21900-46-9

Basic information

• Product Name: 2,3-Dimethylbenzene-1-carbonyl chloride
• Synonyms: 2,3-DIMETHYLBENZENE-1-CARBONYL CHLORIDE;Benzoyl chloride, 2,3-dimethyl- (6CI,7CI,8CI,9CI);2,3-diMethyl chloride
• CAS NO: 21900-46-9
• Molecular Formula: C₉H₉ClO
• Molecular Weight: 168.62
• Product Categories: ACIDHALIDE
• Mol File: 21900-46-9.mol
• Article Data: 26

Chemical Properties

• Melting Point: 2°C
• Boiling Point: 122 °C
• Flash Point: 122-124°C
• Appearance: /
• Density: 1.136 g/cm³
• Vapor Pressure: 0.0285mmHg at 25°C
• Refractive Index: 1.5550
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: 2,3-Dimethylbenzene-1-carbonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dimethylbenzene-1-carbonyl chloride(21900-46-9)
• EPA Substance Registry System: 2,3-Dimethylbenzene-1-carbonyl chloride(21900-46-9)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-36
• Safety Statements: 26-36/37/39-45
• RIDADR: 3265
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 21900-46-9(Hazardous Substances Data)

Usage

General Description

2,3-Dimethylbenzene-1-carbonyl chloride, also known as 2,3-Xylidoyl chloride, is a chemical compound with the formula C9H9ClO. It is a colorless, oily liquid with a pungent odor and is highly reactive. 2,3-Dimethylbenzene-1-carbonyl chloride is used in the production of pharmaceuticals, dyes, and other organic chemicals. It is also a valuable intermediate in the synthesis of various organic compounds. 2,3-Dimethylbenzene-1-carbonyl chloride is considered hazardous and must be handled with care, as it can cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C9H9ClO/c1-6-4-3-5-8(7(6)2)9(10)11/h3-5H,1-2H3

Upstream product

• 603-79-2 2,3-dimethylbenzoic acid 
• 5724-56-1 2,3-dimethylbenzonitrile 
• 5580-34-7 2,3-dimethylbenzamide 
• 87-59-2 2,3-Dimethylaniline 
• 576-23-8 2,3-dimethylbromobenzene 

Downstream Products

• 2142-71-4 1-(2,3-dimethyl-phenyl)-ethanone 
• 93151-40-7 2,3-dimethyl-benzoic acid-(2-diethylamino-ethylamide) 
• 101088-60-2 cyclohex-1-enyl-(2,3-dimethyl-phenyl)-ketone 
• 105337-79-9 (2,3-Dimethyl-phenyl)-essigsaeure-ethylester 
• 149653-75-8 (S)-N-(1-azabicyclo[2.2.2]oct-3-yl)-2,3-dimethylbenzamide 
• 108656-29-7 (4S,5R)-N-(2,3-dimethylbenzoyl)-4-fluoromethyl-5-<4-(methylsulphonyl)phenyl>-2-oxazolidinone 
• 138867-04-6 1-N,N-Dimethylsulfamoyl-2-(tert-butyldimethylsilyl)-5-(2,3-dimethylbenzoyl)imidazole 
• 105364-95-2 1-(2,3-dimethylphenyl)-3-trimethylsilyl-2-propyn-1-one 
• 2211-83-8 4-methyl-3H-isobenzofuran-1-one 
• 5779-93-1 2,3-dimethylbenzaldehyde 
• 223553-34-2 2,3-dimethyl-N-methylbenzamide 

Relevant articles and documents

Facile Synthesis of Alkylidene Phthalides by Rhodium-Catalyzed Domino C?H Acylation/Annulation of Benzamides with Aliphatic Carboxylic Acids

The Rh-catalyzed ortho-C(sp2)?H functionalization of 8-aminoquinoline-derived benzamides with aliphatic acyl fluorides generated in situ from the corresponding acids has been developed. This reaction initiated with 8-aminoquinoline-directed ortho-C(sp2)?H acylation, which was accompanied by subsequent intramolecular nucleophilic acyl substitution of amide group to produce alkylidene phthalides This approach exhibits high stereo-selectivity for Z-isomer products, and tolerates a variety of functional groups as well as aliphatic carboxylic acids with diverse structural scaffolds.

N-Heterocyclic Carbene Catalyzed Photoenolization/Diels–Alder Reaction of Acid Fluorides

The combination of light activation and N-heterocyclic carbene (NHC) organocatalysis has enabled the use of acid fluorides as substrates in a UVA-light-mediated photochemical transformation previously observed only with aromatic aldehydes and ketones. Stoichiometric studies and TD-DFT calculations support a mechanism involving the photoactivation of an ortho-toluoyl azolium intermediate, which exhibits “ketone-like” photochemical reactivity under UVA irradiation. Using this photo-NHC catalysis approach, a novel photoenolization/Diels–Alder (PEDA) process was developed that leads to diverse isochroman-1-one derivatives.

Co(II)/Cu(II)-cocatalyzed oxidative C-H/N-H functionalization of benzamides with ketones: A facile route to isoindolin-1-ones

A cobalt and copper catalyzed reaction protocol has been developed to achieve the oxidative C-H/N-H annulation of benzamides containing an 8-aminoquinoline moiety as the directing group with ketones. Structurally diverse isoindolin-1-ones were furnished by the reaction of various substituent benzamides with ketones.