29726-01-0

Basic information

• Product Name: sodium 2,6-dichlorophenolate
• Synonyms: sodium 2,6-dichlorophenolate
• CAS NO: 29726-01-0
• Molecular Formula: C6H3Cl2NaO
• Molecular Weight: 184.98319
• EINECS: 249-811-3
• Mol File: 29726-01-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 219°C at 760 mmHg
• Flash Point: 94.9°C
• Appearance: /
• Vapor Pressure: 0.0828mmHg at 25°C
• CAS DataBase Reference: sodium 2,6-dichlorophenolate(CAS DataBase Reference)
• NIST Chemistry Reference: sodium 2,6-dichlorophenolate(29726-01-0)
• EPA Substance Registry System: sodium 2,6-dichlorophenolate(29726-01-0)

Safety Data

• Hazardous Substances Data: 29726-01-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H4Cl2O.Na/c7-4-2-1-3-5(8)6(4)9;/h1-3,9H;/q;+1/p-1

Upstream product

• 87-65-0 2,6-Dichlorophenol 

Downstream Products

• 34645-87-9 [2-(2,6-Dichloro-phenoxy)-phenyl]-acetic acid 
• 142619-35-0 2,2,4,4,6-Pentachloro-6-(2,6-dichloro-phenoxy)-2λ⁵,4λ⁵,6λ⁵-[1,3,5,2,4,6]triazatriphosphinine 
• 142619-36-1 2,2,4,4-Tetrachloro-6,6-bis-(2,6-dichloro-phenoxy)-2λ⁵,4λ⁵,6λ⁵-[1,3,5,2,4,6]triazatriphosphinine 
• 142619-42-9 C₁₈H₉Cl₈NO₄P₂ 
• 142647-14-1 2,2,4-Trichloro-4,6,6-tris-(2,6-dichloro-phenoxy)-2λ⁵,4λ⁵,6λ⁵-[1,3,5,2,4,6]triazatriphosphinine 
• 142619-37-2 2,4-Dichloro-2,4,6,6-tetrakis-(2,6-dichloro-phenoxy)-2λ⁵,4λ⁵,6λ⁵-[1,3,5,2,4,6]triazatriphosphinine 
• 142619-43-0 C₄₀H₄₅Cl₂N₂O₆P₃ 
• 142619-39-4 2,2,6,6-Tetrachloro-4,4,8,8-tetrakis-(2,6-dichloro-phenoxy)-2λ⁵,4λ⁵,6λ⁵,8λ⁵-[1,3,5,7,2,4,6,8]tetrazatetraphosphocine 
• 142619-38-3 2,2,4,4,6,6-Hexakis-(2,6-dichloro-phenoxy)-2λ⁵,4λ⁵,6λ⁵-[1,3,5,2,4,6]triazatriphosphinine 
• 208458-85-9 Diisopropyl-phosphoramidous acid bis-(2,6-dichloro-phenyl) ester 
• 154789-02-3 [(η3-allyl)(μ-2,6-dichlorophenoxide)nickel]2 
• 34642-98-3 [2-(2,6-Dichloro-phenoxy)-5-methyl-phenyl]-acetic acid 

Relevant articles and documents

Structural and spectroscopic characterization of iron(II), cobalt(II), and nickel(II) ortho-dihalophenolate complexes: Insights into metal-halogen secondary bonding

Metal complexes incorporating the tris(3,5-diphenylpyrazolyl)borate ligand (TpPh2) and ortho-dihalophenolates were synthesized and characterized in order to explore metal-halogen secondary bonding in biorelevant model complexes. The complexes TpPh2ML were synthesized and structurally characterized, where M was Fe(II), Co(II), or Ni(II) and L was either 2,6-dichloro- or 2,6-dibromophenolate. All six complexes exhibited metal-halogen secondary bonds in the solid state, with distances ranging from 2.56 ? for the TpPh2Ni(2,6- dichlorophenolate) complex to 2.88 ? for the TpPh2Fe(2,6-dibromophenolate) complex. Variable temperature NMR spectra of the TpPh2Co(2,6-dichlorophenolate) and TpPh2Ni(2,6-dichlorophenolate) complexes showed that rotation of the phenolate, which requires loss of the secondary bond, has an activation barrier of ～30 and ～37 kJ/mol, respectively. Density functional theory calculations support the presence of a barrier for disruption of the metal- halogen interaction during rotation of the phenolate. On the other hand, calculations using the spectroscopically calibrated angular overlap method suggest essentially no contribution of the halogen to the ligand-field splitting. Overall, these results provide the first quantitative measure of the strength of a metal-halogen secondary bond and demonstrate that it is a weak noncovalent interaction comparable in strength to a hydrogen bond. These results provide insight into the origin of the specificity of the enzyme 2,6-dichlorohydroquinone 1,2-dioxygenase (PcpA), which is specific for ortho-dihalohydroquinone substrates and phenol inhibitors.

A NOVEL, SIMPLE METHOD FOR THE PREPARATION OF HINDERED DIPHENYL ETHERS

The displacement of the nitro group from substituted nitrobenzenes is used for the synthesis of diphenyl ethers. 1,4-Dinitrobenzene has been converted into a variety of hindered diphenyl ethers using 2,6-disubstituted phenoxides and studies show that the mechanism of formation of the ether (5a) is radical in nature.