95752-87-7

Basic information

• Product Name: Benzenamine, 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-N,N-dimethyl-
• CAS NO: 95752-87-7
• Molecular Formula: C13H20BNO2
• Molecular Weight: 233.118
• Mol File: 95752-87-7.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzenamine, 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-N,N-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-N,N-dimethyl-(95752-87-7)
• EPA Substance Registry System: Benzenamine, 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-N,N-dimethyl-(95752-87-7)

Safety Data

• Hazardous Substances Data: 95752-87-7(Hazardous Substances Data)

Upstream product

• 201733-56-4 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 1197-19-9 4-cyano-N,N-dimethylaniline 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 619-84-1 p-N,N-dimethylaminobenzoic acid 
• 698-70-4 4-Iodo-N,N-dimethylaniline 
• 403-46-3 4-fluoro-N,N-dimethylaniline 
• 91430-31-8 C₁₁H₁₆N₂O₂ 

Downstream Products

• 1415045-87-2 N,N-diethyl-1-(4-(dimethylamino)phenyl)-2-naphthamide 
• 1415045-99-6 2-(4-(dimethylamino)phenyl)-N,N-dimethyl-1-naphthamide 
• 359653-43-3 2-(4-N,N-dimethylaminophenyl)naphthalene 
• 619-84-1 p-N,N-dimethylaminobenzoic acid 
• 1415045-40-7 N,N-diethyl-2-(4-(dimethylamino)phenyl)furan-3-carboxamide 
• 1426442-39-8 C₂₇H₂₅N 
• 1426442-23-0 N,N-dimethyl-4-((S)-(naphthalene-2-yl)(phenyl)methyl)benzenamine 
• 1426442-22-9 C₂₅H₂₃N 
• 1192464-36-0 N,N'-bis(1-ethylpropyl)-2,5,8,11-tetrakis[p-(N,N-dimethylamino)phenyl]perylene-3,4:9,10-tetracarboxylic acid bisimide 
• 1060639-09-9 1,4,5,8-tetrakis[4-(dimethylamino)phenyl]-9,10-anthracenedione 
• 1202-25-1 methyl 4-(N,N-dimethylamino)benzoate 

Relevant articles and documents

Ni-Catalyzed Borylation of Aryl Sulfoxides

A nickel/N-heterocyclic carbene (NHC) catalytic system has been developed for the borylation of aryl sulfoxides with B2(neop)2 (neop=neopentyl glycolato). A wide range of aryl sulfoxides with different electronic and steric properties were converted into the corresponding arylboronic esters in good yields. The regioselective borylation of unsymmetric diaryl sulfoxides was also feasible leading to borylation of the sterically less encumbered aryl substituent. Competition experiments demonstrated that an electron-deficient aryl moiety reacts preferentially. The origin of the selectivity in the Ni-catalyzed borylation of electronically biased unsymmetrical diaryl sulfoxide lies in the oxidative addition step of the catalytic cycle, as oxidative addition of methoxyphenyl 4-(trifluoromethyl)phenyl sulfoxide to the Ni(0) complex occurs selectively to give the structurally characterized complex trans-[Ni(ICy)2(4-CF3-C6H4){(SO)-4-MeO-C6H4}] 4. For complex 5, the isomer trans-[Ni(ICy)2(C6H5)(OSC6H5)] 5-I was structurally characterized in which the phenyl sulfinyl ligand is bound via the oxygen atom to nickel. In solution, the complex trans-[Ni(ICy)2(C6H5)(OSC6H5)] 5-I is in equilibrium with the S-bonded isomer trans-[Ni(ICy)2(C6H5)(SOC6H5)] 5, as shown by NMR spectroscopy. DFT calculations reveal that these isomers are separated by a mere 0.3 kJ/mol (M06/def2-TZVP-level of theory) and connected via a transition state trans-[Ni(ICy)2(C6H5)(η2-{SO}-C6H5)], which lies only 10.8 kcal/mol above 5.

Ni-Catalyzed Borylation of Aryl Fluorides via C-F Cleavage

A Ni-catalyzed borylation via C-F activation is described. This protocol is distinguished by a wide scope, including unactivated fluoroarenes, without compromising its efficiency and scalability, thus representing a significant step-forward toward the implementation of C-F activation protocols.

Rhodium(I)-catalyzed borylation of nitriles through the cleavage of carbon-cyano bonds

The reaction of aryl cyanides with diboron in the presence of a rhodium/Xantphos catalyst and DABCO affords arylboronic esters via carbon-cyano bond cleavage. This unprecedented mode of reactivity for a borylrhodium species allows the regioselective intro