23950-59-6

Basic information

• Product Name: 3,5-dibromobenzoyl chloride
• Synonyms: 3,5-dibromobenzoyl chloride
• CAS NO: 23950-59-6
• Molecular Weight: 298.361
• Mol File: 23950-59-6.mol
• Article Data: 19

Chemical Properties

• Melting Point: 32-35 °C
• Boiling Point: 90 °C(Press: 0.4 Torr)
• Density: 2.013±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 3,5-dibromobenzoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-dibromobenzoyl chloride(23950-59-6)
• EPA Substance Registry System: 3,5-dibromobenzoyl chloride(23950-59-6)

Safety Data

• Hazardous Substances Data: 23950-59-6(Hazardous Substances Data)

Usage

General Description

3,5-dibromobenzoyl chloride is a chemical compound with the formula C7H3Br2ClO. It is a white to light yellow crystalline solid that is insoluble in water but soluble in organic solvents. 3,5-dibromobenzoyl chloride is commonly used as a reagent in organic synthesis to introduce the 3,5-dibromobenzoyl group into molecules. It is also used in the production of pharmaceuticals, dyes, and other specialty chemicals. 3,5-dibromobenzoyl chloride is a versatile compound with a wide range of applications in the chemical industry.

Upstream product

• 618-58-6 3,5-dibromobenzoic acid 
• 4123-72-2 4-amino-3,5-dibromobenzoic acid 
• 118-92-3 anthranilic acid 
• 51329-15-8 methyl 3,5-dibromobenzoate 

Downstream Products

• 175205-85-3 3,5-dibromobenzamide 
• 121789-39-7 1-(3,5-Dibromphenyl)-3-(1,3-dioxan-2-yl)-1-propanon 
• 55835-26-2 (E)-3-(3,5-Dibromo-benzoylamino)-2-methyl-but-2-enoic acid 
• 1139871-62-7 (R)-2,2-dibenzylcyclopentyl 3,5-dibromobenzoate 
• 1422570-12-4 3-(5-(3,5-dibromophenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride 
• 1070240-91-3 3,5-dibromo-N-phenylbenzamide 

Relevant articles and documents

Stereoselective formation of eight-membered rings by radical cyclization of silylenedioxy-tethered bis-methacrylate derivatives

Radical-initiated addition of CCl4, Cl3CBr, PhSH, and (TMS)3SiH to (bisisopropyl)silylenedioxy-tethered bis-methacrylate derivatives gives the corresponding eight-membered ring cyclic adducts stereoselectively. Hydrolysis

Macrocycle embrace: Encapsulation of fluoroarenes by m-phenylene ethynylene host

We report structural characterization of a new member of m-phenylene ethynylene ring family. This shape-persistent macrocycle also co-crystallizes with hexafluoro-, 1,2,4,5-tetrafluoro-, 1,3,5-trifluoro, and 1,4-difluorobenzene. The four complexes are alm

Synthesis of N-trifluoromethyl amides from carboxylic acids

Found in biomolecules, pharmaceuticals, and agrochemicals, amide-containing molecules are ubiquitous in nature, and their derivatization represents a significant methodological goal in fluorine chemistry. Trifluoromethyl amides have emerged as important functional groups frequently found in pharmaceutical compounds. To date, there is no strategy for synthesizing N-trifluoromethyl amides from abundant organic carboxylic acid derivatives, which are ideal starting materials in amide synthesis. Here, we report the synthesis of N-trifluoromethyl amides from carboxylic acid halides and esters under mild conditions via isothiocyanates in the presence of silver fluoride at room temperature. Through this strategy, isothiocyanates are desulfurized with AgF, and then the formed derivative is acylated to afford N-trifluoromethyl amides, including previously inaccessible structures. This method shows broad scope, provides a platform for rapidly generating N-trifluoromethyl amides by virtue of the diversity and availability of both reaction partners, and should find application in the modification of advanced intermediates.

Hydroxybiphenylamide GroEL/ES Inhibitors Are Potent Antibacterials against Planktonic and Biofilm Forms of Staphylococcus aureus

We recently reported the identification of a GroEL/ES inhibitor (1, N-(4-(benzo[d]thiazol-2-ylthio)-3-chlorophenyl)-3,5-dibromo-2-hydroxybenzamide) that exhibited in vitro antibacterial effects against Staphylococcus aureus comparable to vancomycin, an antibiotic of last resort. To follow up, we have synthesized 43 compound 1 analogs to determine the most effective functional groups of the scaffold for inhibiting GroEL/ES and killing bacteria. Our results identified that the benzothiazole and hydroxyl groups are important for inhibiting GroEL/ES-mediated folding functions, with the hydroxyl essential for antibacterial effects. Several analogs exhibited >50-fold selectivity indices between antibacterial efficacy and cytotoxicity to human liver and kidney cells in cell culture. We found that MRSA was not able to easily generate acute resistance to lead inhibitors in a gain-of-resistance assay and that lead inhibitors were able to permeate through established S. aureus biofilms and maintain their bactericidal effects.