17213-57-9

Basic information

• Product Name: 3,5-DIMETHOXYBENZOYL CHLORIDE
• Synonyms: 3,5-DIMETHOXYBENZOYL CHLORIDE;AKOS 91393;LABOTEST-BB LTBB000778;TIMTEC-BB SBB009969;Benzoyl chloride, 3,5-dimethoxy-;3,5-Dimethoxybenzoyl chloride, ca. 92%;3,5-Dimethoxybenzoic acid chloride;3,5-Dimethoxybenzoyl chloride 97%
• CAS NO: 17213-57-9
• Molecular Formula: C₉H₉ClO₃
• Molecular Weight: 200.62
• EINECS: 241-256-5
• Product Categories: Aromatic Halides (substituted);Building Blocks for Dendrimers;Functional Materials;Acid Halides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 17213-57-9.mol
• Article Data: 67

Chemical Properties

• Melting Point: 43-46 °C(lit.)
• Boiling Point: 157-158 °C16 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: off-white to light brown crystalline powder
• Density: 1.2799 (rough estimate)
• Vapor Pressure: 0.00296mmHg at 25°C
• Refractive Index: 1.5230 (estimate)
• Water Solubility: It hydrolyzes in water.
• Sensitive: Moisture Sensitive
• BRN: 511839
• CAS DataBase Reference: 3,5-DIMETHOXYBENZOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DIMETHOXYBENZOYL CHLORIDE(17213-57-9)
• EPA Substance Registry System: 3,5-DIMETHOXYBENZOYL CHLORIDE(17213-57-9)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• F: 10-19-21
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 17213-57-9(Hazardous Substances Data)

Usage

Description

3,5-Dimethoxybenzoyl chloride is an organic compound characterized by its off-white to light brown crystalline powder appearance. It is known for undergoing addition reactions, particularly with 4,4-dimethyl-2-pentyne in the presence of AlCl3 via a 1,2-methyl shift. 3,5-DIMETHOXYBENZOYL CHLORIDE is utilized as a chemical and organic intermediate, playing a significant role in various chemical reactions and processes.

Uses

Used in Chemical Research:
3,5-Dimethoxybenzoyl chloride is used as a chemical and organic intermediate for studying the mechanism and kinetics of solvolysis of 3,4and 3,5-dimethoxybenzoyl chlorides in various binary solvents. This application aids in understanding the behavior of these compounds in different solvent environments, which is crucial for optimizing reaction conditions and enhancing the efficiency of chemical processes.
Used in Organic Synthesis:
3,5-Dimethoxybenzoyl chloride is employed as a key intermediate in organic synthesis, particularly in the formation of various organic compounds through addition reactions. The 1,2-methyl shift reaction with 4,4-dimethyl-2-pentyne in the presence of AlCl3 is an example of how this compound can be used to create new organic molecules with potential applications in various industries.
Used in Pharmaceutical Industry:
As a chemical intermediate, 3,5-dimethoxybenzoyl chloride may also find applications in the pharmaceutical industry. It can be used in the synthesis of various drug molecules, contributing to the development of new medications and therapies.
Used in Material Science:
The compound's ability to undergo addition reactions and its properties as a chemical intermediate make it a valuable component in material science. It can be utilized in the development of new materials with specific properties, such as improved stability, reactivity, or functionality, which can be applied in various industrial applications.

InChI:InChI=1/C9H9ClO3/c1-12-7-3-6(9(10)11)4-8(5-7)13-2/h3-5H,1-2H3

Upstream product

• 1132-21-4 3,5-dimethoxybenzoic acid 
• 60319-09-7 3,5-dimethoxyphenyl trifluoromethanesulfonate 
• 141-75-3 butyryl chloride 
• 2150-37-0 methyl 3,5-dimethoxybenzoate 
• 115377-62-3 1-benzyl-4-amino-1H-imidazole-5-carboxamide 
• 54132-76-2 3,5-dimethoxyphenyl isocyanate 
• 51707-38-1 3,5-dimethoxy-benzoic acid hydrazide 
• 75996-26-8 azido(3,5-dimethoxyphenyl)methanone 
• 17275-82-0 ethyl 3,5-dimethoxybenzoate 
• 99-10-5 3,5-Dihydroxybenzoic acid 

Downstream Products

• 39151-19-4 1-(3,5-dimethoxyphenyl)ethan-1-one 
• 17213-59-1 2-diazo-1-(3,5-dimethoxyphenyl)ethanone 
• 92582-46-2 2-(3,5-dimethoxy-benzoyl)-3-oxo-butyric acid ethyl ester 
• 53250-55-8 2,4,6,3',5'-tetramethoxybenzophenone 
• 116496-27-6 3,4,3',5'-tetramethoxy-benzophenone 
• 17275-82-0 ethyl 3,5-dimethoxybenzoate 
• 5333-29-9 1-(3,5-dimethoxy-phenyl)-pentan-1-one 
• 87282-04-0 3,5-dimethoxy-N-phenylbenzamide 
• 116496-25-4 2,4,3',5'-tetramethoxy-benzophenone 
• 41497-31-8 3,5-dimethoxyphenyl ethyl ketone 
• 7311-34-4 3,5-dimethoxybenzaldehdye 
• 17213-58-0 3,5-dimethoxybenzamide 
• 63484-23-1 2-{4'-[2-(3,5-Dimethoxy-benzoylamino)-ethyl]-biphenyl-4-yloxy}-2-methyl-propionic acid ethyl ester 
• 92019-79-9 N,N-Bis<2-chlor-aethyl>-3,5-dimethoxy-benzamid 

Relevant articles and documents

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Palladium-Catalyzed Chlorocarbonylation of Aryl (Pseudo)Halides Through In Situ Generation of Carbon Monoxide

An efficient palladium-catalyzed chlorocarbonylation of aryl (pseudo)halides that gives access to a wide range of carboxylic acid derivatives has been developed. The use of butyryl chloride as a combined CO and Cl source eludes the need for toxic, gaseous carbon monoxide, thus facilitating the synthesis of high-value products from readily available aryl (pseudo)halides. The combination of palladium(0), Xantphos, and an amine base is essential to promote this broadly applicable catalytic reaction. Overall, this reaction provides access to a great variety of carbonyl-containing products through in situ transformation of the generated aroyl chloride. Combined experimental and computational studies support a reaction mechanism involving in situ generation of CO.

Wavelength-Orthogonal Photocleavable Monochromophoric Linker for Sequential Release of Two Different Substrates

A wavelength-orthogonal photocleavable monochromophoric linker was developed that is based on a 3-acetyl-9-ethyl-6-methylcarbazole (AEMC) moiety substituted at both the phenacyl and benzylic positions with different carboxylic acids. The different carboxylic acids were released sequentially upon irradiation with light of λ ≥ 365 nm and λ ≥ 290 nm, respectively.