6940-53-0

Basic information

• Product Name: 1-Chloro-2,5-dimethoxy-4-nitrobenzene
• Synonyms: 1-chloro-2,5-dimethoxy-4-nitro-benzen;1-CHLORO-2,5-DIMETHOXY-4-NITROBENZENE;2,5-DIMETHOXY-4-CHLORONITROBENZENE;4-CHLORO-2,5-DIMETHOXYNITROBENZENE;6-CHLORO-1,4-DIMETHOXY-3-NITROBENZENE;NITROCHLOROHYDROQUINONEDIMETHYL ETHER;4-Chloro-2,5-dimethyoxy nitrobenzene;2-Chloro-5-nitro-1,4-dimethoxybenzene
• CAS NO: 6940-53-0
• Molecular Formula: C₈H₈ClNO₄
• Molecular Weight: 217.61
• EINECS: 230-086-7
• Product Categories: Intermediates of Dyes and Pigments
• Mol File: 6940-53-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 141°C
• Boiling Point: 345.8 °C at 760 mmHg
• Flash Point: 162.9 °C
• Appearance: /
• Density: 1.349 g/cm³
• Vapor Pressure: 0.00012mmHg at 25°C
• Refractive Index: 1.545
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-Chloro-2,5-dimethoxy-4-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Chloro-2,5-dimethoxy-4-nitrobenzene(6940-53-0)
• EPA Substance Registry System: 1-Chloro-2,5-dimethoxy-4-nitrobenzene(6940-53-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 6940-53-0(Hazardous Substances Data)

Usage

General Description

1-Chloro-2,5-dimethoxy-4-nitrobenzene, also known as 2,5-dimethoxy-4-chloronitrobenzene, is an organic compound with the chemical formula C8H8ClNO4. It is a nitrobenzene derivative with two methoxy groups, a chlorine atom, and a nitro group attached to the benzene ring. 1-Chloro-2,5-dimethoxy-4-nitrobenzene is commonly used in the synthesis of various pharmaceuticals and agrochemicals. It is also used as a starting material for the synthesis of other organic compounds. 1-Chloro-2,5-dimethoxy-4-nitrobenzene is known to be a skin and eye irritant, and caution should be exercised when handling this chemical.

InChI:InChI=1/C8H8ClNO4/c1-13-7-4-6(10(11)12)8(14-2)3-5(7)9/h3-4H,1-2H3

Upstream product

• 2100-42-7 2-chloro-1,4-dimethoxybenzene 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 615-67-8 chloro-p-hydroquinone 
• 6313-37-7 2,5-dimethoxy-4-nitroaniline 

Downstream Products

• 101090-81-7 1,4-dimethoxy-2-(4-methoxy-phenylsulfanyl)-5-nitro-benzene 
• 85896-13-5 1,4-dimethoxy-2-nitro-5-p-tolylsulfanyl-benzene 
• 14227-14-6 1,2,4-trimethoxy-5-nitrobenzene 
• 1116229-15-2 1-[2,5-bis(methyloxy)-4-nitrophenyl]-4-(1-methylethyl)piperazine 
• 1268259-03-5 4-chloro-2,5-dimethoxy-N,N-dimethylaniline 
• 1089280-79-4 1-{1-[2,5-bis(methyloxy)-4-nitrophenyl]-4-piperidinyl}-4-(2-fluoroethyl)piperazine 
• 90064-46-3 1-chloro-4-iodo-2,5-dimethoxybenzene 
• 252044-86-3 1-Chloro-4-((E)-3,7-dimethyl-octa-2,6-dienyl)-2,5-dimethoxy-3-(3-methyl-but-2-enyl)-benzene 
• 252044-88-5 5-Chloro-2-((E)-3,7-dimethyl-octa-2,6-dienyl)-3-(3-methyl-but-2-enyl)-[1,4]benzoquinone 
• 252044-85-2 3-Bromo-1-chloro-4-((E)-3,7-dimethyl-octa-2,6-dienyl)-2,5-dimethoxy-benzene 
• 252044-84-1 3-bromo-1-chloro-4-iodo-2,5-dimethoxybenzene 
• 252044-81-8 2-bromo-4-chloro-3,6-dimethoxyaniline 
• 6938-75-6 N-(4-chloro-2,5-dimethoxyphenyl)acetamide 
• 252044-83-0 1-bromo-3-chloro-2,5-dimethoxy-benzene 

Relevant articles and documents

Electrochemical Nitration with Nitrite

Aromatic nitration has tremendous importance in organic chemistry as nitroaromatic compounds serve as versatile building blocks. This study represents the electrochemical aromatic nitration with NBu4NO2, which serves a dual role as supporting electrolyte and as a safe, readily available, and easy-to-handle nitro source. Stoichiometric amounts of 1,1,1-3,3,3-hexafluoroisopropan-2-ol (HFIP) in MeCN significantly increase the yield by solvent control. The reaction mechanism is based on electrochemical oxidation of nitrite to NO2, which initiates the nitration reaction in a divided electrolysis cell with inexpensive graphite electrodes. Overall, the reaction is demonstrated for 20 examples with yields of up to 88 %. Scalability is demonstrated by a 13-fold scale-up.

Synthetic studies on lactonamycins: Synthesis of the model BCDEF aglycon

The lactonamycin model aglycon 4 was synthesized from the trihalogenated benzene derivative 10. Ethynyltetraol 6 was prepared from 10 via carbon elongations, oxidative demethylation, a cycloaddition reaction with the diene derived from homophthalic anhydride, and dihydroxylation. Final E- and F-ring constructions from 6 were realized via a palladium-catalyzed cyclization-methoxycarbonylation, a stereoselective methanol addition, and lactonization, leading to the production of 4.

Synthesis of quinones from hydroquinone dimethyl ethers. Oxidative demethylation with cobalt(III) fluoride

The oxidative demethylation of 1,4-dimethoxynaphthalene and 1,4- dimethoxybenzene derivatives with cobalt(III) fluoride proceeded in good to excellent yield to afford the corresponding naphthoquinone and benzoquinone derivatives.