3284-77-3

Basic information

• Product Name: 1-(dichloromethyl)-2-nitrobenzene
• Synonyms: 1-(dichloromethyl)-2-nitrobenzene;o-Nitrobenzylidene chloride;o-Nitrobenzylidene dichloride;α,α-Dichloro-o-nitrotoluene;Einecs 221-931-0
• CAS NO: 3284-77-3
• Molecular Formula: C₇H₅Cl₂NO₂
• Molecular Weight: 206.0261
• EINECS: 221-931-0
• Mol File: 3284-77-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 27-27.5 °C(Solv: ethanol (64-17-5))
• Boiling Point: 321.8°Cat760mmHg
• Flash Point: 148.4°C
• Appearance: /
• Density: 1.46g/cm³
• Vapor Pressure: 0.000547mmHg at 25°C
• Refractive Index: 1.586
• CAS DataBase Reference: 1-(dichloromethyl)-2-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(dichloromethyl)-2-nitrobenzene(3284-77-3)
• EPA Substance Registry System: 1-(dichloromethyl)-2-nitrobenzene(3284-77-3)

Safety Data

• Hazardous Substances Data: 3284-77-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 54, p. 5094, 1989 DOI: 10.1021/jo00282a025

InChI:InChI=1/C7H5Cl2NO2/c8-7(9)5-3-1-2-4-6(5)10(11)12/h1-4,7H

Upstream product

• 552-89-6 2-nitro-benzaldehyde 
• 98-87-3 benzylidene dichloride 
• 88-72-2 1-methyl-2-nitrobenzene 
• 95-92-1 oxalic acid diethyl ester 
• 75-09-2 dichloromethane 
• 528-29-0 1,2-Dinitrobenzene 
• 18483-88-0 o-(NO₂)C₆H₄CH₂OTHP 
• 62673-13-6 o-Nitrobenzyloxytrimethylsilane 
• 5461-32-5 o-nitrophenylpyruvic acid 
• 612-23-7 2-nitrobenzyl chloride 
• 3717-25-7 2-nitrobenzaldehyde oxime 
• 67-66-3 chloroform 
• 98-95-3 nitrobenzene 

Downstream Products

• 61593-10-0 o-nitrotriphenylmethane 
• 7647-01-0 hydrogenchloride 
• 552-89-6 2-nitro-benzaldehyde 
• 42467-40-3 2,2'-dinitrostilbene 
• 65398-91-6 1-(1-Chloro-2-methyl-2-nitro-propyl)-2-nitro-benzene 
• 25407-11-8 1,2-bis(2-nitrophenyl)ethyne 
• 88356-11-0 o-nitrobenzaldehyde diethylacetal 
• 20627-73-0 1-(dimethoxymethyl)-2-nitrobenzene 

Relevant articles and documents

One-pot, oxidative and selective conversion of benzylic silyl and tetrahydropyranyl ethers to gem-dichlorides using trichloroisocyanuric acid and triphenylphosphine as an efficient and neutral system

A one-pot and oxidative method is described for the first time for the conversion of benzylic trimethylsilyl (TMS) and tetrahydropyranyl (THP) ethers to gem-dichlorides using trichloroisocyanuric acid (TCCA) and triphenylphosphine (PPh3) in neutral media. Various theses substrates containing electron withdrawing or donating groups can be efficiently converted to their corresponding gem-dichlorides in good to excellent yields. The present method shows a high degree of chemoselectivity, and due to its one-pot nature is in accordance with green chemistry.

TDAE strategy for the synthesis of 2,3-diaryl N-tosylaziridines

We report herein an original and rapid synthesis of 2,3-diaryl N-tosylaziridines by TDAE strategy starting from ortho- or para- nitro(dichloromethyl)benzene derivatives and N-tosylimines. A mixture of cis/trans isomers was isolated from 1-(dichloromethyl)-4- nitrobenzene, whereas only trans-aziridines were obtained from ortho-nitro derivatives.

Dihalomethylation of Nitroarenes via Vicarious Nucleophilic Substitution of Hydrogen with Trihalomethyl Carbanions

Trichloro- and tribromomethyl carbanions generated by deprotonation of haloforms with potassium tert-butoxide in a THF-DMF mixture at ca. -70 deg C react with a variety of carbocyclic and heterocyclic nitroarenes according to the vicarious nucleophilic substitution scheme.The reaction provides an efficient and convenient way for the direct introduction of dihalomethyl substituents ortho and para to the nitro group, which in turn can be hydrolyzed to produce nitroaryl aldehydes.