16433-96-8

Basic information

• Product Name: 1-ETHYNYL-2-NITRO-BENZENE
• Synonyms: TOSLAB 723243;2-NITROPHENYLACETYLENE;1-ETHYNYL-2-NITRO-BENZENE;Benzene, 1-ethynyl-2-nitro- (6CI, 7CI, 8CI, 9CI);2-Nitrophenylacetylene,97%
• CAS NO: 16433-96-8
• Molecular Formula: C₈H₅NO₂
• Molecular Weight: 147.13
• Product Categories: NITRO;Miscellaneous;Alkynes;Organic Building Blocks;Terminal
• Mol File: 16433-96-8.mol
• Article Data: 35

Chemical Properties

• Melting Point: 82-85 °C(lit.)
• Boiling Point: 350.79°C (rough estimate)
• Flash Point: 113.2°C
• Appearance: /
• Density: 1.6342 (rough estimate)
• Vapor Pressure: 0.0403mmHg at 25°C
• Refractive Index: 1.5282 (estimate)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-ETHYNYL-2-NITRO-BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ETHYNYL-2-NITRO-BENZENE(16433-96-8)
• EPA Substance Registry System: 1-ETHYNYL-2-NITRO-BENZENE(16433-96-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 16433-96-8(Hazardous Substances Data)

Usage

General Description

1-Ethynyl-2-nitrobenzene is a chemical compound with the molecular formula C8H5NO2. It is an aromatic nitro compound with a nitrogen atom and a triple bond between carbon atoms. This yellow crystalline solid is used as an intermediate in the production of various chemicals and pharmaceuticals. It is also used as a precursor in the synthesis of organic compounds, particularly in the synthesis of dyes and pesticides. Additionally, 1-ethynyl-2-nitrobenzene is an important building block in organic chemistry research and is used in the development of new materials and pharmaceuticals. The compound exhibits moderate toxicity and should be handled with caution.

InChI:InChI=1/C8H5NO2/c1-2-7-5-3-4-6-8(7)9(10)11/h1,3-6H

Upstream product

• 75867-47-9 trimethyl((2-nitrophenyl)ethynyl)silane 
• 80151-24-2 3-(2-nitro-phenyl)-prop-2-yn-1-ol 
• 609-73-4 o-nitroiodobenzene 
• 74-86-2 acetylene 
• 610-14-0 2-nitrobenzyl chloride 
• 1092543-15-1 (Z)-1-(2-iodovinyl)-2-nitrobenzene 
• 253684-24-1 1-(2,2-dibromovinyl)-2-nitrobenzene 
• 552-89-6 2-nitro-benzaldehyde 
• 558-13-4 carbon tetrabromide 
• 98-95-3 nitrobenzene 
• 430434-56-3 (E)-1-[2-bromovinyl]-2-nitrobenzene 
• 577-19-5 2-nitrophenyl bromide 
• 90965-06-3 dimethyl 1-(1-diazo-2-oxopropyl)phosphonate 
• 33507-75-4 Aethyl(4-O-nitrophenyl-2-methyl-3-butyn-2-yl)acetal (IIIa) 

Downstream Products

• 6971-68-2 N-hydroxyisatin 
• 91-56-5 indole-2,3-dione 
• 94428-92-9 1,1'-dioxy-[2,2']biindolyl-3,3'-dione 
• 41931-30-0 5-(2-nitro-benzyl)-3-phenyl-[1,4,2]dioxazole 
• 129973-57-5 1-(Pyrimidin-2-yl)-2-(2-nitrophenyl)ethyne 
• 157869-16-4 1-(2'-aminophenyl)-2-(2'-nitrophenyl)ethyne 
• 480-93-3 indoxyl 
• 495-48-7 azoxybenzene 
• 25407-12-9 methyl 2-((2-nitrophenyl)ethynyl)benzoate 
• 473451-68-2 4,5-dimethoxy-2-(2-nitro-phenylethynyl)-benzoic acid methyl ester 
• 186529-15-7 (Z)-7-{(1S,2R,3R,4R)-3-[4-(2-Nitro-phenylethynyl)-benzenesulfonylamino]-bicyclo[2.2.1]hept-2-yl}-hept-5-enoic acid methyl ester 
• 872700-75-9 2,2-dimethyl-propionic acid 4-(2-nitro-phenyl)-[1,2,3]triazol-1-ylmethyl ester 
• 872700-94-2 diethyl-carbamic acid 4-(2-nitro-phenyl)-[1,2,3]triazol-1-ylmethyl ester 
• 1008453-87-9 C₁₉H₁₅NO₄ 

Relevant articles and documents

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Electrochemically Enabled Selenium Catalytic Synthesis of 2,1-Benzoxazoles fromo-Nitrophenylacetylenes

The study reported an electrochemically mediated method for the preparation of 2,1-benzoxazoles fromo-nitrophenylacetylenes. Different from the traditional electrochemical reduction of nitro to nitroso, the nitro group directly underwent a cyclization rea

Synthesis of alkynes under dry reaction conditions

An easy synthetic method was developed under dry reaction conditions for the preparation of terminal alkynes from 1,1-dibromoalkenes and in the presence of succinimide which acts as a nucleophile and proton donor. It was demonstrated with the synthesis of a broad spectrum of terminal alkynes and extended to synthesize internal alkynes under tandem reaction conditions.

Oxidative Approach Enables Efficient Access to Cyclic Azobenzenes

Azobenzenes are versatile photoswitches that have found widespread use in a variety of fields, ranging from photopharmacology to the material sciences. In addition to regular azobenzenes, the cyclic diazocines have recently emerged. Although diazocines have fascinating conformational and photophysical properties, their use has been limited by their synthetic accessibility. Herein, we present a general, high-yielding protocol that relies on the oxidative cyclization of dianilines. In combination with a modular substrate synthesis, it allows for rapid access to diversely functionalized diazocines on gram scales. Our work systematically explores substituent effects on the photoisomerization and thermal relaxation of diazocines. It will enable their incorporation into a wide variety of functional molecules, unlocking the full potential of these emerging photoswitches. The method can be applied to the synthesis of a new cyclic azobenzene with a nine-membered central ring and distinct properties.