625-48-9

Basic information

• Product Name: 2-Nitroethanol
• Synonyms: 2-nitro-ethano;beta-nitroalcohol;beta-Nitroethanol;beta-Nitroethyl alcohol;2-NITROETHANOL;1-nitro-2-hydroxyethane;2-Nitroethanol, 85% (Assay);nitroethanol
• CAS NO: 625-48-9
• Molecular Formula: C₂H₅NO₃
• Molecular Weight: 91.07
• EINECS: 210-895-1
• Product Categories: Miscellaneous;Alcohols;C2 to C6;Oxygen Compounds
• Mol File: 625-48-9.mol
• Article Data: 14

Chemical Properties

• Melting Point: −80 °C(lit.)
• Boiling Point: 194 °C765 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear yellow/Liquid
• Density: 1.27 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.12mmHg at 25°C
• Refractive Index: n20/D 1.445(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Chloroform, DMSO, Methanol (Sparingly)
• PKA: 8.42±0.29(Predicted)
• BRN: 1633753
• CAS DataBase Reference: 2-Nitroethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Nitroethanol(625-48-9)
• EPA Substance Registry System: 2-Nitroethanol(625-48-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: KL9370000
• F: 3
• Hazardous Substances Data: 625-48-9(Hazardous Substances Data)

Usage

Chemical Properties

Clear yellow liquid

Uses

2-Nitroethanol is an aliphatic β-nitro alcohol used as an in vivo therapeutic corneoscleral crosslinking agents with higher order nitroalcohol. It also functions as a crosslinking reagent for scieral tissue cross-linking of the eye cornea for treating keratoconus and post-surgical keratectasia.

General Description

Mobile dark brown-red liquid with a pungent odor.

Air & Water Reactions

Hygroscopic. Insoluble in water.

Reactivity Profile

2-Nitroethanol is incompatible with strong oxidizing agents, strong bases, acid chlorides and acid anhydrides. 2-Nitroethanol has exploded under vacuum distillation(attributed to the presence of peroxides or alkali).

Fire Hazard

2-Nitroethanol is probably combustible.

InChI:InChI=1/C2H5NO3/c4-2-1-3(5)6/h4H,1-2H2

Upstream product

• 50-00-0 formaldehyd 
• 75-52-5 nitromethane 
• 64-18-6 formic acid 
• 64-17-5 ethanol 
• 625-47-8 1-chloro-2-nitroethane 
• 109-87-5 Dimethoxymethane 
• 97925-71-8 2,2-dichloro-2-nitro-ethanol 
• 33888-04-9 glycine ethyl ester; protonated form 
• 188819-30-9 C₂H₄NO₃^(1-) 
• 75233-61-3 2-(2-nitroethoxy)tetrahydro-2H-pyran 
• 3638-64-0 1-nitroethylene 
• 7664-93-9 sulfuric acid 
• 7732-18-5 water 
• 624-76-0 Iodoethanol 

Downstream Products

• 3638-64-0 1-nitroethylene 
• 4453-80-9 3-nitro-1,5-diphenylformazan 
• 7575-38-4 2,7-anhydro-β-D-ido-Heptulopyranose 
• 3615-44-9 D-mannoheptulose 
• 5349-37-1 (3R,4S,5R,6R)-1,3,4,5,6,7-Hexahydroxy-heptan-2-one 
• 469-90-9 sedoheptulosan 
• 10524-56-8 1-bromo-2-nitroethane 
• 5437-60-5 2-bromo-2-nitro-1-ethanol 
• 141-43-5 ethanolamine 
• 79-11-8 chloroacetic acid 
• 3306-06-7 (1RS,2SR)-2-amino-1-phenyl-propane-1,3-diol 
• 3306-06-7 (+/-)-threo-2-amino-1-phenyl-1,3-propanediol 
• 5285-85-8 (+/-)-anti-2-nitro-1-phenyl-1,3-propanediol 
• 7411-57-6 (1RS,2SR)-2-(2,2-dichloro-acetylamino)-1-(4-methoxy-phenyl)-propane-1,3-diol 

Relevant articles and documents

Formation and Out-of-Equilibrium, High/Low State Switching of a Nitroaldol Dynamer in Neutral Aqueous Media

The nitroaldol reaction is demonstrated as an efficient dynamic covalent reaction in phosphate buffers at neutral pH. Rapid equilibration was recorded with pyridine-based aldehydes, and dynamic oligomerization could be achieved, leading to nitroaldol dynamers of up to 17 repeating units. The dynamers were applied in a coherent stimuli-responsive molecular system in which larger dynamers transiently existed out-of-equilibrium in a neutral aqueous system rich in formaldehyde, controlled by nitromethane.

Method for preparing taurine and co-producing bicarbonate

The invention discloses a method for preparing taurine and co-producing bicarbonate. The method comprises the step of leading carbon dioxide gas or adding a carbon dioxide water solution to an amino ethyl sulfonate water solution of alkali metal or ammonium to regulate a pH value so as to obtain the taurine and the bicarbonate. The method can replace an existing taurine preparation method of using sulfuric acid or sulfur dioxide to regulate the pH value, meanwhile can treat boiler exhaust gas, turns the carbon dioxide in the exhaust gas into wealth, co-produces the bicarbonate and is a safe, environmentally-friendly and energy-saving method for producing the taurine and co-producing the bicarbonate.

Metal-free ring expansion of indoles with nitroalkenes: A simple, modular approach to 3-substituted 2-quinolones

3-Substituted 2-quinolones are obtained via a novel metal-free transannulation reaction of 2-nitroolefins with 2-substituted indoles in polyphosphoric acid. This acid-mediated cascade transformation operates via the ANRORC (Addition of Nucleophile, Ring Opening, and Ring Closure) mechanism and can be used in combination with the Fisher indole synthesis to offer a practical three-component hetero-annulation approach to 2-quinolones from arylhydrazines, 2-nitroalkenes, and acetophenone. An alternative entry to this chemistry employing the alkylation of electron-rich arenes and hetarenes with 1-(2-indolyl)-2-nitroalkene has also been demonstrated.