15990-45-1

Basic information

• Product Name: 1-Phenyl-2-nitroethanol
• Synonyms: 1-Phenyl-2-nitroethanol;2-Nitro-1-phenylethanol
• CAS NO: 15990-45-1
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.16196
• Mol File: 15990-45-1.mol
• Article Data: 134

Chemical Properties

• Boiling Point: 317.2°Cat760mmHg
• Flash Point: 142.5°C
• Appearance: /
• Density: 1.254g/cm³
• Vapor Pressure: 0.000164mmHg at 25°C
• Refractive Index: 1.564
• CAS DataBase Reference: 1-Phenyl-2-nitroethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenyl-2-nitroethanol(15990-45-1)
• EPA Substance Registry System: 1-Phenyl-2-nitroethanol(15990-45-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 15990-45-1(Hazardous Substances Data)

Usage

General Description

1-Phenyl-2-nitroethanol is an organic compound with the chemical formula C8H9NO3. It is a colorless to pale yellow liquid with a floral odor. This chemical is commonly used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. It can be produced through the nitration of phenylethanol with nitric acid, and it is known to have antimicrobial and antioxidant properties. It is also used as a flavoring agent in the food industry and as a fragrance ingredient in the cosmetics and personal care products industry. However, it is important to handle this chemical with care, as it is considered hazardous due to its potential for causing eye and skin irritation.

InChI:InChI=1/C8H9NO3/c10-8(6-9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2

Upstream product

• 75-52-5 nitromethane 
• 100-52-7 benzaldehyde 
• 64-17-5 ethanol 
• 134-81-6 benzil 
• 100-42-5 styrene 
• 17510-46-2 3,3-dimethyl-2-(trimethylsilyl)oxy-1-butene 
• 614-21-1 2-nitroacetophenone 
• 96-09-3 styrene oxide 
• 557-20-0 diethylzinc 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 563-70-2 bromonitromethane 
• 10102-44-0 Nitrogen dioxide 
• 51146-35-1 trimethylsilyl ester of aci-nitromethane 
• 100-51-6 benzyl alcohol 

Downstream Products

• 68579-60-2 2-(methylamino)-1-phenylethanol 
• 102-96-5 (2-nitroethenyl)benzene 
• 93682-06-5 2-hydroxyamino-1-phenyl-ethanol; oxalate 
• 7568-93-6 2-Amino-1-phenylethanol 
• 614-21-1 2-nitroacetophenone 
• 5153-67-3 nitrostyrene 
• 444144-86-9 1-(4-chlorophenyl)-2-nitro-1-phenylethane 
• 6125-24-2 2-Phenylnitroethane 
• 4397-12-0 2-hydroxylamine-1-phenylethanol 
• 93682-06-5 2-hydroxyamino-1-phenyl-ethanol; oxalate 
• 18942-90-0 2-nitro-1-phenylethyl acetate 
• 155112-29-1 1-Nitro-2-phenyl-2-<(trimethylsilyl)oxy>-1-ethane 
• 7732-18-5 water 
• 611-71-2 MANDELIC ACID 

Relevant articles and documents

Revisit to Henry reaction by non conventional heterogeneous and efficient catalyst for nitroalcohol synthesis

A sustainable, green and efficient process for the synthesis of 2-nitro alcohol derivatives from different substituted aromatic aldehydes with nitroalkane by stirring at ambient temperature with high product yield is reported. Adoption of very mild reaction conditions, use of Calcined Eggshell (CES) as natural catalyst and simple workup are expected to contribute to the development of environmentally benign synthetic method for Henry (nitroaldol) reaction. CES is ecologically safe, inexpensive, and attractive heterogeneous base catalyst obtained from renewable resources, thus opening a new perspective for this process. Graphical abstract: [Figure not available: see fulltext.]

Polymeric nanoassembly of imine functionalized magnetite for loading copper salts to catalyze Henry and A3-coupling reactions

Poly(ethylenimine) was grafted on the magnetite (Fe3O4) nanoparticles, and subsequently reacted with different aldehydes to form the imine functionalities (Fe3O4-Imine NPs). Thus formed Fe3O4/su

Synthetic Diversity from a Versatile and Radical Nitrating Reagent

We leverage the slow liberation of nitrogen dioxide from a newly discovered, inexpensive succinimide-derived reagent to allow for the C?H diversification of alkenes and alkynes. Beyond furnishing a library of aryl β-nitroalkenes, this reagent provides unparalleled access to β-nitrohydrins and β-nitroethers. Detailed mechanistic studies strongly suggest that a mesolytic N?N bond fragmentation liberates a nitryl radical. Using in situ photo-sensitized, electron paramagnetic resonance spectroscopy, we observed direct evidence of a nitryl radical in solution by nitrone spin-trapping. To further exhibit versatility of N-nitrosuccinimide under photoredox conditions, the late-stage diversification of an extensive number of C?H partners to prepare isoxazolines and isoxazoles is presented. This approach allows for the formation of an in situ nitrile oxide from a ketone partner, the presence of which is detected by the formation of the corresponding furoxan when conducted in the absence of a dipolarophile. This 1,3-dipolar cycloaddition with nitrile oxides and alkenes or alkynes proceeds in a single-operational step using a mild, regioselective, and general protocol with broad chemoselectivity.