2905-62-6

Basic information

• Product Name: 3,5-Dichlorobenzoyl chloride
• Synonyms: 3,5-dichloro-benzoylchlorid;3,5-DICHLOROBENZOYL CHLORIDE;DICHLOROBENZOYLCHLORIDE(3,5-);BENZOYL CHLORIDE, 3,5-DICHLORO-;BUTTPARK 45\07-36;DCBC;Benzoyl chloride, 3,5-dichloro- (7CI,8CI,9CI);3,5-Dichlorobenzoyl
• CAS NO: 2905-62-6
• Molecular Formula: C₇H₃Cl₃O
• Molecular Weight: 209.46
• EINECS: 220-813-6
• Product Categories: ACIDHALIDE;Acid Halides;Carbonyl Compounds;Organic Building Blocks;Acid Halides;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 2905-62-6.mol
• Article Data: 43

Chemical Properties

• Melting Point: 28 °C(lit.)
• Boiling Point: 135-137 °C25 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: colorless to light yellow transparent liquid or crystal
• Density: 135
• Vapor Pressure: 0.1 mm Hg ( 32 °C)
• Refractive Index: n20/D 1.582(lit.)
• Storage Temp.: Refrigerator (+4°C)
• Solubility: soluble in Benzene,Toluene
• Sensitive: Moisture Sensitive
• BRN: 1940681
• CAS DataBase Reference: 3,5-Dichlorobenzoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Dichlorobenzoyl chloride(2905-62-6)
• EPA Substance Registry System: 3,5-Dichlorobenzoyl chloride(2905-62-6)

Safety Data

• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 26-27-28-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• RTECS: DM6636766
• TSCA: T
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 2905-62-6(Hazardous Substances Data)

Usage

Description

3,5-Dichlorobenzoyl chloride is an organic compound with the chemical formula C7H3Cl2O2. It is a clear colorless to light yellow liquid or low melting point solid, characterized by its reactivity and use as an intermediate in various chemical and pharmaceutical processes.

Uses

Used in Organic Synthesis:
3,5-Dichlorobenzoyl chloride is used as a versatile intermediate for organic synthesis, particularly in the production of various chemical compounds and pharmaceuticals. Its reactivity allows for the formation of a wide range of products through different chemical reactions.
Used in Pharmaceutical Processes:
In the pharmaceutical industry, 3,5-Dichlorobenzoyl chloride is utilized as a key intermediate in the synthesis of various drugs and drug candidates. Its unique chemical properties enable the development of new therapeutic agents with potential applications in treating various medical conditions.
Used in Herbicide Production:
3,5-Dichlorobenzoyl chloride is used as a starting material in the preparation of herbicides, such as N-(1,1-dimethylpropynyl)-3,5-dichlorobenzamide. This herbicide is effective in controlling the growth of unwanted plants and weeds in agricultural settings.
Used in the Preparation of Specific Compounds:
3,5-Dichlorobenzoyl chloride has been used in the preparation of specific compounds, such as (3,5-dichlorophenyl)(2-(4-methoxyphenyl)-5-methylbenzofuran-3-yl)methanone. These compounds may have various applications, including potential uses in the pharmaceutical, chemical, or materials science industries.

Flammability and Explosibility

Nonflammable

Synthesis

3,5-Dichlorobenzoyl chloride is obtained by reacting by aryl carboxylic acid with DMF.Dissolve aryl carboxylic acid (10.0 mmol) in 50 mL DCM with drops of DMF to a 100 mL roundbottomed flask. Cool the mixture to 0°C. Add oxalyl chloride (20.0 mmol, 2.0 equivalents) dropwise to the reaction mixture. Allow the reaction mixture to react for another 4 hours. Concentrate the solvent in vacuo. Use the remaining residue directly.Fig The synthetic method of 3,5-Dichlorobenzoyl chloride

InChI:InChI=1/C7H3Cl3O/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3H

Upstream product

• 65-85-0 benzoic acid 
• 121-91-5 isophthalic acid 
• 2855-02-9 5-chloroisophthalic acid chloride 
• 4422-95-1 1,3,5-benzene tris(carbonyl chloride) 
• 707-74-4 (trichloromethyl)mesitylene 
• 51-36-5 3,5-dichlorobenzoic acid 
• 6575-00-4 3,5-dichlorobenzonitrile 
• 98-88-4 benzoyl chloride 
• 37828-01-6 3,5-dichlorosulfonylbenzoyl chloride 
• 201230-82-2 carbon monoxide 
• 19752-55-7 1-bromo-3,5-dichlorobenzene 
• 25186-47-4 3,5-dichlorotoluene 

