91-43-0

Basic information

• Product Name: 1-CHLORO-2,5-DIETHOXY-4-NITROBENZENE
• Synonyms: 2,5-DIETHOXY-4-NITROCHLOROBENZENE;2,5-DIETHOXY-4-CHLORO NITROBENZENE;1-CHLORO-2,5-DIETHOXY-4-NITROBENZENE;4-CHLORO-2,5-DIETHOXYNITROBENZENE;1-chloro-2,5-diethoxy-4-nitro-benzen;5-Chloro-2-nitro-p-diethoxybenzene;1-Chlor-2,5-diethoxy-4-nitrobenzol;2-Chloro-5-nitrohydroquinone diethyl ether
• CAS NO: 91-43-0
• Molecular Formula: C₁₀H₁₂ClNO₄
• Molecular Weight: 245.66
• EINECS: 202-067-3
• Mol File: 91-43-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 368.4 °C at 760 mmHg
• Flash Point: 176.6 °C
• Appearance: /
• Density: 1.264 g/cm³
• Vapor Pressure: 2.7E-05mmHg at 25°C
• Refractive Index: 1.533
• CAS DataBase Reference: 1-CHLORO-2,5-DIETHOXY-4-NITROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CHLORO-2,5-DIETHOXY-4-NITROBENZENE(91-43-0)
• EPA Substance Registry System: 1-CHLORO-2,5-DIETHOXY-4-NITROBENZENE(91-43-0)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g
• Hazardous Substances Data: 91-43-0(Hazardous Substances Data)

Usage

Description

1-Chloro-2,5-diethoxy-4-nitrobenzene is a chemical substance extensively used in the industrial sector, particularly within chemical production. It is a member of the nitrobenzenes class, which are compounds containing a nitro group attached to a benzene ring. With a chemical formula of C10H13ClN2O4 and a molar mass of 248.67 g/mol, this compound is typically produced in laboratory settings. Although not much is known about its physical and chemical properties, its primary use in industry is well-established. As with all chemicals, careful handling and usage are essential to prevent potential hazards.

Uses

Used in Chemical Production:
1-Chloro-2,5-diethoxy-4-nitrobenzene is used as an intermediate in the synthesis of various chemical compounds for industrial applications. Its unique structure allows it to be a valuable building block in the production of a wide range of products, including dyes, pharmaceuticals, and agrochemicals.
Used in Research and Development:
In the field of organic chemistry, 1-Chloro-2,5-diethoxy-4-nitrobenzene serves as a model compound for studying the reactivity and properties of nitrobenzenes. Researchers use this compound to investigate reaction mechanisms, explore new synthetic routes, and develop novel applications in various industries.
Used in Pharmaceutical Industry:
1-Chloro-2,5-diethoxy-4-nitrobenzene is used as a key intermediate in the synthesis of certain pharmaceutical compounds. Its presence in the molecular structure can impart specific biological activities, making it a valuable component in the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, 1-Chloro-2,5-diethoxy-4-nitrobenzene is employed as a starting material for the production of various agrochemicals, such as pesticides and herbicides. Its chemical properties enable it to be incorporated into the structures of these compounds, potentially enhancing their efficacy and selectivity in controlling pests and weeds.

InChI:InChI=1/C10H12ClNO4/c1-3-15-9-6-8(12(13)14)10(16-4-2)5-7(9)11/h5-6H,3-4H2,1-2H3

Upstream product

• 615-67-8 chloro-p-hydroquinone 
• 52196-74-4 2-chloro-1,4-diethoxybenzene 

Downstream Products

• 102011-17-6 1,4-diethoxy-2-(4-methoxy-2,5-dimethyl-phenylsulfanyl)-5-nitro-benzene 
• 1159074-31-3 1-chloro-2,5-diethoxy-4-isothiocyanatobenzene 
• 1159073-58-1 1-(4-chloro-2,5-diethoxyphenyl)-3-(3-propoxypropyl)thiourea 
• 1159073-84-3 1-(4-chloro-2,5-diethoxyphenyl)-3-hexylthiourea 
• 1159073-87-6 1-(4-chloro-2,5-diethoxyphenyl)-3-heptylthiourea 
• 68400-47-5 1,4-diethoxy-2-nitro-5-p-tolylsulfanyl-benzene 
• 35271-60-4 4-chloro-2,5-diethoxyaniline 
• 98660-33-4 1,4-diethoxy-2-(4-methoxy-phenylsulfanyl)-5-nitro-benzene 

Relevant articles and documents

Structure-activity relationship studies of 1-(4-chloro-2,5-dimethoxyphenyl) -3-(3-propoxypropyl)thiourea, a non-nucleoside reverse transcriptase inhibitor of human immunodeficiency virus type-1

The reverse transcriptase (RT) of the human immunodeficiency virus type-1 (HIV-1) is still a prime target for drug development due to the continuing need to block drug-resistant RT mutants by new inhibitors. We have previously identified 1-(4-chloro-2,5-dimethoxyphenyl)-3-(3-propoxypropyl)thiourea, compound 1, as a potent RT inhibitor from an available chemical library. Here, we further modified this compound to study structure-activity relationships when replacing various groups in the molecule. Different functional groups were systematically introduced on the aromatic ring and the aliphatic chain of the compound was modified. The effect of these modifications on viral infectivity was then evaluated. The most potent compound found was propyl 4-(amino-N-(4-chloro-2,5-dimethoxyphenyl)methanethioamino)butanoate, 45c, which inhibited infectivity with a calculated IC50 of about 1.1 μM. Docking studies identified potential important interactions between the top scoring ligands and HIV-1 RT, and the predicted relative affinity of the ligands was found to be in agreement with the experimental results.