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1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(4-phenylbutyl)- is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

167693-07-4

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167693-07-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 167693-07-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,7,6,9 and 3 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 167693-07:
(8*1)+(7*6)+(6*7)+(5*6)+(4*9)+(3*3)+(2*0)+(1*7)=174
174 % 10 = 4
So 167693-07-4 is a valid CAS Registry Number.

167693-07-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,4,5,5-tetramethyl-2-(4-phenylbutyl)-1,3,2-dioxaborolane

1.2 Other means of identification

Product number -
Other names 4-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:167693-07-4 SDS

167693-07-4Relevant academic research and scientific papers

Synthesis of DBpin using Earth-abundant metal catalysis

Cummins, Andrew W. M.,Docherty, Jamie H.,Li, Shuyang,Muilu, Tommi,Thomas, Stephen P.,Willcox, Dominic R.

, (2020)

The synthesis of DBpin was achieved using (EtBIP)CoCl2 or (tBuPNN)FeCl2 as pre-catalysts activated with NaOtBu. (EtBIP)CoCl2 was used as a pre-catalyst for the hydrogen isotope exchange of HBpin with D2, and (tBuPNN)FeCl2 for deuterogenolysis of B2pin2. The one-pot, tandem hydrogenolysis-hydroboration/deuterogenolysis-deuteroboration reaction of terminal alkenes could be catalysed by (tBuPNN)FeCl2 to give alkyl boronic esters.

Matteson Reaction under Flow Conditions: Iterative Homologations of Terpenes

Kuhwald, Conrad,Kirschning, Andreas

, p. 4300 - 4304 (2021/05/26)

The Matteson reaction is ideally suited for flow chemistry since it allows iterative homologation of boronate esters. The present study provides accurate data on reaction times of the individual steps of the Matteson reaction, which occurs in less than 10 s in total. The protocol allows terpenes to be (per-)homologated in a controlled manner to yield homo-, bishomo-, and trishomo-terpenols after oxidative workup. The new terpene alcohols are validated with respect to their olfactoric properties.

Hydroboration of Terminal Alkenes and trans-1,2-Diboration of Terminal Alkynes Catalyzed by a Manganese(I) Alkyl Complex

Kirchner, Karl,St?ger, Berthold,Veiros, Luis F.,Weber, Stefan,Zobernig, Daniel

supporting information, p. 24488 - 24492 (2021/10/19)

A MnI-catalyzed hydroboration of terminal alkenes and a 1,2-diboration of terminal alkynes with pinacolborane (HBPin) is described. For alkenes, anti-Markovnikov hydroboration takes place; for alkynes the reaction proceeds with excellent trans-1,2-selectivity. The most active pre-catalyst is bench-stable alkyl bisphosphine MnI complex fac-[Mn(dippe)(CO)3(CH2CH2CH3)]. The catalytic process is initiated by migratory insertion of a CO ligand into the Mn–alkyl bond to yield an acyl intermediate, which undergoes B?H bond cleavage of HBPin (for alkenes) and rapid C?H bond cleavage (for alkynes), forming the active MnI boryl and acetylide catalysts [Mn(dippe)(CO)2(BPin)] and [Mn(dippe)(CO)2(C≡CR)], respectively. A broad variety of aromatic and aliphatic alkenes and alkynes was efficiently and selectively borylated. Mechanistic insights are provided based on experimental data and DFT calculations revealing that an acceptorless reaction is operating involving dihydrogen release.

Selective hydroboration of equilibrating allylic azides

Liu, Ruzhang,Xu, Jun,Zhang, Yuanyuan

supporting information, p. 8913 - 8916 (2021/09/13)

The iridium(i)-catalyzed hydroboration of equilibrating allylic azides is reported to provide only the anti-Markovnikov product of alk-1-ene isomers in good yields and with good functional group tolerance.

