23159-87-7

Basic information

• Product Name: Phenol, 2-bromo-6-(1,1-dimethylethyl)-
• Synonyms: 2-tert-butyl-6-bromophenol;2-Brom-6-tert-butylphenol;o-bromo-o-t-butylphenol;2-bromo-6-tert-butyl-phenol
• CAS NO: 23159-87-7
• Molecular Formula: C10H13BrO
• Molecular Weight: 229.117
• Mol File: 23159-87-7.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Phenol, 2-bromo-6-(1,1-dimethylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 2-bromo-6-(1,1-dimethylethyl)-(23159-87-7)
• EPA Substance Registry System: Phenol, 2-bromo-6-(1,1-dimethylethyl)-(23159-87-7)

Safety Data

• Hazardous Substances Data: 23159-87-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 42, p. 835, 1977 DOI: 10.1021/jo00425a014

Upstream product

• 60803-25-0 2-(tert-butyl)-4-iodophenol 
• 88-18-6 2-tert-Butylphenol 
• 499235-29-9 1-Bromo-3-tert-butyl-2-[(2-methoxyethoxy)methoxy]benzene 
• 60803-27-2 2-bromo-6-tert-butyl-4-iodophenol 

Downstream Products

• 15460-12-5 2,4-dibromo-6-tert-butylphenol 
• 1158430-74-0 C₂₂H₂₅BBrOP 
• 1087349-71-0 (3aR,8aR)-6-(2-(tert-butyl)-6-(diphenylphosphanyl)-phenoxy)-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxol[4,5-e][1,3,2]dioxaphosphepin 
• 1443670-18-5 2-tert-butyl-6-(octyltelluro)anisole 
• 1443670-20-9 2-tert-butyl-4-(octyltelluro)anisole 
• 1443670-14-1 2-tert-butyl-6-(octyltelluro)phenol 
• 1443150-92-2 (2R,3R,4aR,9aR)-7-(2-tert-butyl-6-(diphenylphosphino)phenoxy)-2,3-dimethoxy-2,3-dimethyl-5,5,9,9-tetraphenylhexahydro[1,4]dioxino[2,3-e][1,3,2]dioxaphosphepine 
• 1134204-44-6 2-boranatodiphenylphosphanyl-6-tert-butylphenol 
• 114537-29-0 p-tert-Butyl-benzoesaeure-m-tert-butyl-phenylester 
• 1393834-99-5 C₁₇H₂₁N 
• 93026-60-9 (3-tert-butyl-phenyl)-phenyl-amine 
• 1393834-98-4 2-(tert-butyl)-6-(trimethylsilyl)phenyl triflate 
• 1393834-97-3 2-t-Bu-6-(trimethylsilyl)phenol 
• 1393834-96-2 C₁₃H₂₁BrOSi 

Relevant articles and documents

Improved Synthesis of MediPhos Ligands and Their Use in the Pd-Catalyzed Enantioselective N-Allylation of Glycine Esters

A new class of chiral C2-symmetric diphosphines (MediPhos) was recently shown to give superior results in the Pd-catalyzed asymmetric N-allylation of amino acid esters. We here describe a new, improved protocol for the preparation of such ligands through bidirectional SN2-coupling of a tartrate-derived ditosylate with 6-alkyl-2-bromophenols followed by double lithiation/phosphanylation. This method gave access to a series of nine ligands with branched alkyl substituents, which were benchmarked in the enantioselective Pd-catalyzed N-allylation of tert-butyl glycinate with racemic (E)-2,8-dimethylnona-5-en-4-yl methyl carbonate (up to 95 % ee). In addition, the analogous transformation of tert-butyl glycinate with methyl (E)-nona-5-en-4-yl carbonate was optimized. The obtained allylic amines were then used in the stereoselective synthesis of the conformationally restricted proline-derived dipeptide analogs ProM-17 and ProM-21.

Regioselective Halogenation of Arenes and Heterocycles in Hexafluoroisopropanol

Regioselective halogenation of arenes and heterocycles with N-halosuccinimides in fluorinated alcohols is disclosed. Under mild condition reactions, a wide diversity of halogenated arenes are obtained in good yields with high regioselectivity. Additionally, the versatility of the method is demonstrated by the development of one-pot sequential halogenation and halogenation-Suzuki cross-coupling reactions.

TARTROL-derived chiral phosphine-phosphite ligands and their performance in enantioselective Cu-catalyzed 1,4-addition reactions

By using (R,R,R,R)-2,3-dimethoxy-2,3-dimethyl-1,4-dioxane-5,6-bis- diphenylmethanol (TARTROL) as a chiral building block, a set of six modular phosphine-phosphite ligands (with a 1,2-phenylene backbone) were synthesized and evaluated in the Cu-catalyzed a