21086-49-7

Basic information

• Product Name: (4-chloro-2-nitrophenoxy)acetic acid
• Synonyms: (4-chloro-2-nitrophenoxy)acetic acid;UKRORGSYN-BB BBV-084963;(4-chloro-2-nitrophenoxy)acetic acid(SALTDATA: FREE);2-(4-chloro-2-nitrophenoxy)acetic acid;2-(4-chloro-2-nitro-phenoxy)acetic acid;2-(4-chloro-2-nitro-phenoxy)ethanoic acid
• CAS NO: 21086-49-7
• Molecular Formula: C₈H₆ClNO₅
• Molecular Weight: 231.59
• Mol File: 21086-49-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 405.7°C at 760 mmHg
• Flash Point: 199.2°C
• Appearance: /
• Density: 1.56g/cm³
• Vapor Pressure: 2.61E-07mmHg at 25°C
• Refractive Index: 1.597
• CAS DataBase Reference: (4-chloro-2-nitrophenoxy)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (4-chloro-2-nitrophenoxy)acetic acid(21086-49-7)
• EPA Substance Registry System: (4-chloro-2-nitrophenoxy)acetic acid(21086-49-7)

Safety Data

• Hazardous Substances Data: 21086-49-7(Hazardous Substances Data)

Usage

Description

(4-chloro-2-nitrophenoxy)acetic acid, also known as 4-Chloro-2-nitrophenylacetic acid or (4-C-2-NP)acetic acid, is a synthetic organic compound characterized by its molecular formula C8H6ClNO5. It is widely recognized for its role in the agricultural industry as a herbicide and plant growth regulator, functioning by imitating the effects of the natural plant hormone auxin. This disruption in plant growth and development ultimately leads to the death of the plants. It is also utilized in research and development for the study of plant growth and development. However, it is crucial to exercise caution when handling this chemical due to its toxicity to aquatic life and potential for long-term environmental harm.

Uses

Used in Agricultural Industry:
(4-chloro-2-nitrophenoxy)acetic acid is used as a herbicide for controlling the growth of weeds and unwanted vegetation. Its application reason is that it mimics the action of the natural plant hormone auxin, disrupting the normal growth and development of plants and leading to their eventual death.
Used in Research and Development:
(4-chloro-2-nitrophenoxy)acetic acid is used as a research tool for studying plant growth and development. Its application reason is that it provides insights into the effects of plant hormones and their role in the growth and development of plants, aiding in the development of new strategies for plant management and crop production.

InChI:InChI=1/C8H6ClNO5/c9-5-1-2-7(15-4-8(11)12)6(3-5)10(13)14/h1-3H,4H2,(H,11,12)

Upstream product

• 122-88-3 4-Chlorophenoxyacetic acid 
• 89-64-5 p-chloro-o-nitrophenol 
• 79-11-8 chloroacetic acid 
• 344443-67-0 ethyl 4-chloro-2-nitrophenoxyacetate 

Downstream Products

• 7652-29-1 6-chloro-2H-1,4-benzoxazin-3(4H)-one 
• 858818-31-2 (4-chloro-2-nitro-phenoxy)-acetic acid dimethylamide 
• 1299293-54-1 O,O-dimethyl α-(4-chloro-2-nitrophenoxyacetoxy)ethylphosphonate 
• 75263-82-0 C₈H₅Cl₂NO₄ 
• 1246788-15-7 C₂₀H₁₃Cl₂N₃O₄ 
• 1341199-23-2 N-[4-(aminosulfonyl)-2-methylphenyl]-2-(4-chloro-2-nitrophenoxy)acetamide 
• 1341199-24-3 N-[4-(aminosulfonyl)-2-methylphenyl]-2-(4-chloro-2-aminophenoxy)acetamide 
• 1416363-86-4 C₂₂H₂₀ClN₃O₅S 
• 1416363-87-5 C₂₃H₂₂ClN₃O₅S 
• 1416363-88-6 C₂₃H₂₂ClN₃O₅S 
• 1416363-89-7 C₂₃H₂₂ClN₃O₅S 
• 1416363-90-0 C₂₂H₁₉Cl₂N₃O₅S 
• 1416363-91-1 C₂₂H₁₉ClFN₃O₅S 
• 1416363-92-2 C₂₂H₁₉ClN₄O₇S 

Relevant articles and documents

Identification of the novel N-phenylbenzenesulfonamide derivatives as potent HIV inhibitors

Searching for more safe and effective agents for HIV treatments is still an urgent topic worldwide. Based on our continuous modifications on the benzophenone derivatives as HIV-1 reverse transcriptase (RT) inhibitors, a new template bearing N-phenylbenzenesulfonamide (PBSA) structure was designed to enhance the interactions with HIV-1 RT. In this manuscript, a series of PBSA derivatives were synthesized and evaluated for their anti-HIV-1 activity. The preliminary test showed that these compounds were potent to inhibit wild-type HIV-1 with EC50 values ranging of 0.105-14.531 μmol/L. In particular, compound 13f not only has high anti-HIV-1 activity (0.108 μmol/L), but also possesses low toxicity with a TI value of 1816.6. Furthermore, the major interactions of the inhibitor 13f with HIV-1 RT were also investigated using the molecular modelling. Our discovered structure-activity relationships (SARs) of these analogues may serve as an important clue for further optimizations.

Studies of O,O-Dimethyl α-(2,4-Dichlorophenoxyacetoxy) ethylphosphonate (HW02) as a new herbicide. 1. Synthesis and herbicidal activity of HW02 and analogues as novel inhibitors of pyruvate dehydrogenase complex

On the basis of the previous work for optimization of O,O-diethyl α-(substituted phenoxyacetoxy)alkylphosphonates, further extensive syntheticmodifications were made to the substituents in alkylphosphonate and phenoxymoieties of the title compounds. New O,O-dimethyl α-(substituted phenoxyacetoxy)alkylphosphonates were synthesized as potential inhibitors of pyruvate dehydorogenase complex (PDHc). Their herbicidal activity and efficacy in vitro against PDHc were examined. Some of these compounds exhibited significant herbicidal activity and were demonstrated to be effective inhibitors of PDHc from three different plants. The structure-activity relationships of these compounds including previously reported analogous compoundswere studied by examining their herbicidal activities. Both inhibitory potency against PDHc and herbicidal activity of title compounds could be increased greatly by optimizing substituent groups of the title compounds. O,O-Dimethyl α-(2,4- dichlorophenoxyacetoxy)ethylphosphonate (I-5), which acted as a competitive inhibitor of PDHc with much higher inhibitory potency against PDHc from Pisum sativum and Phaseolus radiatus than from Oryza sativa, was found to be themost effective compound against broadleaf weeds and showed potential utility as herbicide.