66168-85-2

Basic information

• Product Name: Benzoyl chloride, 2,3-dihydroxy- (9CI)
• Synonyms: Benzoyl chloride, 2,3-dihydroxy- (9CI);BENZOYL CHLORIDE,2,3-DIHYDROXY-;2,3-Dihydroxybenzoyl chloride
• CAS NO: 66168-85-2
• Molecular Formula: C₇H₅ClO₃
• Molecular Weight: 172.5658
• Product Categories: ACIDHALIDE
• Mol File: 66168-85-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzoyl chloride, 2,3-dihydroxy- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoyl chloride, 2,3-dihydroxy- (9CI)(66168-85-2)
• EPA Substance Registry System: Benzoyl chloride, 2,3-dihydroxy- (9CI)(66168-85-2)

Safety Data

• Hazardous Substances Data: 66168-85-2(Hazardous Substances Data)

Upstream product

• 303-38-8 2,3-Dihydroxybenzoic acid 

Downstream Products

• 2411-83-8 methyl-2,3-dihydroxybenzoate 
• 72553-33-4 methyl 2,2-diphenylbenzo[d][1,3]dioxole-4-carboxylate 
• 54888-41-4 2,3-<(diphenylmethylene)dioxy>benzoic acid 
• 914370-14-2 prop-2-en-2,3-dihydroxybenzoate 

Relevant articles and documents

A Supramolecular Chiral Auxiliary Approach: "remote Control" of Stereochemistry at a Hierarchically Assembled Dimeric Helicate

Dimeric hierarchically-assembled titanium(IV) helicates are in solvent-dependent equilibrium with the corresponding monomers. Statistically formed mixtures of such complexes bearing chiral stereocontrolling ligands and achiral diene-substituted ligands sh

"Induced fit" in chiral recognition: Epimerization upon dimerization in the hierarchical self-assembly of helicate-type titanium(IV) complexes

Undecided! A titanium(IV) triscatecholate bearing chiral ester groups shows different CD spectra in methanol and DMSO. The observation of different stereoisomers lies in the preferred conformation of the side groups in the monomer and dimer, which leads to different chiral induction in the different species. Copyright

Kinetic investigation of the dissociation of dinuclear hierarchically assembled titanium(iv) helicates

Hierarchically assembled helicates consisting of lithium-bridged triscatecholate titanium(iv) complexes represent a powerful self-assembled supramolecular system with applications as e.g. molecular balances for the evaluation of weak interactions, stereos

Shedding Light on the Interactions of Hydrocarbon Ester Substituents upon Formation of Dimeric Titanium(IV) Triscatecholates in DMSO Solution

The dissociation of hierarchically formed dimeric triple lithium bridged triscatecholate titanium(IV) helicates with hydrocarbyl esters as side groups is systematically investigated in DMSO. Primary alkyl, alkenyl, alkynyl as well as benzyl esters are stu

Chasing Weak Forces: Hierarchically Assembled Helicates as a Probe for the Evaluation of the Energetics of Weak Interactions

London dispersion forces are the weakest interactions between molecules. Because of this, their influence on chemical processes is often low, but can definitely not be ignored, and even becomes important in cases of molecules with large contact surfaces. Hierarchically assembled dinuclear titanium(IV) helicates represent a rare example in which the direct observation of London dispersion forces is possible in solution even in the presence of strong cohesive solvent effects. Hereby, the dispersion forces do not unlimitedly support the formation of the dimeric complexes. Although they have some favorable enthalpic contribution to the dimerization of the monomeric complex units, large flexible substituents become conformationally restricted by the interactions leading to an entropic disadvantage. The dimeric helicates are entropically destabilized.

Diphenyl-benzo[1,3]dioxole-4-carboxylic acid pentafluorophenyl ester: A convenient catechol precursor in the synthesis of siderophore vectors suitable for antibiotic Trojan horse strategies

Catechols are components of many metal-chelating compounds, including siderophores that are naturally occurring iron(iii) chelators excreted by microorganisms. Catechol derivatives are poorly soluble in organic media and the synthesis of catechol-containing molecules requires the use of protected catechol precursors with improved organic solubility. We therefore developed 2,2-diphenyl-benzo[1,3]dioxole-4-carboxylic acid pentafluorophenyl ester. This activated ester reacts with an amine functionalized scaffold to generate chelators in which the catechol functions are protected in the form of diphenyl-benzodioxole moieties. The catechol can subsequently be deprotected, at the end of the synthesis, with trifluoroacetic acid (TFA). This strategy was applied to the synthesis of two catechol compounds functionalized with a terminal propargyl extension. These two compounds were shown to promote iron uptake in Escherichia coli and Pseudomonas aeruginosa. These two compounds are suitable for use as vectors in antibiotic Trojan horse approaches, as they could be conjugated with azide-functionalized antibiotics using the Huisgen dipolar 1,3-cycloaddition.

Stereocontrol in dinuclear triple lithium-bridged titanium(IV) complexes: Solving some stereochemical mysteries

Compounds 1 a-f-H2 form "monomeric" triscatecholate titanium(IV) complexes [Ti(1 a-f)3]2-, which in the presence of Li cations are in equilibrium with the triple lithium-bridged "dimers" [Li3(Ti(1 a-f)3/su