63488-10-8

Basic information

• Product Name: 4-TERT-BUTYLPHENYLMAGNESIUM BROMIDE
• Synonyms: 4-TERT-BUTYLPHENYLMAGNESIUM BROMIDE;4-tert-Butylphenylmagnesium bromide solution;4-TERT-BUTYLPHENYLMAGNESIUM BROMIDE, 2.0 M SOLUTION IN DIETHYL ETHER;BROMO(4-(1,1-DIMETHYLETHYL)PHENYL)MAGNESIUM;p-tert-butylphenylmagnesium bromide;4-tert-Butylphenylmagnesium bromide solution 0.5 in THF;4-tert-Butylphenylmagnesium bromide solution 2.0 in diethyl ether;4-tert-Butylphenylmagnesium bromide, 2M solution in diethyl ether, AcroSeal
• CAS NO: 63488-10-8
• Molecular Formula: C₁₀H₁₃BrMg
• Molecular Weight: 237.42
• Product Categories: Aryl;Grignard Reagents;Organometallic Reagents;Chemical Synthesis;Grignard Reagents;Organometallic Reagents
• Mol File: 63488-10-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 65-67℃/760mmHg
• Flash Point: −8 °F
• Appearance: Yellow to orange to brown/Solution
• Density: 1.065 g/mL at 25 °C
• Water Solubility: Reacts with water.
• Sensitive: Air & Moisture Sensitive
• CAS DataBase Reference: 4-TERT-BUTYLPHENYLMAGNESIUM BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TERT-BUTYLPHENYLMAGNESIUM BROMIDE(63488-10-8)
• EPA Substance Registry System: 4-TERT-BUTYLPHENYLMAGNESIUM BROMIDE(63488-10-8)

Safety Data

• Hazard Codes: F+,C,Xn,F
• Statements: 12-14-20/21/22-34-40-67-66-22-19-11-36/37
• Safety Statements: 16-26-33-36/37/39-45-36/37
• RIDADR: UN 2924 3/PG 1
• WGK Germany: 3
• HazardClass: 4.2
• PackingGroup: I
• Hazardous Substances Data: 63488-10-8(Hazardous Substances Data)

Usage

Chemical Properties

Brown liquid

InChI:InChI=1/C10H13.BrH.Mg/c1-10(2,3)9-7-5-4-6-8-9;;/h5-8H,1-3H3;1H;/q;;+1/p-1/rC10H13BrMg/c1-10(2,3)8-4-6-9(12-11)7-5-8/h4-7H,1-3H3

Upstream product

• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 1126943-77-8 1-methoxy-2-methyl-4-bromo-6-tert-butyl-indane 
• 144-55-8 sodium hydrogencarbonate 
• 7439-95-4 magnesium 

Downstream Products

• 18412-68-5 (4-tert-butylphenyl)trimethylsilane 
• 939-97-9 4-tert-Butylbenzaldehyde 
• 23853-82-9 2-(4-(tert-butyl)phenyl)propan-2-ol 
• 87839-89-2 2-(4-tert-Butylphenyl)-2-adamantanol 
• 102343-20-4 bis(4-tert-butylphenyl)phenyl-methanol 
• 126421-68-9 (+/-)-trans-2-(4-tert-butylphenyl)cyclohexanol 
• 883809-39-0 (4-tert-butyl-phenyl)-(3-methoxy-phenyl)-methanol 
• 845827-28-3 1,3,5-tris(4'-tert-butylbenzyl)-2,4,6-trimethoxybenzene 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 868591-36-0 3-({4-[(4-tert-butyl-phenyl)-hydroxy-phenyl-methyl]-thiazol-2-yl}-cyclopentyl-amino)-propionic acid 
• 1216946-29-0 C₂₄H₂₆O₃ 
• 26957-37-9 C₂₄H₃₂ 
• 159838-30-9 1,1-bis[4-(tert-butyl)phenyl]ethanol 
• 165055-47-0 1,7,13-Tris-(4-tert-butyl-phenyl)-4,10,16-trimethoxy-4,10,16-triphenyl-cyclooctadeca-2,5,8,11,14,17-hexayne-1,7,13-triol 

Relevant articles and documents

Nickel-Catalyzed Asymmetric Kumada Cross-Coupling of Symmetric Cyclic Sulfates

Nickel-catalyzed enantioselective cross-couplings between symmetric cyclic sulfates and aromatic Grignard reagents are described. These reactions are effective with a broad range of substituted cyclic sulfates and deliver products with asymmetric tertiary carbon centers. Mechanistic experiments point to a stereoinvertive SN2-like oxidative addition of a nickel complex to the electrophilic substrate.

Palladium-catalyzed aerobic oxidative double allylic C-H oxygenation of alkenes: A novel and straightforward route to α,β-unsaturated esters

A mild tandem oxidative functionalization of allyl aromatic hydrocarbons was accomplished using the catalytic system of Pd(OAc)2/DMA under 1 atm O2. The green twofold C-O bond formation involving double allylic C-H oxygenation unlocks opportunities for markedly different synthetic strategies. Moreover, the reaction affords aryl α,β-unsaturated esters directly from readily available terminal olefins in moderate to good yields with excellent chemo- and stereoselectivities.

Structural Studies on 4,5-Disubstituted 2-Aminoimidazole-Based Biofilm Modulators that Suppress Bacterial Resistance to β-Lactams

A library of 4,5-disubstituted 2-aminoimidazole triazole amide (2-AITA) conjugates has been successfully assembled. Upon biological screening, this class of small molecules was discovered as enhanced biofilm regulators through non-microbicidal mechanisms against methicillin-resistant Staphylococcus aureus (MRSA) and multidrug-resistant Acinetobacter baumannii (MDRAB), with active concentrations in the low micromolar range. The library was also subjected to synergism and resensitization studies with β-lactam antibiotics against MRSA. Lead compounds were identified that suppress the antibiotic resistance of MRSA by working synergistically with oxacillin, a β-lactam antibiotic resistant to penicillinase. A further structure-activity relationship (SAR) study on the parent 2-AITA compound delivered a 2-aminoimidazole diamide (2-AIDA) conjugate with significantly increased synergistic activity with oxacillin against MRSA, decreasing the MIC value of the β-lactam antibiotic by 64-fold. Increased anti-biofilm activity did not necessarily lead to increased suppression of antibiotic resistance, which indicates that biofilm inhibition and resensitization are most likely occurring via distinct mechanisms.