Site-Fixed Hydroboration of Terminal and Internal Alkenes using BX3/iPr2NEt**

Cui, Xin,Hu, Chenyang,Li, Sida,Liu, Liu Leo,Wu, Lipeng,Zhang, Jiong

supporting information, p. 26238 - 26245 (2021/11/09)

An unprecedented and general hydroboration of alkenes with BX3 (X=Br, Cl) as the boration reagent in the presence of iPr2NEt is reported. The addition of iPr2NEt not only suppresses alkene polymerizat

Enantioselective Cobalt-Catalyzed Cascade Hydrosilylation and Hydroboration of Alkynes to Access Enantioenriched 1,1-Silylboryl Alkanes

Jin, Shengnan,Liu, Kang,Song, Qiuling,Wang, Shuai

, p. 13124 - 13134 (2021/09/03)

Enantioenriched 1,1-silylboryl alkanes possess silyl and boryl groups that are both connected to the same stereogenic carbon center at well-defined orientations. As these chiral multifunctionalized compounds potentially offer two synthetic handles, they are highly valued building blocks in asymmetric synthesis as well as medicinal chemistry. Despite the potential usefulness, efficient synthetic approaches for their preparation are scarce. Seeking to address this deficiency, an enantioselective cobalt-catalyzed hydrosilylation/hydroboration cascade of terminal alkynes has been realized. This protocol constitutes an impressive case of chemo-, regio-, and stereoselectivity wherein the two different hydrofunctionalization events are exquisitely controlled by a single set of metal catalyst and ligand, an operation which would usually require two separate catalytic systems. Downstream transformations of enantioenriched 1,1-silyboryl alkanes led to various valuable chiral compounds. Mechanistic studies suggest that the present reaction undergoes highly regioselective and stereocontrolled sequential hydrosilylation and hydroboration processes.

Chromium-Catalyzed Borylative Coupling of Aliphatic Bromides with Pinacolborane by Hydrogen Evolution

Fu, Aiping,Li, Chao,Luo, Meiming,Zeng, Xiaoming,Zhao, Lixing

supporting information, p. 2204 - 2208 (2021/06/28)

The chromium-catalyzed borylative coupling between aliphatic bromides and pinacolborane (HBpin) is described. This reaction was promoted by low-cost and bench-stable CrCl3as a precatalyst combined with 4,4′-di-tert-butyl-2,2′-dipyridyl and aluminum, presenting a rare example of using HBpin as a borane reagent by coupling with alkyl bromides in forming borylated alkanes. Mechanistic studies indicate that aluminum plays important roles in the formation of reactive Cr species and aliphatic radicals, which lead to (alkyl)Cr by reaction with HBpin to give the products.

Copper-Photocatalyzed Hydroboration of Alkynes and Alkenes

Zhong, Mingbing,Gagné, Yohann,Hope, Taylor O.,Pannecoucke, Xavier,Frenette, Mathieu,Jubault, Philippe,Poisson, Thomas

supporting information, p. 14498 - 14503 (2021/05/21)

The photocatalytic hydroboration of alkenes and alkynes is reported. The use of newly-designed copper photocatalysts with B2Pin2 permits the formation a boryl radical, which is used for hydroboration of a large panel of alkenes and a

METHODS OF BORYLATION AND USES THEREOF

-

Page/Page column 35; 51-52, (2021/04/30)

The present invention relates, in general terms, to methods of borylation and uses thereof. In particular, the present invention provides a method of borylating an alkene compound by contacting the compound with a boron compound, a Fe pre-catalyst and a protic additive. The borylation occurs at a vicinal (β) position to an electron donating or electron withdrawing moiety of the compound.

Photoinduced NaI-Promoted Radical Borylation of Alkyl Halides and Pseudohalides

Wang, Chenglan,Zhou, Lu,Yang, Kai,Zhang, Feng,Song, Qiuling

, p. 1825 - 1830 (2021/05/28)

A method for photoinduced NaI-promoted radical borylation of aliphatic halides and pseudohalides with bis(catecholato)diboron (B2cat2) as the boron source is introduced. The borylation reaction is operationally simple and shows high

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