5234-06-0

Basic information

• Product Name: 2-((2-naphthyloxy)methyl)-oxiran
• Synonyms: ((2-naphthalenyloxy)methyl)-oxiran;2-((2-naphthyloxy)methyl)-oxiran;2-(2,3-expoxypropoxy)-naphthalen;2-glycidyloxynaphthalene;2-naphthylglycidylether;beta-naphthylglycidylether;ether,2,3-epoxypropyl2-naphthyl;glycidylbeta-naphthylether
• CAS NO: 5234-06-0
• Molecular Formula: C₁₃H₁₂O₂
• Molecular Weight: 200.23318
• EINECS: 226-030-6
• Mol File: 5234-06-0.mol
• Article Data: 29

Chemical Properties

• Melting Point: 60-64 °C
• Boiling Point: 348.7°Cat760mmHg
• Flash Point: 152°C
• Appearance: /
• Density: 1.192g/cm³
• Vapor Pressure: 9.96E-05mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: 2-((2-naphthyloxy)methyl)-oxiran(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((2-naphthyloxy)methyl)-oxiran(5234-06-0)
• EPA Substance Registry System: 2-((2-naphthyloxy)methyl)-oxiran(5234-06-0)

Safety Data

• Hazardous Substances Data: 5234-06-0(Hazardous Substances Data)

Usage

Uses

2-[(naphthalen-2-yloxy)methyl]oxirane is a monoesters of ibuprofen where are used as prodrugs with analgesic activity

InChI:InChI=1/C13H12O2/c1-2-4-11-7-12(6-5-10(11)3-1)14-8-13-9-15-13/h1-7,13H,8-9H2/t13-/m1/s1

Upstream product

• 96-23-1 1,3-Dichloro-2-propanol 
• 135-19-3 β-naphthol 
• 106-89-8 epichlorohydrin 
• 122432-36-4 3-(1-Bromonaphth-2-yloxy)-1,2-epoxypropane 
• 3132-64-7 1,2-Epoxy-3-bromopropane 
• 573-97-7 1-bromo-2-naphthol 
• 115314-14-2 (2s)-(+)-glycidyl 3-nitrobenzenesulfonate 
• 20133-94-2 (R)-1-Chloro-3-(naphthalen-2-yloxy)-propan-2-ol 
• 70987-78-9 (S)-Glycidyl tosylate 
• 20133-94-2 1-chloro-3-(naphthalen-2-yloxy)propan-2-ol 
• 124-38-9 carbon dioxide 

Downstream Products

• 391901-97-6 (2 S)-1-[(4-aminophenethyl)amino]-3-(2-naphthyloxy)-2-propanol 
• 450364-01-9 C₂₀H₂₁NO₂ 
• 912284-00-5 (S)-3-(naphthalen-2-yloxy)propane-1,2-diol 
• 205306-84-9 (R)-3-(naphthalen-2-yloxy)propane-1,2-diol 
• 5234-06-0 (S)-(-)-3-(2'-naphthyloxy)-1,2-epoxypropane 
• 1035608-45-7 C₁₆H₁₆F₃NO₂ 
• 129098-62-0 3-(2-naphthyloxy)-1,2-epoxypropane 
• 1299492-00-4 C₂₁H₁₈ClN₃O₂S 
• 1299492-02-6 C₂₂H₂₁N₃O₂S 
• 1299492-05-9 C₂₁H₁₉N₃O₂S 

Relevant articles and documents

Facile microwave-assisted synthesis and antitubercular evaluation of novel aziridine derivatives

Novel 2-(aryloxymethyl)aziridines and 2-((3-aryl-1-phenylallyloxy)methyl)aziridine derivatives were prepared via ring-opening reaction of epoxides. The synthesized derivatives were characterized by using elemental analysis (EA), FT-IR, 13C NMR, and 1H NMR. The in vitro antitubercular activities of the synthesized compounds were evaluated against Mycobacterium tuberculosis H37Rv (MTB H37Rv) strain using MTT-MABA assay. All the aziridine derivatives exhibited improved persuasive antitubercular activity against MTB H37Rv in comparison with standard drugs. Among the tested compounds, 2-(naphthalene-1-yloxy) methyl aziridine (5b), 2-(naphthalene-2-yloxy)methylaziridine (5c), 2-(m-tolyloxymethyl)aziridine (5e), 2-(3-(4-methoxyphenyl)-1-phenylalloxy)methylaziridine (12b) and 2-(3-(2-chlorophenyl)-1-phenylallyloxy)methylaziridine (12c) revealed promising activity against MTB H37Rv. Specifically, compound 5b and 12 b showed three-times more active (MIC = 0.5 μg/mL) than the standard drugs ethambutol (MIC = 1.56 μg/mL) and ciprofloxacin (MIC = 1.56 μg/mL).

Engineering a homochiral metal-organic framework based on an amino acid for enantioselective separation

A chiral metal-organic framework possessing an open amphiphilic channel is constructed from a dicarboxylate ligand derived from an amino acid and is shown to be an efficient and recyclable chiral solid adsorbent, which is capable of separating racemic secondary alcohols, epoxides, and ibuprofen with very high enantioselectivity.

Enantioselective Resolution Copolymerization of Racemic Epoxides and Anhydrides: Efficient Approach for Stereoregular Polyesters and Chiral Epoxides

Herein we report an efficient strategy for preparing isotactic polyesters and chiral epoxides via enantioselective resolution copolymerization of racemic terminal epoxides with anhydrides, mediated by enantiopure bimetallic complexes in conjunction with a nucleophilic cocatalyst. The chirality of both the axial linker and the diamine backbones of the ligand are responsible for the chiral induction of this kinetic resolution copolymerization process. The catalyst systems exhibit exceptional levels of enantioselectivity with a kinetic resolution coefficient exceeding 300 for various racemic epoxides, affording highly isotactic copolymers (selectivity factors of more than 300) with a completely alternating structure and low polydispersity index. Most of the produced isotactic polyesters are typical semicrystalline materials with melting temperatures in the range from 77 to 160 °C.