1989-53-3

Basic information

• Product Name: 2,6-Dimethoxybenzoyl chloride
• Synonyms: 2,6-DIMETHOXYBENZOYL CHLORIDE;AKOS BBS-00003917;2,6-dimethoxy-benzoylchlorid;2,6-DIMETHOXYBENZOYL CHLORIDE, TECH., 80%;2,6-Dimethoxybenzoyl chloride, 98+%;Benzoyl chloride, 2,6-dimethoxy-;2,6-Dimethoxybenzoic acid chloride;2,6-Dimethoxybenzoyl chloride,95%
• CAS NO: 1989-53-3
• Molecular Formula: C₉H₉ClO₃
• Molecular Weight: 200.62
• EINECS: 217-868-3
• Product Categories: Acid Halides;Carbonyl Compounds;Organic Building Blocks;Acid Halides;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 1989-53-3.mol
• Article Data: 36

Chemical Properties

• Melting Point: 64-66 °C(lit.)
• Boiling Point: 306.7 °C at 760 mmHg
• Flash Point: 134.1 °C
• Appearance: /
• Density: 1.224 g/cm³
• Vapor Pressure: 0.000757mmHg at 25°C
• Refractive Index: 1.52
• Sensitive: Moisture Sensitive
• BRN: 881245
• CAS DataBase Reference: 2,6-Dimethoxybenzoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dimethoxybenzoyl chloride(1989-53-3)
• EPA Substance Registry System: 2,6-Dimethoxybenzoyl chloride(1989-53-3)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 1989-53-3(Hazardous Substances Data)

Usage

Description

2,6-Dimethoxybenzoyl chloride is an organic compound characterized by its white to beige crystalline powder or chunk form. It is a derivative of benzoic acid with two methoxy groups at the 2nd and 6th positions, and a chlorine atom attached to the carbonyl group. This chemical structure endows it with specific reactivity and properties that make it suitable for various applications in different industries.

Uses

Used in Pharmaceutical Industry:
2,6-Dimethoxybenzoyl chloride is used as an intermediate in the synthesis of various pharmaceutical compounds. Its chemical properties allow it to be a key component in the preparation of drugs with specific therapeutic applications.
Used in Chemical Synthesis:
2,6-Dimethoxybenzoyl chloride is used as a reagent in the chemical synthesis of various organic compounds. Its unique structure facilitates specific reactions that are crucial in the production of target molecules.
Used in Research and Development:
In the field of research and development, 2,6-Dimethoxybenzoyl chloride is utilized for the synthesis of novel compounds with potential applications in various industries. Its versatility in chemical reactions makes it a valuable tool for scientists and researchers.
Specific Applications:
2,6-Dimethoxybenzoyl chloride has been specifically used in the preparation of the following compounds:
1. 2,6-dimethoxyphenylpenicillindidechloro 2,6-Dimethoxybenzoyl chloride may have potential applications in the pharmaceutical industry, possibly as an antibiotic or related therapeutic agent.
2. OO-dimethylpyoluteorin This molecule could be used in the development of new dyes, pigments, or other chemical products with specific properties.

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

Upstream product

• 1466-76-8 2-6-dimethoxybenzoic acid 
• 7719-09-7 thionyl chloride 
• 707-74-4 (trichloromethyl)mesitylene 

Downstream Products

• 69819-00-7 2,6-dimethoxy-N-(5-nitro-thiazol-2-yl)-benzamide 
• 51483-25-1 6α-(2,6-dimethoxy-benzoyloxy)-penicillanic acid benzyl ester 
• 41324-27-0 2,6-dimethoxy-N-(7-oxa-3-thia-1-aza-spiro[5.5]undec-1-en-2-yl)-benzamide 
• 1797-80-4 2.6-Dimethoxybenzoesaeure-(p-nitrophenylester) 
• 53083-15-1 2,6-Dimethoxy-benzoic acid 3-oxo-2-(2,4,6-trimethyl-phenyl)-3H-inden-1-yl ester 
• 69017-43-2 2,6-Dimethoxy-benzoic acid 2-(2,6-dichloro-phenyl)-3-oxo-3H-inden-1-yl ester 
• 60576-96-7 2,6-Dimethoxy-benzoic acid 2-dimethylamino-2-phenyl-ethyl ester 
• 31709-80-5 2,6-dimethoxybenzoyl cyanide 
• 51579-20-5 methyl N-(2,6-dimethoxybenzoyl)glycine ester 
• 6684-04-4 2.6-Dimethoxy-monothiobenzoesaeure-S-aethylester 
• 69421-92-7 N-{3-[(4-Chloro-phenyl)-methyl-amino]-2-hydroxy-propyl}-2,6-dimethoxy-benzamide 
• 30154-81-5 O-[6β-(2,6-dimethoxy-benzoylamino)-penicillanoyl]-N-furfurylidene-hydroxylamine 
• 60576-85-4 2,6-Dimethoxy-benzoic acid 2-dimethylamino-2-phenyl-butyl ester 
• 29787-01-7 2',6'-dimethoxy-2,4,6-trimethyl-benzophenone 

Relevant articles and documents

-

-

Two xanthones from roots of Cratoxylum formosanum

From the roots of Cratoxylum formosanum, two new xanthones, 2,7- dihydroxy-1,8-dimethoxyxanthone and 1,4,7-trihydroxy-8-methoxyxanthone, were isolated, in addition to seven known xanthones and two flavonoids. Among the xanthones, 1,4,7-trihydroxyxanthone was the first isolation from the natural sources. Structures were determined by spectral analyses.

Computational discovery, structural optimization and biological evaluation of novel inhibitors targeting transient receptor potential vanilloid type 3 (TRPV3)

Transient receptor potential vanilloid type 3 (TRPV3) is a Ca2+ permeable nonselective cation channel and expressed abundantly in skin keratinocytes. TRPV3 emerges as an attractive target for treatment of pruritic, inflammatory, pain and skin-related diseases. However, only a few reports of TRPV3 inhibitors exist at present besides some patents. Therefore, TRPV3 research has always been fraught with challenges. Through a combination of virtual screening and biological evaluation, compound P1 (10 μM) was identified as a top hit with 34.5% inhibitory effect on 2-APB (1 mM)-evoked currents of mTRPV3-WT. Further structural optimization provided the inhibitor PC5 with the best activity (IC50 = 2.63 ± 0.28 μM), and point mutation assays indicated that amino acids V629 and F633 are crucial for the binding of PC5 and TRPV3. In summary, these newly discovered inhibitors could serve as promising lead compounds for the development of TRPV3 inhibitors in the future.

Late-Stage β-C(sp3)-H Deuteration of Carboxylic Acids

Carboxylic acids are highly abundant in bioactive molecules. In this study, we describe the late-stage β-C(sp3)-H deuteration of free carboxylic acids. On the basis of the finding that C-H activation with our catalysts is reversible, the de-deuteration process was first optimized. The resulting method uses ethylenediamine-based ligands and can be used to achieve the desired deuteration when using a deuterated solvent. The reported method allows for the functionalization of a wide range of free carboxylic acids with diverse substitution patterns, as well as the late-stage deuteration of bioactive molecules and related frameworks and enables the functionalization of nonactivated methylene β-C(sp3)-H bonds for the first time.