6981-15-3

Basic information

• Product Name: 2-chloro-5-methoxy-1,3-dimethylbenzene
• Synonyms: 2-Chloro-5-methoxy-1,3-dimethylbenzene; 4-Chloro-3,5-dimethylphenyl methyl ether; benzene, 2-chloro-5-methoxy-1,3-dimethyl-
• CAS NO: 6981-15-3
• Molecular Formula: C₉H₁₁ClO
• Molecular Weight: 170.636
• Mol File: 6981-15-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 237.7°C at 760 mmHg
• Flash Point: 102.2°C
• Density: 1.08g/cm³
• Vapor Pressure: 0.068mmHg at 25°C
• Refractive Index: 1.513
• CAS DataBase Reference: 2-chloro-5-methoxy-1,3-dimethylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-5-methoxy-1,3-dimethylbenzene(6981-15-3)
• EPA Substance Registry System: 2-chloro-5-methoxy-1,3-dimethylbenzene(6981-15-3)

Safety Data

• Hazardous Substances Data: 6981-15-3(Hazardous Substances Data)

Upstream product

• 88-04-0 4-Chloro-3,5-dimethylphenol 
• 74-88-4 methyl iodide 
• 874-63-5 3,5-dimethylmethoxybenzene 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 88-04-0 4-Chloro-3,5-dimethylphenol 
• 408511-69-3 3-chloro-6-methoxy-2,4-dimethylacetophenone 
• 218800-28-3 1-bromomethyl-2-chloro-5-methoxy-3-methyl-benzene 
• 1157867-55-4 2-ethoxy-1-(4-methoxy-2,6-dimethylphenyl)naphthalene 
• 874-63-5 3,5-dimethylmethoxybenzene 
• 1290608-17-1 4-(2,6-dimethyl-4-methoxyphenyl)morpholine 
• 1396516-15-6 tert-butyl butyl(4-methoxy-2,6-dimethylbenzyl)carbamate 
• 34743-49-2 4-methoxy-2,6-dimethylaniline 
• 81322-67-0 3-chloro-6-hydroxy-2,4-dimethylbenzaldehyde 
• 1402010-69-8 2-(1-(benzyloxy)-3-phenylpropyl)-5-methoxy-1,3-dimethylbenzene 
• 1370356-18-5 N-(2,6-di-iso-propylphenyl)-4-methoxy-2,6-dimethylaniline 
• 108125-21-9 (4-methoxy-2,6-dimethylphenyl)(phenyl)sulfane 
• 1273318-09-4 N-(4-methoxy-2,6-dimethylbenzyl)-2,4,6-trimethylbenzenesulfonamide 
• 1252933-77-9 N-(4-methoxy-2,6-dimethylbenzyl)benzamide 

Relevant articles and documents

Electrophilic aryl-halogenation using N-halosuccinimides under ball-milling

We report here a methodology of chemo- and regio-selective aryl bromination and iodination using respective N-halosuccinimides at room temperature in the absence of any solvents, catalyst/additives under ball-milling condition. However, for chlorination ceric ammonium nitrate was used as additive. The coupled product succinimide, produced from the reactions, was recycled via regeneration of NBS. This methodology works with the electron-donor substituted or unsubstituted arenes.

Synthesis of deuterated benzopyran derivatives as selective COX-2 inhibitors with improved pharmacokinetic properties

We designed a series of specifically deuterated benzopyran analogues as new COX-2 inhibitors with the aim of improving their pharmacokinetic properties. As expected, the deuterated compounds retained potency and selectivity for COX-2. The new molecules possess improved pharmacokinetic profiles in rats compared to their nondeuterated congeners. Most importantly, the new compounds showed pharmacodynamic efficacy in several murine models of inflammation and pain. The benzopyran derivatives were separated into their enantiomers, and the activity was found to reside with the S-isomers. To streamline the synthesis of the desired S-isomers, an organocatalytic asymmetric domino oxa-Michael/aldol condensation reaction was developed for their preparation.

Analogs of 4-(3-bromo-8-methyl-10-methoxy-6,11-dihydro-5H- benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)-1-(4-pyridinylacetyl)piperidine N- oxide as inhibitors of farnesyl protein transferase

A series of 3-substituted analogs 3 of 4-(3-bromo-8-methyl-10-methoxy- 6,11-dihydro-5H-benzo[5,6]-cyclohepta[1,2b]pyridin-11-yl)-1-(4- pyridinylacetyl)piperidine N-oxide 2 was prepared and evaluated as FPT inhibitors. The objective of this study was to identify other substituents at C3 in this series of FPT inhibitors that would have the FPT potency enhancement similar to that found for a C3 bromo substituent. The 3-methyl analog 17b was found to be tenfold less active than 2, and other C3 substituents having more steric bulk were found to cause a further reduction in activity.