL 3,5-DINITROBENZOATE(3205-18-3)
• EPA Substance Registry System: (S)-(+)-1-PHENYLETHYL 3,5-DINITROBENZOATE(3205-18-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 3205-18-3(Hazardous Substances Data)

Usage

Description

(S)-(+)-1-Phenylethyl 3,5-dinitrobenzoate, with the molecular formula C16H13N3O8, is a chemical compound that exists as a yellow crystalline solid. It is an ester derived from the condensation of (S)-phenylethanol and 3,5-dinitrobenzoic acid. (S)-(+)-1-PHENYLETHYL 3,5-DINITROBENZOATE is sparingly soluble in water but readily dissolves in organic solvents. Its chiral nature allows it to confer optical activity to other molecules, making it a valuable compound in the field of organic chemistry.

Uses

Used in Pharmaceutical Synthesis:
(S)-(+)-1-Phenylethyl 3,5-dinitrobenzoate is used as an intermediate in the synthesis of various pharmaceuticals and organic compounds. Its unique structure and reactivity contribute to the development of new drugs and medications.
Used in Chiral Building Blocks Production:
In the chemical industry, (S)-(+)-1-Phenylethyl 3,5-dinitrobenzoate serves as a crucial component in the production of chiral building blocks. These building blocks are essential for creating enantiomerically pure compounds, which are vital in the pharmaceutical, agrochemical, and fragrance industries.
Used as a Reagent in Organic Chemical Reactions:
Due to its reactivity and chiral properties, (S)-(+)-1-Phenylethyl 3,5-dinitrobenzoate is also utilized as a reagent in various organic chemical reactions. It aids in the formation of new compounds and contributes to the advancement of organic chemistry research.
Used in Optical Activity Research:
(S)-(+)-1-PHENYLETHYL 3,5-DINITROBENZOATE's ability to confer optical activity to other molecules makes it a useful tool in the study of optical activity and its applications in various fields, including the development of new materials and the understanding of molecular interactions.

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-/m0/s1

Upstream product

• 22293-10-3 (1-diazoethyl)benzene 
• 99-34-3 3,5-dinitrobenzoic acid 
• 98-85-1 (-)-α-phenethyl alcohol 
• 99-33-2 3,5-dinitrobenoyl chloride 
• 98-85-1 1-Phenylethanol 
• 1445-91-6 (S)-1-phenylethanol 
• 98-86-2 acetophenone 
• 76886-55-0 Acetophenone 2,4,6-triisopropylbenzenesulphonyl hydrazone 
• 1517-69-7 (R)-1-phenylethanol 
• 3205-18-3 (+/-)-sec-Phenethyl alcohol 3,5-dinitrobenzoate 

Downstream Products

• 3205-33-2 (R)-sec-phenethyl-3,5-dinitrobenzoate 
• 4237-44-9 2-(1-phenylethyl)phenol 
• 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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