Downstream Products

• 57487-45-3 C₂₂H₁₅Cl₄N₅O 
• 53083-62-8 3,5-Dichloro-benzoic acid 2-(2,6-dichloro-phenyl)-3-oxo-3H-inden-1-yl ester 
• 60531-04-6 4-(2-<3,5-dichloro-benzamido>-ethyl)-benzoic acid 
• 65054-65-1 2-(3,5-Dichloro-benzoylamino)-4-methylsulfanyl-butyric acid 
• 135340-47-5 (2,6-Dichloro-4-methyl-phenyl)-(3,5-dichloro-phenyl)-methanone 
• 131179-84-5 2-[4-(((3,5-dichlorobenzoyl)-amino)methyl)phenoxy]-2-methyl propionic acid 
• 128915-06-0 N¹⁶-(3,5-dichlorobenzoyl)-N¹,N²-di(p-nitrophenyl)formamidine 
• 121809-91-4 2-(4-(3,5-dichlorobenzamido)phenoxy)-2-methylpropionic acid 
• 136186-07-7 (Z)-2-Cyano-3-(3,5-dichloro-phenyl)-3-hydroxy-N-(4-trifluoromethyl-phenyl)-acrylamide 
• 138112-91-1 S 20254 
• 54941-71-8 3,5-Dichloro-2'-methylbenzophenon 
• 13395-63-6 (3,5-dichlorophenyl)(p-tolyl)methanone 
• 52207-62-2 N-Furfuryl-3,5-dichlorobenzamide 

Relevant articles and documents

Lead derivatization of ethyl 6-bromo-2-((dimethylamino)methyl)-5-hydroxy-1-phenyl-1H-indole-3-carboxylate and 5-bromo-2-(thiophene-2-carboxamido) benzoic acid as FabG inhibitors targeting ESKAPE pathogens

Our previous studies on FabG have identified two compounds 5-bromo-2-(thiophene-2-carboxamido) benzoic acid (A) and ethyl 6-bromo-2-((dimethylamino)methyl)-5-hydroxy-1-phenyl-1H-indole-3-carboxylate(B) as best hits with allosteric mode of inhibition. FabG is an integral part of bacterial fatty acid biosynthetic system FAS II shown to be an essential gene in most ESKAPE Pathogens. The current work is focussed on lead expansion of these two hit molecules which ended up with forty-three analogues (twenty-nine analogues from lead compound A and fourteen compounds from lead compound B). The enzyme inhibition studies revealed that compound 15 (effective against EcFabG, AbFabG, StFabG, MtFabG1) and 19 (inhibiting EcFabG and StFabG) had potency of broad-spectrum inhibition on FabG panel.

Synthetic method 3 and 5 - dichlorobenzoyl chloride

3-dichlorophthaloyl chloride is reacted under the action of a fibrous silica/ppd nano-particle catalyst to prepare the 5 -dichlorobenzoyl chloride, 5 - 5 -dichlorobenzoyl chloride is obtained 3. Therein, the reaction comprises the step of digesting a partial product while supplementing 5 - chloroisophthaloyl chloride. To the invention, a continuous production process is adopted, and a fibrous silica/ppd nano particle catalyst which is high in activity and resistant to use is compounded, raw materials are added while steaming the product, and the content and yield of the product 1, 3 and 5 - trichlorobenzene are reduced on the one hand. The synthesis method 3, 5 -dichlorobenzoyl chloride is high in production efficiency, good in economic benefit, low in cost, green and environment-friendly, and is particularly suitable for industrial production.

Staphylococcus aureus rnpa inhibitors: Computational-guided design, synthesis and initial biological evaluation

Antibiotic resistance is spreading worldwide and it has become one of the most important issues in modern medicine. In this context, the bacterial RNA degradation and processing machinery are essential processes for bacterial viability that may be exploited for antimicrobial therapy. In Staphylococcus aureus, RnpA has been hypothesized to be one of the main players in these mech-anisms. S. aureus RnpA is able to modulate mRNA degradation and complex with a ribozyme (rnpB), facilitating ptRNA maturation. Corresponding small molecule screening campaigns have recently identified a few classes of RnpA inhibitors, and their structure activity relationship (SAR) has only been partially explored. Accordingly, in the present work, using computational modeling of S. aureus RnpA we identified putative crucial interactions of known RnpA inhibitors, and we used this information to design, synthesize, and biologically assess new potential RnpA inhibitors. The present results may be beneficial for the overall knowledge about RnpA inhibitors belonging to both RNPA2000-like thiosemicarbazides and JC-like piperidine carboxamides molecular classes. We evaluated the importance of the different key moieties, such as the dichlorophenyl and the piperidine of JC2, and the semithiocarbazide, the furan, and the i-propylphenyl ring of RNPA2000. Our efforts could provide a foundation for further computational-guided investigations.