14804-38-7

Usage

Chemical Properties

clear yellowish liquid

InChI:InChI=1/C9H11BrO/c1-6-4-8(10)5-7(2)9(6)11-3/h4-5H,1-3H3

Upstream product

• 1004-66-6 2-methoxy-1,3-dimethylbenzene 
• 39785-37-0 4-amino-2,6-dimethylanisole 
• 2374-05-2 4-bromo-2,6-dimethyl-phenol 
• 77-78-1 dimethyl sulfate 
• 576-26-1 2.6-dimethylphenol 
• 14804-31-0 2-methyl-4-bromoanisole 
• 7017-52-9 4-bromo-2-(chloromethyl)-1-methoxybenzene 
• 207115-22-8 4-bromo-2-iodophenol 
• 106-41-2 4-bromo-phenol 
• 98273-59-7 4-bromo-2-iodo-anisole 
• 616-38-6 carbonic acid dimethyl ester 
• 74-88-4 methyl iodide 
• 14804-39-8 2,6-dimethyl-4-nitroanisole 
• 2423-71-4 2,6-dimethyl-4-nitro phenol 

Downstream Products

• 10181-98-3 5-(2,6-dimethyl-phenoxy)-2-methoxy-1,3-dimethyl-benzene 
• 3698-40-6 4-hydroxy-3,5,2',6'-tetramethyldiphenyl ether 
• 40843-44-5 4(4-chloro-3,5-dimethyl-phenoxy)-2,6-dimethyl-anisole 
• 125188-15-0 1-acetyl-4-(4-methoxy-3,5-dimethylphenyl)piperidin-4-ol 
• 122977-45-1 bis(3,5-dimethyl-4-methoxyphenyl)phospine oxide 
• 118249-11-9 5-bromo-1,3-bis(bromomethyl)-2-methoxybenzene 
• 77896-04-9 2,4'-dimethoxy-3',5'-dimethyldiphenyl ether 
• 108125-20-8 (4-Methoxy-3,5-dimethyl-phenyl)-phenyl-sulfid 
• 191029-05-7 1,1-Bis-(4-methoxy-3,5-dimethyl-phenyl)-ethanol 
• 222839-16-9 4-diethylphosphono-2,6-dimethylanisole 
• 16271-22-0 4,4'-Dimethoxy-3,3',5,5'-tetramethyldiphenylmethane 
• 136802-85-2 bis(3,5-dimethyl-4-methoxy-phenyl)chlorophosphine 
• 95871-28-6 1,1-Bis(4-methoxy-3,5-dimethylphenyl)-1-phenylmethane 
• 92190-72-2 (4-Hydroxy-3,5-dimethyl-phenyl)-phenyl-sulfon 

Relevant academic research and scientific papers

Pd-Catalyzed ipso, meta-Dimethylation of ortho-Substituted Iodoarenes via a Base-Controlled C-H Activation Cascade with Dimethyl Carbonate as the Methyl Source

A methyl group can have a profound impact on the pharmacological properties of organic molecules. Hence, developing methylation methods and methylating reagents is essential in medicinal chemistry. We report a palladium-catalyzed dimethylation reaction of ortho-substituted iodoarenes using dimethyl carbonate as a methyl source. In the presence of K2CO3 as a base, iodoarenes are dimethylated at the ipso- and meta-positions of the iodo group, which represents a novel strategy for meta-C-H methylation. With KOAc as the base, subsequent oxidative C(sp3)-H/C(sp3)-H coupling occurs; in this case, the overall transformation achieves triple C-H activation to form three new C-C bonds. These reactions allow expedient access to 2,6-dimethylated phenols, 2,3-dihydrobenzofurans, and indanes, which are ubiquitous structural motifs and essential synthetic intermediates of biologically and pharmacologically active compounds.

