19479-80-2

Basic information

• Product Name: 1-(diazomethyl)-4-nitrobenzene
• Synonyms: 1-(diazomethyl)-4-nitrobenzene;(4-Nitrophenyl)diazomethane;4-Nitrophenyldiazomethane;Einecs 243-098-2
• CAS NO: 19479-80-2
• Molecular Formula: C₇H₅N₃O₂
• Molecular Weight: 163.1335
• EINECS: 243-098-2
• Mol File: 19479-80-2.mol
• Article Data: 9

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: 1-(diazomethyl)-4-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(diazomethyl)-4-nitrobenzene(19479-80-2)
• EPA Substance Registry System: 1-(diazomethyl)-4-nitrobenzene(19479-80-2)

Safety Data

• Hazardous Substances Data: 19479-80-2(Hazardous Substances Data)

Usage

Description

1-(diazomethyl)-4-nitrobenzene is a chemical compound characterized by the molecular formula C8H6N4O2. It is a yellow crystalline solid that is widely recognized for its utility as a reagent in organic synthesis. 1-(diazomethyl)-4-nitrobenzene is notable for containing a nitro group and a diazomethyl group, both of which are significant functional groups in the realm of organic chemistry. Given its high reactivity, 1-(diazomethyl)-4-nitrobenzene necessitates careful handling and adherence to proper safety protocols.

Uses

Used in Organic Synthesis:
1-(diazomethyl)-4-nitrobenzene is used as a reagent for forming new carbon-carbon bonds in the field of organic synthesis. Its application is primarily due to its ability to facilitate reactions that result in the creation of these essential structural components in organic molecules.
Used in Diazomethyl Group Introduction:
In the chemical industry, 1-(diazomethyl)-4-nitrobenzene is utilized as a reagent for the introduction of the diazomethyl group into various organic molecules. The diazomethyl group is a valuable functional group that can be used to modify the properties of organic compounds, making this application crucial for the synthesis of a wide range of molecules with specific characteristics.
Used in Research and Development:
1-(diazomethyl)-4-nitrobenzene is also employed in the research and development sector, where its reactivity and unique functional groups make it a valuable tool for exploring new chemical reactions and synthesizing novel compounds. Its use in this context aids in the advancement of knowledge and innovation within the field of organic chemistry.

InChI:InChI=1/C7H5N3O2/c8-9-5-6-1-3-7(4-2-6)10(11)12/h1-5H

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 16286-94-5 C₁₆H₁₇N₃O₄S 
• 1747-50-8 4-methyl-N'-[(4-nitrophenyl)methylidene]benzene-1-sulfonohydrazide 
• 6310-10-7 4-nitrobenzaldehyde hydrazone 

Downstream Products

• 57832-83-4 (6R)-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2,3-dicarboxylic acid 2-benzhydryl ester 3-(4-nitro-benzyl) ester 
• 67216-72-2 1-nitro-4-(ethoxymethyl)benzene 
• 67807-58-3 (S)-2-((1S)-3-benzyl-7-oxo-(1rH,5cH)-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-mercapto-3-methyl-butyric acid 4-nitro-benzyl ester 
• 67807-61-8 (S)-3-mercapto-3-methyl-2-((1S)-7-oxo-3-phenoxymethyl-(1rH,5cH)-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-butyric acid 4-nitro-benzyl ester 
• 89543-11-3 5,5-Dimethyl-7-(4-nitro-phenyl)-1,5-dihydro-[1,2]diazepin-4-one 
• 89543-00-0 6,6-Dimethyl-4-(4-nitro-phenyl)-2,3-diaza-bicyclo[3.2.0]hept-2-en-7-one 
• 736-30-1 1,2-bis(4-nitrophenyl)ethane 
• 99-99-0 1-methyl-4-nitrobenzene 
• 27959-08-6 N-ethyl-N-(4-nitrobenzyl)ethanamine 
• 619-73-8 4-nitrobenzyl chloride 
• 56679-04-0 bis(p-nitrobenzyl)ether 
• 500-11-8 4-nitrobenzyl fluoride 
• 111924-25-5 (2S,3R,4S,5R,6R)-3-Methyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2,3-dicarboxylic acid bis-(4-nitro-benzyl) ester 
• 619-93-2 4,4'-dinitro stilbene 

Relevant articles and documents

Synthesis of Aryldihalomethanes by Denitrogenative Dihalogenation of Benzaldehyde Hydrazones

We report a denitrogenative dihalogenation reaction of phenyldiazomethanes in which the hypervalent iodine reagents PhICl2 and TolIF2 act as surrogates for elemental chlorine and fluorine. Halogen transfer from iodane to aryldiazomethane is described, as is a tandem oxidative dihalogenation reaction between iodane and hydrazone. This is the first use of non-α-stabilized diazo compounds in this reaction, which provided an efficient synthesis of aryldifluoromethane (ArCHF2) and aryldichloromethane (ArCHCl2) derivatives. (Figure presented.).

A Transition-Metal-Free and Base-Mediated Carbene Insertion into Sulfur-Sulfur and Selenium-Selenium Bonds: An Easy Access to Thio- and Selenoacetals

A transition-metal-free and base-mediated carbene insertion across sulfur-sulfur and selenium-selenium bonds has been developed by employing N-tosylhydrazone as a stable and safe carbene precursor. The ylide formation from carbene followed by Stevens rearrangement are considered to be the key steps. This thiol and selenol-free protocol delivers thioacetals and selenoacetals in good to excellent yields in short reaction time with good functional group tolerance. A one-pot synthesis involving in situ generation of tosylhydrazone has also been demonstrated. (Figure presented.).

Method for labeling and fragmenting DNA

The invention relates to a method for labeling and fragmenting a single- or double-stranded deoxyribonucleic acid (DNA) comprising the following steps: chemically fragmenting the DNA by creating at least one abasic site on said DNA, attaching a marker to at least one of the fragments by means of a labeling reagent, said reagent covalently and predominantly coupling to at least one phosphate of said fragment. The invention finds a preferred application in the field of diagnosis.