29180-98-1

Basic information

• Product Name: 2-Bromo-4-methylbiphenyl
• Synonyms: 2-Bromo-4-methylbiphenyl
• CAS NO: 29180-98-1
• Molecular Formula: C13H11Br
• Molecular Weight: 247.134
• Mol File: 29180-98-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-Bromo-4-methylbiphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-4-methylbiphenyl(29180-98-1)
• EPA Substance Registry System: 2-Bromo-4-methylbiphenyl(29180-98-1)

Safety Data

• Hazardous Substances Data: 29180-98-1(Hazardous Substances Data)

Upstream product

• 583-68-6 2-bromo-p-toluidine 
• 71-43-2 benzene 
• 60956-23-2 3,4-dibromotoluene 
• 98-80-6 phenylboronic acid 
• 71838-16-9 3-bromo-4-iodotoluene 

Downstream Products

• 1192944-48-1 C₂₇H₂₆N₂ 
• 107422-35-5 (-)-3,3'-dimethyl-[5,5']spirobi(benzo[b]arsindolium); tetraphenylborate^(1-) 
• 107422-35-5 (+)-3,3'-dimethyl-[5,5']spirobi(benzo[b]arsindolium); tetraphenylborate^(1-) 
• 1159-78-0 4-Methyl-2-(2,2,6-trimethylcyclohex-1-enyl)biphenyl 
• 1159-77-9 4-Methyl-2-(2,2,6-trimethylcyclohexyl)biphenyl 

Relevant articles and documents

Dephosphinylative [4 + 2] Benzannulation of Phosphinyl Ynamines: Application to the Modular Synthesis of Polycyclic Aromatic Amines

A series of 9-amino-10-halophenanthrenes were synthesized through a one-pot process, including dephosphinylative Sonogashira–Hagihara coupling of 2-bromobiphenyls with air-stable phosphinyl ynamines, followed by halonium-promoted [4 + 2] benzannulation of the resulting 2-(aminoethynyl)biphenyls. Nonsubstituted and methyl-substituted 2-bromobiphenyls rapidly underwent the Sonogashira–Hagihara aminoethynylation and the halogenative Friedel–Crafts benzannulation to provide the corresponding amino(halo)phenanthrenes in high yields, while electron-sufficient and -deficient substrates did slowly undergo the former and the latter to result in low yields, respectively. This protocol worked well for the syntheses of highly π-extended aminophenanthrenes and aminobenzonaphthothiophenes with different optical properties. Further application of this approach between 2,2″- and 2′,5′-dibromo-p-terphenyls with phosphinyl ynamines led to the regioselective formation of 6,13-diamino-5,12-dihalo- and 5,12-diamino-6,13-dihalo-dibenz[a,h]anthracenes via dual aminoethynylation and [4 + 2] benzannulation. The obtained analogues showed different ultraviolet–visible absorption and photoluminescence spectra with different emission quantum yields in CH2Cl2 solution and the powder state.

Palladium-catalyzed relay C–H functionalization to construct novel hybrid-arylcyclophosphorus ligand precursors

A new relay C–H functionalization of di([1,1′-biphenyl]-2-yl)phosphine oxide to obtain esterified and hydroxylated products with different hypervalent iodines as oxidants under palladium catalysis is disclosed. This reaction provides a more effective and concise strategy for the synthesis of novel structural hybrid-arylcyclophosphorus ligand precursors with a wide range of substrates and good functional group tolerance.

Pd(II)-catalyzed C(sp2)-H hydroxylation with R 2(O)P-coordinating group

A novel R2(O)P-directed Pd(II)-catalyzed C-H hydroxylation to synthesize various substituted 2′-phosphorylbiphenyl-2-ol compounds is described. Notably, the reaction operates under mild conditions and shows good functional group tolerance, high selectivity, and yield.