50375-04-7

Basic information

• Product Name: Benzene, 1,5-dichloro-2,4-dimethoxy-
• CAS NO: 50375-04-7
• Molecular Formula: C8H8Cl2O2
• Molecular Weight: 207.056
• Mol File: 50375-04-7.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: Benzene, 1,5-dichloro-2,4-dimethoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,5-dichloro-2,4-dimethoxy-(50375-04-7)
• EPA Substance Registry System: Benzene, 1,5-dichloro-2,4-dimethoxy-(50375-04-7)

Safety Data

• Hazardous Substances Data: 50375-04-7(Hazardous Substances Data)

Upstream product

• 7051-13-0 1-chloro-2,4-dimethoxybenzene 
• 98446-49-2 2,4-dichloro-5-methoxyaniline 
• 287175-08-0 2,6-dichloro-3,5-dimethoxy benzaldehyde 
• 30090-87-0 bis-(2,4-dimethoxyphenyl) sulphide 
• 151-10-0 1,3-Dimethoxybenzene 
• 18113-13-8 2,4-dichloro-5-methoxyphenol 
• 74-88-4 methyl iodide 
• 7791-25-5 sulfuryl dichloride 
• 60-29-7 diethyl ether 
• 7637-07-2 boron trifluoride 
• 109-63-7 trifluoroborane diethyl ether 
• 6130-75-2 2,4,5-trichloroanisole 
• 621-42-1 meta-hydroxyacetanilide 
• 109-72-8 n-butyllithium 

Downstream Products

• 497224-60-9 1,5-dichloro-3-iodo-2,4-dimethoxybenzene 
• 287175-14-8 (2,6-dichloro-3,5-dimethoxy-phenyl)-o-tolyl-methanone 
• 163163-10-8 (o-tolyl)-(3,5-dimethoxy-phenyl)-methanone 
• 153478-14-9 2,4-dichloro-1,5-dimethoxy-3-methylbenzene 
• 287175-08-0 2,6-dichloro-3,5-dimethoxy benzaldehyde 

Relevant articles and documents

A proposed standard sample for nuclear overhauser effect measurements

A standard sample for the measurement of proton-proton nuclear Overhauser effects (NOE) is proposed. 1,5-Dichloro-2,4-dimethoxybenzene (DCDMB) shows an essentially full (50%) enhancement of the proton H-3 when the protons of the flanking methoxyl groups a

Aromatic Halogenation Using N-Halosuccinimide and PhSSiMe3 or PhSSPh

We developed a mild aromatic halogenation reaction using a combination of N-halosuccinimide and PhSSiMe3 or PhSSPh. Less reactive aromatic compounds, such as methyl 4-methoxybenzoate, were brominated with PhSSiMe3 or PhSSPh and N-bromosuccinimide in high yields. No reaction was observed in the absence of PhSSiMe3 or PhSSPh. This method is also applicable to chlorination reactions using N-chlorosuccinimide and PhSSPh.

Solvent choice and kinetic isotope effects (KIEs) dramatically alter regioselectivity in the directed ortho metalation (DoM) of 1,5-dichloro-2,4-dimethoxybenzene

The regioselective formation of the 6-lithio derivative of 1,5-dichloro-2,4-dimethoxybenzene (i.e., 12) by directed ortho metalation (DoM) with nBuLi in THF is described. Although literature reports suggest direct deprotonation at C6, a series of time-course and labelling studies has revealed that deprotonation rather occurs exclusively at C3 followed by isomerization of the anion to C6. By contrast, when DoM was performed in Et 2O, deprotonation again occurred selectively at C3, but now no isomerization occurs, and electrophilic capture produces the regioisomer of that produced in THF. In these labeling studies, it has been found that deuterium has an enormous kinetic isotope effect (KIE) that suppresses not only the original DoM reaction at C3 when deuterium is present there, but also suppresses isomerization to C6 when the label is at that site. Remarkably, this "protectinggroup" role of the deuterium is unique to THF; in ether, full deprotonation of the deuterium at C3 was observed.