54596-21-3

Basic information

• Product Name: 2-bromo-N-(1-hydroxy-2-methylpropan-2-yl)benzamide
• CAS NO: 54596-21-3
• Molecular Formula: C₁₁H₁₄BrNO₂
• Molecular Weight: 272.1384
• Mol File: 54596-21-3.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 406.8°C at 760 mmHg
• Flash Point: 199.8°C
• Density: 1.409g/cm³
• Vapor Pressure: 2.39E-07mmHg at 25°C
• Refractive Index: 1.565
• CAS DataBase Reference: 2-bromo-N-(1-hydroxy-2-methylpropan-2-yl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-N-(1-hydroxy-2-methylpropan-2-yl)benzamide(54596-21-3)
• EPA Substance Registry System: 2-bromo-N-(1-hydroxy-2-methylpropan-2-yl)benzamide(54596-21-3)

Safety Data

• Hazardous Substances Data: 54596-21-3(Hazardous Substances Data)

Upstream product

• 124-68-5 2-Amino-2-methyl-1-propanol 
• 7154-66-7 2-bromobenzoic acid chloride 
• 88-65-3 2-bromobenzoic-acid 

Downstream Products

• 32664-13-4 2-(2-bromo-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole 
• 64691-33-4 2-[2-(diphenylphosphino)phenyl]-4,4-dimethyl-4,5-dihydro-1,3-oxazole 
• 37663-43-7 1'-benzylspiro[isobenzofuran-1(3H),4'-piperidine] 
• 56658-24-3 1'-benzyl-spiro[isobenzofuran-1,3'-piperidin]-3-one 
• 54595-98-1 4-[2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-phenyl]-1-methyl-piperidin-4-ol 
• 54595-99-2 1-benzyl-4-[2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-phenyl]-piperidin-4-ol 
• 54596-15-5 1-benzyl-3-[2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-phenyl]-piperidin-3-ol 
• 37663-46-0 1,3-dihydrospiro[isobenzofuran-1,4'-piperidine]-3-one 
• 37663-42-6 1'-benzylspiro[isobenzofuran-1(3H),4'-piperidine]-3-one 
• 56658-03-8 4-[2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-phenyl]-1-phenethyl-piperidin-4-ol 
• 1609493-12-0 (Z)-2-((3,3-bis(4-methoxyphenyl)isobenzofuran-1(3H)-ylidene)amino)-2-methylpropan-1-ol 
• 1609493-16-4 (Z)-N-(3,3-bis(4-methoxyphenyl)isobenzofuran-1(3H)-ylidene)-2-methyl-1-(pyridin-2-yloxy)propan-2-amine 
• 1609493-20-0 C₃₁H₃₀Cl₂N₂O₄Pd 
• 60049-53-8 3-(4-methoxynaphthalen-1-yl)isobenzofuran-1(3H)-one 

Relevant articles and documents

Sulfoxide ligand metal catalyzed oxidation of olefins

The enantioselective synthesis of isochroman motifs has been accomplished via Pd(II)-catalyzed allylic C—H oxidation from terminal olefin precursors. Critical to the success of this goal was the development and utilization of a novel chiral aryl sulfoxide-oxazoline (ArSOX) ligand. The allylic C—H oxidation reaction proceeds with the broadest scope and highest levels asymmetric induction reported to date (avg. 92% ee, 13 examples ≥90% ee). Additionally, C(sp3)-N fragment coupling reaction between abundant terminal olefins and N-triflyl protected aliphatic and aromatic amines via Pd(II)/sulfoxide (SOX) catalyzed intermolecular allylic C—H amination is disclosed. A range of 52 allylic amines are furnished in good yields (avg. 76%) and excellent regio- and stereoselectivity (avg. >20:1 linear:branched, >20:1 E:Z). For the first time, a variety of singly activated aromatic and aliphatic nitrogen nucleophiles, including ones with stereochemical elements, can be used in fragment coupling stiochiometries for intermolecular C—H amination reactions.

C-H to C-N Cross-Coupling of Sulfonamides with Olefins

Cross-coupling of nitrogen with hydrocarbons under fragment coupling conditions stands to significantly impact chemical synthesis. Herein, we disclose a C(sp3)-N fragment coupling reaction between terminal olefins and N-triflyl protected aliphatic and aromatic amines via Pd(II)/SOX (sulfoxide-oxazoline) catalyzed intermolecular allylic C-H amination. A range of (56) allylic amines are furnished in good yields (avg. 75%) and excellent regio- and stereoselectivity (avg. >20:1 linear:branched, >20:1 E:Z). Mechanistic studies reveal that the SOX ligand framework is effective at promoting functionalization by supporting cationic π-allyl Pd.

Bidentate cycloimidate palladium complexes with aliphatic and aromatic anagostic bonds

Palladium(ii) complexes of bidentate cycloimidate ligand systems with a triarylmethyl moiety exhibit exceptional downfield shifts in proton NMR spectra due to rare anagostic interactions. This journal is the Partner Organisations 2014.