52301-88-9

Basic information

• Product Name: 2-chloro-4-nitrobenzyl alcohol
• Synonyms: 2-chloro-4-nitrobenzyl alcohol;2-Chloro-4-nitrobenzenemethanol;Einecs 257-828-2
• CAS NO: 52301-88-9
• Molecular Formula: C₇H₆ClNO₃
• Molecular Weight: 187.58044
• EINECS: 257-828-2
• Mol File: 52301-88-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 83 °C
• Boiling Point: 337°C at 760 mmHg
• Flash Point: 157.6°C
• Appearance: /
• Density: 1.476g/cm³
• Vapor Pressure: 4.23E-05mmHg at 25°C
• Refractive Index: 1.611
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 13.20±0.10(Predicted)
• CAS DataBase Reference: 2-chloro-4-nitrobenzyl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-4-nitrobenzyl alcohol(52301-88-9)
• EPA Substance Registry System: 2-chloro-4-nitrobenzyl alcohol(52301-88-9)

Safety Data

• Hazardous Substances Data: 52301-88-9(Hazardous Substances Data)

Usage

General Description

2-Chloro-4-nitrobenzyl alcohol is a chemical compound with the formula C7H6ClNO3. It is a pale yellow solid that is commonly used as a reagent in organic synthesis. 2-chloro-4-nitrobenzyl alcohol is often used as a protecting group for alcohols in organic chemistry, where it can be selectively attached to the hydroxyl group to prevent unwanted reactions, and then later removed under specific conditions. It is also used in the manufacturing of pharmaceuticals and agrochemicals. Additionally, 2-chloro-4-nitrobenzyl alcohol has been studied for its potential as a corrosion inhibitor, as well as for its antimicrobial and insecticidal properties. Due to its versatility and wide range of applications, 2-chloro-4-nitrobenzyl alcohol is an important chemical in the field of organic synthesis and industrial chemistry.

InChI:InChI=1/C7H6ClNO3/c8-7-3-6(9(11)12)2-1-5(7)4-10/h1-3,10H,4H2

Upstream product

• 99-60-5 2-chloro-4-nitrobenzoic acid 
• 121-86-8 2-chloro-4-nitrotoluene 
• 13324-11-3 methyl 2-chloro-4-nitrobenzoate 
• 7073-36-1 2-chloro-4-nitrobenzoyl chloride 

Downstream Products

• 5568-33-2 2-chloro-4-nitrobenzaldehyde 
• 50274-95-8 2-chloro-4-nitrobenzyl chloride 
• 42533-63-1 1-(bromomethyl)-2-chloro-4-nitrobenzene 
• 1225287-25-1 2-chloro-4-nitrobenzyl phosphoramide mustard 
• 219767-92-7 methyl 3-(2-chloro-4-(N-methyl-N-(n-pentyl)amino)benzyl)-2-methyl-3H-imidazo[4,5-b]pyridine-5-carboxylate 
• 219767-82-5 methyl 3-(4-(N-butyrylamino)-2-chlorobenzyl)-2-methyl-3H-imidazo[4,5-b]pyridine-5-carboxylate 

Relevant articles and documents

Combined production method for substituted benzaldehyde, substituted benzyl alcohol and substituted benzoic acid

The invention discloses a combined production method for substituted benzaldehyde, substituted benzyl alcohol and substituted benzoic acid. The method comprises the following steps: (1) oxidation: a step of continuously introducing substituted toluene, a catalyst and oxygen-contained gas into an oxidation reactor and carrying out reaction so as to obtain oxidation reaction liquid; (2) hydrolyzation: a step of allowing the oxidation reaction liquid to continuously enter a hydrolysis reactor, and continuously adding water into the hydrolysis reactor and carrying out reaction so as to obtain a hydrolysis reaction mixture; (3) liquid-liquid layering: a step of layering the hydrolysis reaction mixture so as to obtain an oil phase and an aqueous phase; and (4) separation of products: a step of subjecting the oil phase to distillation so as to respectively obtain incompletely-reacted substituted toluene, substituted benzyl alcohol and substituted benzaldehyde, and subjecting the aqueous phase to cooling, crystallizing and filtering so as to obtain filtrate and substituted benzoic acid. The combined production method provided by the invention has the advantages of high raw material conversion rate, few by-products, good selectivity of target products, greenness and environmental protection.

Synthesis and structure-activity relationships of nitrobenzyl phosphoramide mustards as nitroreductase-activated prodrugs

A series of nitrobenzyl phosphoramide mustards and their analogs was designed and synthesized to explore their structure-activity relationships as substrates of nitroreductases from Escherichia coli and trypanosomes and as potential antiproliferative and antiparasitic agents. The position of the nitro group on the phenyl ring was important with the 4-nitrobenzyl phosphoramide mustard (1) offering the best combination of enzyme activity and antiproliferative effect against both mammalian and trypanosomatid cells. A preference was observed for halogen substitutions ortho to benzyl phosphoramide mustard but distinct differences were found in their SAR of substituted 4-nitrobenzyl phosphoramide mustards in E. coli nitroreductase-expressing cells and in trypanosomatids expressing endogenous nitroreductases.

INDOLINONE DERIVATIVES AND THEIR USE IN TREATING DISEASE-STATES SUCH AS CANCER

The present invention encompasses compounds of general formula (1) wherein R1 to R4 are defined as in claim 1, which are suitable for the treatment of diseases characterised by excessive or abnormal cell proliferation, and their use for preparing a pharmaceutical composition having the above-mentioned properties.