946-31-6

Basic information

• Product Name: 2-CHLORO-4,6-DINITROPHENOL
• Synonyms: 2-CHLORO-4,6-DINITROPHENOL;LABOTEST-BB LT00000351;2-Chlor-4,6-dinitrophenol;2-Chloro-4;2,4-Dinitro-6-chlorophenol;NSC 3;NSC 38993;NSC 6072
• CAS NO: 946-31-6
• Molecular Formula: C₆H₃ClN₂O₅
• Molecular Weight: 218.55
• EINECS: 213-419-0
• Product Categories: Aromatic Phenols;Organic Building Blocks;Oxygen Compounds;Phenols
• Mol File: 946-31-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 110-114 °C(lit.)
• Boiling Point: 293.5 °C at 760 mmHg
• Flash Point: 131.3 °C
• Appearance: /
• Density: 1.769 g/cm³
• Vapor Pressure: 0.000977mmHg at 25°C
• Refractive Index: 1.669
• CAS DataBase Reference: 2-CHLORO-4,6-DINITROPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-4,6-DINITROPHENOL(946-31-6)
• EPA Substance Registry System: 2-CHLORO-4,6-DINITROPHENOL(946-31-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN 3335
• WGK Germany: 2
• RTECS: SK4200000
• Hazardous Substances Data: 946-31-6(Hazardous Substances Data)

Usage

Uses

2-Chloro-4,6-dinitrophenol was used in identification of components in chemical waste water and in effluents from biological wastewater treatment plant using electrospray ionization and tandem mass spectrometry.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 27, p. 575, 1990 DOI: 10.1002/jhet.5570270318

General Description

2-Chloro-4,6-dinitrophenol was added as nitrogen, carbon and energy supplement in the culture medium of Rhodococcus erythropolis HL 24-1.

InChI:InChI=1/C6H3ClN2O5/c7-4-1-3(8(11)12)2-5(6(4)10)9(13)14/h1-2,10H

Upstream product

• 618-80-4 2,6-dichloro-4-nitrophenol 
• 25319-98-6 3,5-dichloro-4-hydroxybenzene sulfonic acid 
• 116130-33-7 2-chloro-4-iodophenol 
• 7697-37-2 nitric acid 
• 108-95-2 phenol 
• 108-90-7 chlorobenzene 
• 3900-89-8 2-Chlorobenzeneboronic acid 
• 51-28-5 2,4-Dinitrophenol 
• 88-89-1 2,4,6-Trinitrophenol 
• 540-38-5 p-Iodophenol 
• 2012-29-5 2,4-diiodophenol 
• 95-57-8 2-monochlorophenol 
• 83732-61-0 3-chloro-4-hydroxy-5-nitro-benzenesulfonic acid 
• 58349-01-2 4-bromo-6-chloro-2-nitrophenol 

Downstream Products

• 2213-80-1 1,2-dichloro-3,5-dinitrobenzene 
• 26075-32-1 Cyclopentancarbonsaeure-2'-chlor-4',6'-dinitrophenylester 
• 17467-81-1 N_.N-Dipropylthiocarbamidsaeure-S-(2-chlor-4.6-dinitro-phenylester) 
• 13066-98-3 2,4-diamino-6-chloro-phenol 
• 861540-07-0 (2-chloro-4,6-dinitro-phenyl)-phenyl-amine 
• 26103-32-2 1,3-Dinitro-phenoxazin 
• 89894-26-8 acetic acid-(2-chloro-4,6-dinitro-anilide) 
• 3531-19-9 2-chloro-4,6-dinitroaniline 
• 23789-10-8 5-chloro-4-methoxy-1,3-dinitrobenzene 
• 26065-86-1 Cyclobutancarbonsaeure-2'-chlor-4',6'-dinitrophenylester 
• 17467-79-7 N_.N-Dimethylthiocarbamidsaeure-S-(2-chlor-4.6-dinitro-phenylester) 
• 17467-80-0 N_.N-Diethylthiocarbamidsaeure-S-(2-chlor-4.6-dinitro-phenylester) 
• 17467-82-2 N_.N-Dibutylthiocarbamidsaeure-S-(2-chlor-4.6-dinitro-phenylester) 
• 6358-09-4 2-amino-6-chloro-4-nitrophenol 

Relevant articles and documents

Visible-Light-Induced Radical Polynitration of Arylboronic Acids: Synthesis of Polynitrophenols

We report a visible light-assisted one-pot method for the synthesis of polynitrophenols through radical tandem hydroxylation and nitration of arylboronic acids by utilizing copper(II) nitrate tri-nitydrate as the nitro source. This method features mild conditions, a simple procedure, and good functional group tolerance. Compared to conventional methods, this work provides a straightforward approach for the polynitration of aromatic compounds.

Kinetic studies of the reactions of some phenols and alkyl aryl ethers with dinitrogen pentoxide in perfluorocarbon solvents

The reaction of dinitrogen pentoxide in perfluorocarbon solvents with phenols and alkyl aryl ethers carrying halogeno ring-substituents results in nitrodehydrogenation. Rate measurements show that the preferred orientation of nitration is ortho > para > meta to the hydroxy group; the kinetic isotope effect, kH/kD, has a value close to unity. Phenols show considerably higher reactivity than similarly substituted alkyl phenyl ethers, and a mechanism is suggested involving initial interaction of N2O5 with the hydroxy function followed by reaction via cyclic transition states.

Formation of 4-Halo-4-nitrocyclohexa-2,5-dienones on Nitration of p-Halophenols and p-Halophenyl Acetates.

Nitration of p-chloro-, p-fluoro-, and p-bromo-phenol or the corresponding p-halophenyl acetates at -40 deg C and below gives the 4-halo-4-nitrocyclohexa-2,5-dienones in addition to the 4-halo-2-nitrophenols.The dienones isomerize to the nitrophenols at temperatures between -40 deg C and 0 deg C.Nitration of 4-chloro-2-methylphenol or its acetate gives both 4-chloro-2-methyl-4-nitrocyclohexa-2,5-dienone and 4-chloro-6-methyl-6-nitrocyclohexa-2,4-dienone. 4-Chloro-3-methylphenol and its acetate give 4-chloro-3-methyl-4-nitrocyclohexa-2,5-dienone.