125279-81-4

Basic information

• Product Name: (R)-2-((4-NITROPHENOXY)METHYL)OXIRANE
• Synonyms: (R)-2-((4-NITROPHENOXY)METHYL)OXIRANE;BRN 3590314;(R)-(-)-GLYCIDYL4-NITRO-PHENYLETHER
• CAS NO: 125279-81-4
• Molecular Formula: C₉H₉NO₄
• Molecular Weight: 195.17206
• Mol File: 125279-81-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 351.8°C at 760 mmHg
• Flash Point: 177.2°C
• Appearance: /
• Density: 1.34g/cm³
• Vapor Pressure: 8.16E-05mmHg at 25°C
• Refractive Index: 1.578
• CAS DataBase Reference: (R)-2-((4-NITROPHENOXY)METHYL)OXIRANE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-((4-NITROPHENOXY)METHYL)OXIRANE(125279-81-4)
• EPA Substance Registry System: (R)-2-((4-NITROPHENOXY)METHYL)OXIRANE(125279-81-4)

Safety Data

• Hazardous Substances Data: 125279-81-4(Hazardous Substances Data)

Usage

Description

(R)-2-((4-NITROPHENOXY)METHYL)OXIRANE, also known as glycidyl 4-nitrophenyl ether, is a chemical compound with the molecular formula C9H9NO4. It is an epoxide compound that consists of a three-membered oxirane ring attached to a (4-nitrophenoxy)methyl group. (R)-2-((4-NITROPHENOXY)METHYL)OXIRANE is known for its reactivity towards nucleophiles and is commonly used in organic synthesis as a building block for the preparation of various pharmaceuticals and fine chemicals.

Uses

Used in Pharmaceutical Industry:
(R)-2-((4-NITROPHENOXY)METHYL)OXIRANE is used as a building block for the synthesis of various pharmaceuticals due to its reactivity and structural properties. It plays a crucial role in the development of new drugs and medicines.
Used in Fine Chemicals Industry:
(R)-2-((4-NITROPHENOXY)METHYL)OXIRANE is used as a key component in the preparation of fine chemicals, which are high-purity chemicals used in various applications, including research, pharmaceuticals, and other specialized industries.
Used in Materials Science:
(R)-2-((4-NITROPHENOXY)METHYL)OXIRANE has potential applications in the field of materials science for the development of advanced polymers and adhesives. Its unique structure and reactivity contribute to the creation of novel materials with enhanced properties.
Used as a Reagent:
(R)-2-((4-NITROPHENOXY)METHYL)OXIRANE is used as a reagent in the synthesis of other compounds due to its reactivity towards nucleophiles. This makes it a valuable tool in the development of new chemical processes and products.
Safety Precautions:
It is important to handle (R)-2-((4-NITROPHENOXY)METHYL)OXIRANE with caution due to its potential hazards and toxicity. Proper safety measures should be taken to minimize risks during its use and storage.

InChI:InChI=1/C9H9NO4/c11-10(12)7-1-3-8(4-2-7)13-5-9-6-14-9/h1-4,9H,5-6H2/t9-/m0/s1

Upstream product

• 152333-94-3 glycidyl nosylate 
• 824-78-2 4-nitrophenol sodium salt 
• 115314-14-2 (2S)-(+)-glycidyl 3-nitrobenzenesulfonate 
• 125228-75-3 4-nitrophenyl 2-oxiranylmethyl ether 
• 100-02-7 4-nitro-phenol 
• 115314-14-2 (R)-glycidyl nosylate 
• 70987-78-9 (S)-Glycidyl tosylate 
• 350-46-9 4-Fluoronitrobenzene 
• 57044-25-4 (R)-oxiranemethanol 

Downstream Products

• 457897-86-8 (R)-glycidyl 4-aminophenyl ether 
• 137941-96-9 (R)-1-[Methyl(2-quinolinylmethyl)amino]-3-(4-nitrophenoxy)-2-propanol 
• 125279-80-3 N-(4-{(R)-2-Hydroxy-3-[2-(4-imidazol-1-yl-phenoxy)-ethylamino]-propoxy}-phenyl)-methanesulfonamide 
• 125279-85-8 (R)-1-(4-aminophenoxy)-3-<<2-<4-(1H-imidazol-1-yl)phenoxy>ethyl>amino>-2-propanol 
• 137941-95-8 (S)-1-[methyl(2-quinolinylmethyl)amino]-3-(4-nitrophenoxy)-2-propanol 
• 125279-83-6 (R)-1-[2-(4-Imidazol-1-yl-phenoxy)-ethylamino]-3-(4-nitro-phenoxy)-propan-2-ol 

Relevant articles and documents

Design, synthesis, and antibacterial evaluation of novel derivatives of NPS-2143 for the treatment of methicillin-resistant S. aureus (MRSA) infection

Methicillin-resistant Staphylococcus aureus (MRSA) infections are a significant global health challenge due to the emergence of strains exhibiting resistance to nearly all classes of antibiotics. This necessitates the rapid development of novel antimicrobials to circumvent this critical problem. Screening of compounds based on phenotypes is one of the major strategies for finding new antibiotics at present. Hence, we here performed a phenotypic screening against MRSA and identified NPS-2143 exhibiting activity against MRSA with an MIC value of 16 μg ml?1. In order to discover more potent anti-MRSA agents, a series of derivatives of NPS-2143 were designed and synthesized. The most promising compounds 48 and 49 exhibited favorable antimicrobial activity with an MIC value of 2 μg ml?1.

Bacillus alcalophilus MTCC10234 catalyzed enantioselective kinetic resolution of aryl glycidyl ethers

The phenyl glycidyl ether derivatives have been kinetically resolved with the growing cells of Bacillus alcalophilus MTCC10234 yielding (S)-epoxides with up to >99% ee and (R)-diols with up to 89% ee. The enantiomeric ratio (E) of up to 67 has been obtained for biohydrolysis process. The effect of different substituents of phenyl glycidyl ether on the biocatalytic efficiency of B. alcalophilus MTCC10234 showed preference for methyl- and chloro-substituted aryl glycidyl ether derivatives whereas nitro-derivatives were transformed at a slower rate. 2,6-Dimethylphenyl glycidyl ether which contains a bulky aryl group having methyl group on both the ortho positions was resolved with an E=39.

Nitrite-mediated hydrolysis of epoxides catalyzed by halohydrin dehalogenase from Agrobacterium radiobacter AD1: A new tool for the kinetic resolution of epoxides

Halohydrin dehalogenase obtained from Agrobacterium radiobacter AD1, has been tested for the nitrite-mediated ring opening of epoxides. This reaction mainly leads to the formation of unstable hydroxynitrite ester intermediates, which can be further hydrolyzed to the corresponding diols. This conversion proceeds with high enantioselectivity and high regioselectivity towards styrene oxide derivatives. It has been concluded that halohydrin dehalogenase can serve as an attractive alternative to epoxide hydrolases in the preparation of enantiopure epoxides by kinetic resolution.