67104-71-6

Basic information

• Product Name: Benzene, 1-bromo-2-[(4-methylphenyl)methyl]-
• CAS NO: 67104-71-6
• Molecular Formula: C14H13Br
• Molecular Weight: 261.161
• Mol File: 67104-71-6.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Benzene, 1-bromo-2-[(4-methylphenyl)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-bromo-2-[(4-methylphenyl)methyl]-(67104-71-6)
• EPA Substance Registry System: Benzene, 1-bromo-2-[(4-methylphenyl)methyl]-(67104-71-6)

Safety Data

• Hazardous Substances Data: 67104-71-6(Hazardous Substances Data)

Upstream product

• 6630-33-7 ortho-bromobenzaldehyde 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 5720-05-8 4-methylphenylboronic acid 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 589-15-1 1-bromomethyl-4-bromobenzene 
• 98-80-6 phenylboronic acid 
• 158918-49-1 N’-(2-bromobenzylidene)-4-methylbenzenesulfonohydrazide 
• 106-38-7 para-bromotoluene 
• 1352918-95-6 N-((2-bromobenzyl)oxy)-N-methylacetamide 
• 108-88-3 toluene 
• 15106-88-4 di(p-tolyl)zinc 
• 624-31-7 4-tolyl iodide 
• 59142-66-4 (2-bromophenyl)(p-tolyl)methanol 
• 67104-64-7 2-bromophenyl(4-methylphenyl)methanone 

Downstream Products

• 5398-16-3 2-(4-methyl-benzyl)-benzoic acid 
• 67104-65-8 (2-Dichlorarsinophenyl)-(4-methylphenyl)-methan 
• 47135-83-1 6-(4′-methylphenyl)phenanthridine 
• 2523-39-9 3-methylfluorene 
• 620-83-7 1-methyl-4-(phenylmethyl)benzene 
• 1399813-74-1 2-{[2-(4-methylbenzyl)]phenyl}propene 
• 1399814-12-0 4’-methoxy-2-(4-methylbenzyl)-1,1’-biphenyl 

Relevant articles and documents

Double C-H amination by consecutive SET oxidations

A new method for intramolecular C-H oxidative amination is based on a FeCl3-mediated oxidative reaction of anilines with activated sp3 C-H bonds. The amino group plays multiple roles in the reaction cascade: (1) as the activating group in single-electron-transfer (SET) oxidation process, (2) as a directing group in benzylic/allylic C-H activation at a remote position, and (3) internal nucleophile trapping reactive intermediates formed from the C-H activation steps. These multielectron oxidation reactions proceed with catalytic amounts of Fe(iii) and inexpensive reagents.

Coupling N-H Deprotonation, C-H Activation, and Oxidation: Metal-Free C(sp3)-H Aminations with Unprotected Anilines

An intramolecular oxidative C(sp3)-H amination from unprotected anilines and C(sp3)-H bonds readily occurs under mild conditions using t-BuOK, molecular oxygen and N,N-dimethylformamide (DMF). Success of this process, which requires mildly acidic N-H bonds and an activated C(sp3)-H bond (BDE 85 kcal/mol), stems from synergy between basic, radical, and oxidizing species working together to promote a coordinated sequence of deprotonation: H atom transfer and oxidation that forges a new C-N bond. This process is applicable for the synthesis of a wide variety of N-heterocycles, ranging from small molecules to extended aromatics without the need for transition metals or strong oxidants. Computational results reveal the mechanistic details and energy landscape for the sequence of individual steps that comprise this reaction cascade. The importance of base in this process stems from the much greater acidity of transition state and product for the 2c,3e C-N bond formation relative to the reactant. In this scenario, selective deprotonation provides the driving force for the process.

Bismuth-catalyzed synthesis of anthracenes via cycloisomerization of o-alkynyldiarylmethane

In this study, anthracenes were efficiently synthesized from o-alkynyldiarylmethane using a novel method that exploits the synergistic effect between Bi(OTf)3 as the catalyst, and trifluoroacetic acid (TFA). Through this reaction, we achieved the rapid and efficient synthesis of anthracenes bearing various functional groups under mild conditions.