High-affinity disaccharide binding by tricyclic synthetic lectins

Stay flexible: Rigid preorganization is not always the best approach to molecular recognition. Unlike previous synthetic lectins, new receptors (see picture) were synthesized that possess conformational freedom which allows hydrophobically driven collapse

Seeking passe-partout in the catalytic asymmetric aziridination of imines: Evolving toward substrate generality for a single chemzyme

The asymmetric catalytic aziridination reaction (AZ reaction) of imines derived from dianisylmethyl (DAM) amine and tetra-methyldianisylmethyl (MEDAM) amine were examined with boroxinate catalysts prepared from both the VANOL and VAPOL ligands. This included an evaluation of different protocols for the preparation of the catalyst. The AZ reaction of DAM and MEDAM imines prepared from nine different aryl and aliphatic aldehydes were examined. The MEDAM imines were superior to the DAM imines in the AZ reaction, giving much higher asymmetric inductions and higher overall yields of aziridines. The MEDAM imines were found to also be superior to the previously studied diphenylmethyl (benzhydryl or Bh) and tetra-tert-butyldianisylmethyl (BUDAM) imines especially for imines derived from aliphatic aldehydes. The average asymmetric induction over the nine different MEDAM imines studied was 97% ee with the VAPOL catalyst and 96% ee with the VANOL catalyst. The MEDAM imines can be deprotected to give N-H aziridines in all cases except for some electron-rich aryl aldehydes. The MEDAM imines are much more reactive than benzhydryl imines, and this was most evident when a diazoacetate ester is replaced by a diazoacetamide. The less reactive diazoacetamides give very low yields in their reactions with benzhydryl imines but high yields with MEDAM imines.

Ionic liquid promoted regioselective monobromination of aromatic substrates with N-bromosuccinimide

Aromatic substrates were monobrominated regioselectively with NBS in the ionic liquid 1,3-di-n-butylimidazolium tetrafluoroborate [bbim]BF4 in 5 min at 28°C in excellent isolated yields (80-98%) in the absence of a catalyst.

Naphthalene derivatives, their production and use

A composition containing a compound of the formula: wherein A is a nitrogen-containing heterocyclic group which may be substituted, R1 is a hydrogen atom, hydrocarbon group which may be substituted, or monocyclic aromatic heterocyclic group which may be substituted, R2 is a hydrogen atom or a lower alkyl group which may be substituted, R3, R4, R5, R6, R7, R8 and R9 are independently a hydrogen atom, a hydrocarbon group which may be substituted, a hydroxy group which may be substituted, a thiol group which may be substituted, an amino group which may be substituted, an acyl group or a halogen atom, a salt thereof or a prodrug thereof has steroid C17,20-lyase inhibitory activity, and is useful for preventing and treating for example, primary cancer of malignant tumor, its metastasis and recurrence thereof.

Synthesis of new atropisomeric bisphosphine ligands bearing chiral phospholane and their use in asymmetric hydrogenation

Novel chiral bisphosphine ligands bearing (2S,5S)-dimethylphospholano group on a chiral biphenyl back-bone were designed and prepared. Asymmetric hydrogenations of a ketone and an olefin with the rhodium(I) complex catalysts prepared in situ from [Rh(COD)

Environment friendly regiospecific bromination of aromatic ethers by N- bromosuccinimide in presence of montmorillonite

Reaction of methoxybenzenes and naphthalenes with N-bromosuccinimide in presence of montmorillonite clay (K10) affords excellent yields of regiospecifically brominated products under mild conditions in the absence of solvent.

Kaolin-assisted Aromatic Chlorination and Bromination

Moist kaolin catalyses the regioselective and high-yielding chlorination and bromination of C6H5OR (R = C1-C8 alkyl. Bu1, allyl, cyclohexyl, benzyl) to 4-XC6H4OR (X = Cl and Br, respectively) with NaCl02 and Mn(acac)3 in CH2Cl2 in the absence and presence of NaBr, respectively, under mild and neutral conditions.

Nuclear monobromination of alkyl phenyl ethers with NaClO2, NaBr, Mn(acac)3, and moist silica gel in aprotic solvent

Nuclear monobromination of aromatic ethers can be achieved with a NaClO2/NaBr/Mn(acac)3 catalyst/silica gel system in dichloromethane in regioselective and high-yielding manner under mild conditions.

Anti-aids piperazines

The present invention includes diaromatic substituted heterocyclic compounds (III) STR1 which are useful in treating individuals infected with the HIV virus. The invention includes certain previously generically disclosed anti-AIDS piperazinyl compounds (V) and a method of treating HIV infected individuals with the indoles of formula (V) and the anti-AIDS amines (X).