916658-74-7

Basic information

• Product Name: 4,4,5,5-tetramethyl-2-(1-phenylpropan-2-yl)-1,3,2-dioxaborolane
• Synonyms: 4,4,5,5-tetramethyl-2-(1-phenylpropan-2-yl)-1,3,2-dioxaborolane
• CAS NO: 916658-74-7
• Molecular Weight: 246.157
• Mol File: 916658-74-7.mol
• Article Data: 36

Chemical Properties

• CAS DataBase Reference: 4,4,5,5-tetramethyl-2-(1-phenylpropan-2-yl)-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,5,5-tetramethyl-2-(1-phenylpropan-2-yl)-1,3,2-dioxaborolane(916658-74-7)
• EPA Substance Registry System: 4,4,5,5-tetramethyl-2-(1-phenylpropan-2-yl)-1,3,2-dioxaborolane(916658-74-7)

Safety Data

• Hazardous Substances Data: 916658-74-7(Hazardous Substances Data)

Upstream product

• 637-50-3 1-phenylpropene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 873-66-5 1-propenylbenzene 
• 73183-34-3 bis(pinacol)diborane 
• 766-90-5 cis-1-phenyl-1-propylene 
• 78782-17-9 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane 
• 100-44-7 benzyl chloride 
• 300-57-2 allylbenzene 
• 103-65-1 phenylpropane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 13826-27-2 2,2'-bis(1,3,2-benzodioxaborole) 
• 2114-39-8 (2-bromopropyl)-benzene 
• 10304-81-1 1-phenyl-2-chloropropane 
• 274-07-7 benzo[1,3,2]dioxaborole 

Downstream Products

• 1572-95-8 (R)-1-phenyl-propan-2-ol 
• 60-15-1 2-amino-1-phenylpropane 
• 1517-68-6 (S)-1-phenylpropan-2-ol 

Relevant articles and documents

Catalytic Boration of Alkyl Halides with Borane without Hydrodehalogenation Enabled by Titanium Catalyst

An unprecedented and general titanium-catalyzed boration of alkyl (pseudo)halides (alkyl-X, X=I, Br, Cl, OMs) with borane (HBpin, HBcat) is reported. The use of titanium catalyst can successfully suppress the undesired hydrodehalogenation products that prevail using other transition-metal catalysts. A series of synthetically useful alkyl boronate esters are readily obtained from various (primary, secondary, and tertiary) alkyl electrophiles, including unactivated alkyl chlorides, with tolerance of other reducing functional groups such as ester, alkene, and carbamate. Preliminary studies on the mechanism revealed a possible radical reaction pathway. Further extension of our strategy to aryl bromides is also demonstrated.

Method for directly preparing alkyl borate compound from alkyl halide

The invention relates to a method for directly preparing an alkyl borate compound from an alkyl halide, which comprises the following steps: in a protective atmosphere, mixing a titanium metal catalyst, an alkali compound, a borate compound and an alkyl halide or sulfonate compound, reacting at 35-100 DEG C for 8-24 hours, so that the alkyl halide or sulfonate compound is directly converted into the alkyl boronic acid pinacol ester compound. The method is simple to operate, low in cost, good in functional group tolerance and wide in substrate application range.

Recyclable Copper Nanoparticles-Catalyzed Hydroboration of Alkenes and β-Borylation of α,β-Unsaturated Carbonyl Compounds with Bis(Pinacolato)Diboron

Nano-ferrite-supported Cu nanoparticles (Fe-dopamine-Cu NPs) catalyzed anti-Markovnikov-selective hydroboration of alkenes with B2pin2 is reported under mild reaction conditions. This protocol can be applied to a broad range of substrates with high functional group compatibility. In addition, we demonstrated the use of Fe-dopamine-Cu NPs as a catalyst for the β-borylation of α,β-unsaturated ketones and ester, providing alkylboronate esters in up to 98% yield. Reuse of the magnetically recyclable catalyst resulted in no significant loss of activity in up to five reaction runs for both systems. (Figure presented.).