619-08-9

Basic information

• Product Name: 2-Chloro-4-nitrophenol
• Synonyms: o-Chloro-p-nitrophenol;P-NITRO-O-CHLOROPHENOL;2-chloro-4-nitro-pheno;Nitrofungin;Nitrofurgin;Phenol, 2-chloro-4-nitro-;4-NITRO-2-CHLOROPHENOL;2-CHLORO-4-NITROPHENOL
• CAS NO: 619-08-9
• Molecular Formula: C₆H₄ClNO₃
• Molecular Weight: 173.55
• EINECS: 210-578-8
• Product Categories: Intermediates of Dyes and Pigments;Aromatic Phenols;Phenoles and thiophenoles;Alpha sort;C;CAlphabetic;CHEnvironmental Standards;Metabolites;Pesticides&Metabolites;Organic Building Blocks;Oxygen Compounds;Phenols
• Mol File: 619-08-9.mol
• Article Data: 82

Chemical Properties

• Melting Point: 106 °C
• Boiling Point: 290.6 °C at 760 mmHg
• Flash Point: 129.6 °C
• Appearance: White to beige/Crystalline Powder or Crystals
• Density: 1.4914 (rough estimate)
• Vapor Pressure: 0.00118mmHg at 25°C
• Refractive Index: 1.5810 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 5.43±0.22(Predicted)
• Water Solubility: slightly soluble
• BRN: 2046372
• CAS DataBase Reference: 2-Chloro-4-nitrophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-4-nitrophenol(619-08-9)
• EPA Substance Registry System: 2-Chloro-4-nitrophenol(619-08-9)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36-37/39
• RIDADR: 2811
• WGK Germany: 3
• RTECS: SK5075000
• TSCA: Yes
• Hazardous Substances Data: 619-08-9(Hazardous Substances Data)

Usage

Uses

2-Chloro-4-nitrophenol, is frequently used as building blocks for dyes, plastics, explosives. It acts as a catalytic agent, petrochemical additive and used in organic synthesis. It can react with sulfuric acid dimethyl ester to produce 2-chloro-4-nitro-anisole. This reaction will need reagents K2CO3 and xylene.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C6H4ClNO3/c7-5-3-4(8(10)11)1-2-6(5)9/h1-3,9H/p-1

Upstream product

• 3964-56-5 4-bromo-2-chlorophenol 
• 88-75-5 2-hydroxynitrobenzene 
• 99-57-0 2-hydroxy-5-nitroaniline 
• 106644-72-8 Phosphoric acid 2-chloro-4-nitro-phenyl ester diethyl ester 
• 108-95-2 phenol 
• 100-02-7 4-nitro-phenol 
• 14070-51-0 N-chlorosaccharin 
• 18855-84-0 2-chloro-4-nitrophenyl acetate 
• 109-73-9 N-butylamine 
• 163685-03-8 2-(2-Chloro-4-nitro-phenoxy)-4,6-dimethoxy-[1,3,5]triazine 
• 110-91-8 morpholine 
• 28177-48-2 2,6-difluorophenol 
• 99-54-7 3,4-dichloronitrobenzene 
• 67-56-1 methanol 

Downstream Products

• 127679-80-5 4-Chloro-2,6-bis<(5-nitro-2-hydroxyphenyl)methyl>phenol 
• 3316-09-4 1,2-dihydroxy-4-nitrobenzene 
• 946-31-6 2-chloro-4,6-dinitro-phenol 
• 3964-54-3 3-chloro-4-hydroxyacetanilide 
• 3964-52-1 2-chloro 4-aminophenol 
• 41350-07-6 2-chloro p-benzoquinone⁽⁴⁾ chlorimide 
• 20294-55-7 2-bromo-6-chloro-4-nitrophenol 
• 31191-40-9 1-[2-(2-Bromo-ethoxy)-ethoxy]-2-chloro-4-nitro-benzene 
• 5226-66-4 1,8-Bis-(2-chlor-4-nitrophenoxy)-octan 
• 5226-67-5 1,9-Bis-(2-chlor-4-nitrophenoxy)-nonan 
• 28248-30-8 Thiophosphoric acid O-(2-chloro-4-nitro-phenyl) ester O'-ethyl ester O''-(2-methoxy-1-methyl-ethyl) ester 
• 14571-95-0 (4-Chloro-phenyl)-carbamic acid 2-chloro-4-nitro-phenyl ester 
• 42585-05-7 C₁₀H₁₃Cl₂N₂O₃PS 
• 14571-92-7 2-chloro-4-nitrophenyl N-methylcarbamate 

