27561-50-8

Usage

Uses

Used in Organic Synthesis:
1-bromo-2-(bromomethyl)-4-methylbenzene is used as an intermediate in organic synthesis for its unique properties and reactivity. It facilitates a range of chemical reactions, contributing to the formation of complex organic molecules.
Used in Chemical Research:
In the field of chemical research, 1-bromo-2-(bromomethyl)-4-methylbenzene serves as a valuable compound for studying the effects of bromine and methyl substitutions on the benzene ring. Its reactivity and properties provide insights into the behavior of similar aromatic compounds.
Used in Pharmaceutical Production:
1-bromo-2-(bromomethyl)-4-methylbenzene is utilized in the production of pharmaceuticals due to its ability to participate in various chemical reactions that lead to the synthesis of medicinal compounds. Its presence in the synthesis process can influence the drug's efficacy and properties.
Used in Agrochemical Production:
1-bromo-2-(bromomethyl)-4-methylbenzene also finds application in the production of agrochemicals, where it can be used to create active ingredients for pesticides, herbicides, and other agricultural products. Its role in these processes is crucial for enhancing crop protection and yield.

Upstream product

• 36583-13-8 3-methylbenzyl Co(III)(dmgH)2py 
• 7726-95-6 bromine 
• 727985-37-7 ?(2-bromo-5-methylphenyl)methanol 
• 2941-78-8 2-Amino-5-methylbenzoic acid 
• 90971-88-3 methyl 2-bromo-5-methylbenzoate 
• 620-13-3 1-bromomethyl-3-methyl-benzene 
• 75366-05-1 3-methylbicyclo<4.1.0>hepta-1,3,5-triene 
• 583-70-0 1-bromo-2,4-dimethylbenzene 

Downstream Products

• 1420532-42-8 2-(azidomethyl)-1-bromo-4-methyl benzene 
• 1420532-43-9 1-(2-bromo-5-methylbenzyl)-5-methyl-4-(trimethylsilyl)-1H-1,2,3-triazole 
• 1420532-44-0 1-(2-bromo-5-methylbenzyl)-5-methyl-1H-1,2,3-triazole 
• 1085539-03-2 (2-bromo-5-methylphenyl)acetonitrile 
• 203314-29-8 2-bromo-5-methylphenylacetic acid 

Relevant academic research and scientific papers

Formation of Benzo[ b ]Thiophenes by Electroreduction of Tert-Alkanecarbodithioates

The electroreduction of a 1:1-mixture of 2-bromobenzyl 2,2-dimethylpropanedithioate and 2-bromo-5-methylbenzyl 2,2-dimethylbutanedithioate led to a mixture of 2-Tert-butylbenzo[b]thiophene, 2-Tert-Amylbenzo[b]thiophene, 2-Tert-butyl-5-methylbenzo[b]thioph

Bimetal Cooperatively Catalyzed Arylalkynylation of Alkynylsilanes

An unprecedented Pd/Rh cooperatively catalyzed arylalkynylation of alkynylsilanes was developed to merge an alkynylidene moiety with benzosilacycle. These silaarenes possess a particular aggregation-induced emission behavior. Mechanistic investigations demonstrate that the relay trimetallic transmetalation plays a pivotal role in governing this transformation.

tBuOK-Promoted Cyclization of Imines with Aryl Halides

A transition-metal-free indole synthesis using radical coupling of 2-halotoluenes and imines via the later-stage C-N bond construction was reported for the first time. It includes an aminyl radical generation by C-H cleaving addition of 2-halotoluenes to imines via the carbanion radical relay and an intramolecular coupling of aryl halides with aminyl radicals. One standard condition can be used for all halides including F, Cl, Br, and I. No extra oxidant or transition metal is required.

Hydrazone-palladium catalyzed annulation of 1-allyl-2-bromobenzene derivatives with internal alkynes

Annulation of 1-allyl-2-bromobenzene derivatives with internal alkynes using a hydrazone-palladium catalyst system proceeded smoothly and gave the corresponding polysubstituted naphthalene derivatives in good to high yields.

AUTOTAXIN INHIBITORS COMPRISING A HETEROAROMATIC RING-BENZYL-AMIDE-CYCLE CORE

The present invention relates to novel compounds that are autotaxin inhibitors, processes for their preparation, pharmaceutical compositions and medicaments containing them and to their use in diseases and disorders mediated by autotaxin.

NEW CRTH2 ANTAGONISTS

The present invention relates to compounds of formula (I), to the process for preparing such compounds and to their use in the treatment of a pathological condition or disease susceptible to amelioration by CRTh2 antagonist activity.

Halogenation of benzyl- and (heteroaromatic methyl)cobaloximes: Direct competition between ring halogenation and cobalt-carbon bond cleavage

(4-Acetamidobenzyl)- and (4-(dimethylamino)benzyl)cobaloximes react rapidly with low concentrations of chlorine and bromine in acetic acid or chloroform at room temperature under nitrogen. Both ring-halogenated organometallic products and direct Co-C cleavage products are formed. However, (4-methoxybenzyl)cobaloxime forms 4-methoxy-2-halotoluene as the exclusive product. (3-Methylbenzyl)cobaloxime undergoes a substantial proportion of ring substitution by both Br2 and Cl2 in competition with the cleavage of the Co-C bond. (3-Methoxybenzyl)cobaloxime forms only the ring-substituted organometallic product. A remarkable difference in reactivity between 2- and 3-isomers of the (thienylmethyl)- and (furylmethyl)cobaloximes is observed; for example, Co-C cleavage is the primary process in furfuryl- and (2-thienylmethyl)cobaloximes whereas ring halogenation occurs much faster in the 3-isomer. The results are discussed in terms of a σ-π delocalization phenomenon by which the electronic effect of a substituent in the benzyl group is effectively transmitted to the Co-C bond reactivity. The substituent effect of the metallomethyl group -CH2Co(dmgH)2py is found to be more than that of the methoxy group. The mechanism of the Co-C cleavage is described.

Halogenolysis of Benzylcobaloximes

The reaction of substituted benzylcobaloximes p-RC6H4Co(dmgH)2-Py (R=OMe, NHCOCH3 and NMe2) and m-RC6H4CH2Co(dmgH)2Py (R=Me, OMe) with halogens (Cl2 and Br2) in chloroform under nitrogen forms ring substituted organic and organometallic products.

Regioselective Ring Opening in Substituted Benzocyclopropenes. An Alternative or Complementary Mechanism for Electrophilic Substitution Involving Attack at a ? Bond

2-Methylbenzocyclopropene (5) reacts with bromine, iodine, and HCl to give the m-xylenes 12a,c,d as the major products, whereas it reacts with silver nitrate in the presence of ethanol and aniline to give the o-xylenes 11e,f as the major products.Similarly, 3-methylbenzocyclopropene (10) gives mainly m-xylenes 14a,c,d with halogens and HCl and gives p-xylenes 13e,f with silver nitrate and ethanol or aniline.Cyclopropabenzocyclobutene (15) also gives different products with halogens and silver nitrate, but in this case HCl gives the same type of product as the silver ion.The difference in electrophilic behavior of 5, 10, and 15 toward the two types of reagents is suggested to arise from attack of the silver ion (and the proton in the case of 15) on the ? electrons of the cyclopropyl ring.