50690-12-5

Basic information

• Product Name: 2-CHLORO-1-(2,4,6-TRIMETHYL-PHENYL)-ETHANONE
• Synonyms: 2-Chloro-1-mesitylethanone;Alpha-chloroaceto-mesitylene
• CAS NO: 50690-12-5
• Molecular Formula: C₁₁H₁₃ClO
• Molecular Weight: 196.68
• Mol File: 50690-12-5.mol
• Article Data: 6

Chemical Properties

• Melting Point: 62-63 °C
• Boiling Point: 292.7°C at 760 mmHg
• Flash Point: 157.8°C
• Appearance: /
• Density: 1.085g/cm³
• Vapor Pressure: 0.00181mmHg at 25°C
• Refractive Index: 1.525
• CAS DataBase Reference: 2-CHLORO-1-(2,4,6-TRIMETHYL-PHENYL)-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-1-(2,4,6-TRIMETHYL-PHENYL)-ETHANONE(50690-12-5)
• EPA Substance Registry System: 2-CHLORO-1-(2,4,6-TRIMETHYL-PHENYL)-ETHANONE(50690-12-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 50690-12-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 895, 1974 DOI: 10.1055/s-1974-23475

InChI:InChI=1/C11H13ClO/c1-7-4-8(2)11(9(3)5-7)10(13)6-12/h4-5H,6H2,1-3H3

Upstream product

• 1667-01-2 2,4,6-Trimethylacetophenone 
• 79-11-8 chloroacetic acid 
• 108-67-8 1,3,5-trimethyl-benzene 
• 79-04-9 chloroacetyl chloride 
• 182115-37-3 2-oxo-2H-chromen-7-yl chloroethanoate 
• 105738-24-7 7-chloroacetyloxy-4-methylcoumarin 

Downstream Products

• 859970-12-0 benzofuran-2-yl-mesityl ketone 
• 81529-60-4 4-(2,4,6-trimethylphenyl)thiazol-2-ylamine 
• 65782-65-2 2-benzothiazol-2-ylsulfanyl-1-(2,4,6-trimethyl-phenyl)-ethanone 
• 6682-69-5 5,7-dimethylindan-1-one 
• 1667-01-2 2,4,6-Trimethylacetophenone 
• 41841-19-4 methyl 2-mesitylacetate 
• 99376-43-9 1-(3-Chloro-2,4,6-trimethyl-phenyl)-ethanone 
• 99797-27-0 2,4,6-trimethylthiocyanatoacetophenone 
• 80707-10-4 2-chloro-1-(2,4,6-trimethylphenyl)ethanol 
• 58047-55-5 2-hydroxy-1-mesitylethan-1-one 
• 67159-32-4 N-(2-mesityl-2-oxoethyl)formamide 
• 4408-60-0 2-mesitylacetic acid 
• 78830-31-6 (E)-1,2-dimesitoylethene 

Relevant articles and documents

Synthetic process of 2,4,6-trimethyl benzoic acid

The invention discloses a synthetic process of 2,4,6-trimethyl benzoic acid; 2,4,6-trimethyl benzoic acid can be used as an intermediate for dyes, insecticides, medicines and photoinitiators, and can be used for synthesizing trimethyl benzoyl chloride, a hardening agent for polyepoxide and a photoinitiator for a polymer. The synthetic process successively includes an acylation reaction, a chloroform reaction and a hydrolysis reaction and includes the following steps: (1), acylation reaction: taking sym-trimethylbenzene and chloroacethyl chloride as acylation raw materials, adopting an acylation catalyst, heating, filtering and acidifying the filtrate to prepare 2,4,6-trimethyl chloroacetophenone; (2), chloroform reaction: with the product obtained in the step (1) and sodium hypochlorite as raw materials, adopting a quaternary ammonium salt as a phase transfer catalyst, heating, carrying out a reduction reaction to prepare 2,4,6-trimethyl benzoic acid; and (3), hydrolysis reaction: carrying out extraction liquid dividing, acid neutralization and re-crystallization of the product obtained in the step (2).

Friedel-Crafts acylation of aromatic compounds with carboxylic acids in the presence of P2O5/SiO2 under heterogeneous conditions

A convenient and efficient procedure for the Friedel-Crafts acylation of aromatic compounds with carboxylic acids in the presence of P2O5/SiO2 is described. Both aromatic and aliphatic carboxylic acids reacted easily to afford the corresponding aromatic ketones. The use of non-toxic and inexpensive materials, simple and clean work-up, short reaction times and good yields of the products are the advantages of this method.

Intermolecular character of the Fris rearrangement in the series of acyloxycoumarins

In the study of the Fris rearrangement in the series of 7-and 4-acyloxycoumarins we obtained certain data indicating intermolecular character of the rearrangement. The Fris rearrangement of a mixture of 7-benzoyloxy-4-metylcoumarin and 7-acetoxycoumarin results in formation of four reaction products in approximately equal molar ratio. Also, four products were obtained in the Fris rearrangement of 7-and 4-acyloxycoumarins in the presence of hydroxycoumarins. The Fris rearrangement of acyloxycoumarins in the presence of m-xylene at acylcoumarin-m-xylene ratio of 1:6 leads to the corresponding hydroxycoumarins and acylated m-xylenes. Intermediate formation of acylium ions was also detected by evolution of carbon monooxide at the Fris rearrangement of 7-pyvaloyloxy-and 7-isobutyryloxy-4-methylcoumarins. A product of intermolecular migration, 3-acetyl-4-hydoxy-6-methylcoumarin, was discovered also in the rearrangement of 4-acetoxycoumarin in the presence of 4-hydoxy-6-methylcoumarin catalyzed by phosphorus oxychloride.