Relevant articles and documents

Superagonist, Full Agonist, Partial Agonist, and Antagonist Actions of Arylguanidines at 5-Hydroxytryptamine-3 (5-HT3) Subunit A Receptors

Introduction of minor variations to the substitution pattern of arylguanidine 5-hydroxytryptamine-3 (5-HT3) receptor ligands resulted in a broad spectrum of functionally-active ligands from antagonist to superagonist. For example, (i) introduction of an additional Cl-substituent(s) to our lead full agonist N-(3-chlorophenyl)guanidine (mCPG, 2; efficacy % = 106) yielded superagonists 7-9 (efficacy % = 186, 139, and 129, respectively), (ii) a positional isomer of 2, p-Cl analog 11, displayed partial agonist actions (efficacy % = 12), and (iii) replacing the halogen atom at the meta or para position with an electron donating OCH3 group or a stronger electron withdrawing (i.e., CF3) group resulted in antagonists 13-16. We posit based on combined mutagenesis, crystallographic, and computational analyses that for the 5-HT3 receptor, the arylguanidines that are better able to simultaneously engage the primary and complementary subunits, thus keeping them in close proximity, have greater agonist character while those that are deficient in this ability are antagonists.

Activator free, expeditious and eco-friendly chlorination of activated arenes by N-chloro-N-(phenylsulfonyl)benzene sulfonamide (NCBSI)

N-Chloro-N-(phenylsulfonyl)benzene sulfonamide (NCBSI) has been explored for the first time as a chlorinating reagent for direct chlorination of various activated arenes and heterocycles without any activator. A comparative in-silico study was performed to determine the electrophilic character for NCBSI and commercially available N-chloro reagents to reveal the reactivity on a theoretical viewpoint. The reagent was prepared by an improved method avoiding the use of hazardous t-butyl hypochlorite. This reagent was proved to be very reactive compared to other N-chloro reagents. The precursor of the reagent N-(phenylsulfonyl)benzene sulfonamide was recovered from aqueous spent, which can be recycled to synthesize NCBSI. The eco-friendly protocol was equally applicable for the synthesis of industrially important chloroxylenol as an antibacterial agent.

In situ Generation of Hypervalent Iodine Reagents for the Electrophilic Chlorination of Arenes

Efficient metal-free methods for the electrophilic chlorination of arenes using PIFA and simple chlorine sources are reported. The in situ formation of PhI(Cl)OCOCF3 from PIFA and KCl is proposed, which resulted in a chlorinating species for moderately activated arenes. Moreover, the in situ formation of PhICl2 from PIFA and TMSCl resulted in an excellent approach for the chlorination of a great variety of arenes (20 examples) in high yields, even when working on a multigram scale.

Method for hydrolyzing nitroaniline substances into phenol

The invention discloses a method for hydrolyzing nitroaniline substances into phenol. The method comprises the following steps: mixing the nitroaniline substances, a catalyst and inorganic base whichare used as raw materials with water used as a solvent, adding the mixture to a reactor, sealing the reactor, and heating the reactor to 100-190 DEG C for a reaction for 2-8 h; cooling an obtained reaction solution to room temperature, then, adjusting pH to 1-2, and washing and drying obtained precipitates to obtain the product, namely, nitrophenol substances. The nitrophenol substances are synthesized with the method, the utilization rate of the raw materials is high, expensive catalysts are not used, emission of three wastes is reduced, the production cost is reduced, and the product has high purity, high yield and good industrial application values.