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

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 
• 137-19-9 4,6-Dichlororesorcinol 
• 77-78-1 dimethyl sulfate 
• 18113-13-8 2,4-dichloro-5-methoxyphenol 
• 74-88-4 methyl iodide 
• 7791-25-5 sulfuryl dichloride 
• 151-10-0 1,3-Dimethoxybenzene 
• 98446-49-2 2,4-dichloro-5-methoxyaniline 
• 186581-53-3 diazomethane 
• 109-72-8 n-butyllithium 
• 13444-90-1 Nitryl chloride 
• 621-42-1 meta-hydroxyacetanilide 
• 67669-19-6 N-(2,4-dichloro-5-hydroxyphenyl)acetamide 
• 65182-98-1 N-(2,4-dichloro-5-methoxybenzene)acetamide 

Downstream Products

• 287175-08-0 2,6-dichloro-3,5-dimethoxy benzaldehyde 
• 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 
• 150-19-6 O-methylresorcine 

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

Oxidative Photochlorination of Electron-Rich Arenes via in situ Bromination

Electron-rich arenes are oxidatively photochlorinated in the presence of catalytic amounts of bromide ions, visible light, and 4CzIPN as organic photoredox catalyst. The substrates are brominated in situ in a first photoredox-catalyzed oxidation step, followed by a photocatalyzed ipso-chlorination, yielding the target compounds in high ortho/para regioselectivity. Dioxygen serves as a green and convenient terminal oxidant. The use of aqueous hydrochloric acid as the chloride source reduces the amount of saline by-products.

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.

Pyrazolo [3,4 - the b] pyridine and [...] composition preparation method and use of (by machine translation)

The present invention provides a pyrazolo [3,4 - the b] pyridine and [...] compound of preparation and use, in particular, the present invention provides a following formula (I) compounds are shown, wherein the definition of each group as described in the specification. The compounds of the invention has excellent tyrosine kinase inhibiting activity, so can be used for preparing a series of treating diseases associated with the tyrosine kinase activity of the drug. (by machine translation)

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.

Metal and H2O2 free aerobic oxidative aromatic halogenation with [RNH3+] [NO3-]/HX and [BMIM(SO3H)][NO3)x(X)y] (X = Br, Cl) as multifunctional ionic liquids

Novel multifunctional ionic liquids (ILs) are generated by addition of HBr or HCl to alkylammonium nitrates ([RNH3+] [NO 3-]) and to 3-methyl-1-(butyl-4-sulfonyl)imidazolium nitrate ([BMIM(SO3H)][NO3]). The resulting [RNH 3+] [NO3-]/HX and mono (3-methyl-1-(butyl-4-sulfonyl)imidazolium) monohalogenide mononitrate ([BMIM(SO3H)][NO3)x(X)y] (X = Br, Cl)) systems act as solvent and promoter for aerobic oxidative halogenation of arenes under mild conditions in high yields that can be repeated over several cycles.

Bronsted acidic ionic liquid accelerated halogenation of organic compounds with N-halosuccinimides (NXS)

The Bronsted-Acidic ionic liquid 1-methyl-3-(4-sulfobutyl) imidazolium triflate [BMIM(SO3H)][OTf] was demonstrated to act efficiently as solvent and catalyst for the halogenation of activated organic compounds with N-halosuccinimides (NXS) under mild conditions with short reaction times. Methyl aryl ketones were converted into a-halo and a,a-dihaloketones, depending on the quantity of NXS used. Ketones with activated aromatic rings were selectively halogenated, however in some cases mixtures of a-halogenated ketone and ring-halogenated ketones were obtained. Activated aromatics were regioselectively ring halogenated to give mono- and dihalo-substituted products. The [BMIM(SO3H)][OTf] ionic liquid (IL-A) was successfully reused eight times in a representative monohalogenation reaction with no noticeable decrease in efficiency. An effective halogenation scale-up in this IL is also presented. The reactivity trend and the observed chemo- and regioselectiivities point to an ET process in these IL-promoted halofunctionalization reactions.

Halogenated volatiles from the fungus Geniculosporium and the actinomycete Streptomyces chartreusis

Two unidentified chlorinated volatiles X and Y were detected in headspace extracts of the fungus Geniculosporium. Their mass spectra pointed to the structures of a chlorodimethoxybenzene for X and a dichlorodimethoxybenzene for Y. The mass spectra of some constitutional isomers for X and Y were included in our databases and proved to be very similar, thus preventing a full structural assignment. For unambiguous structure elucidation all possible constitutional isomers for X and Y were obtained by synthesis or from commercial suppliers. Comparison of mass spectra and GC retention times rigorously established the structures of the two chlorinated volatiles. Chlorinated volatiles are not very widespread, but brominated or even iodinated volatiles are even more rare. Surprisingly, headspace extracts from Streptomyces chartreusis contained methyl 2-iodobenzoate, a new natural product that adds to the small family of iodinated natural products.

Regioselective copper-catalyzed chlorination and bromination of arenes with O2 as the oxidant

Electron-rich aromatic C-H bonds undergo regioselective chlorination and bromination in the presence of CuX2, LiX (X = Cl, Br) and molecular oxygen. Preliminary mechanistic insights suggest that the bromination and chlorination reactions proceed by different pathways.

Selective halogenation of aromatics by dimethyldioxirane and halogen ions

The oxidation of halogen anions by dimethyldioxirane (DMD) produced reactive species which led, in acidic media, to the halogenation of activated aromatic rings. The reaction can be efficiently controlled to obtain selective and mixed halogenated species.