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185990-03-8

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185990-03-8 Usage

Physical properties

bp 97–99? C/0.1 mmHg.

Uses

Different sources of media describe the Uses of 185990-03-8 differently. You can refer to the following data:
1. 2-(Dimethylphenylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is widely used as silaboration and silylation reagent for unsaturated organic compounds; a derivative having diethylamino group on the silicon atom for use as a precursor for silylene generation.
2. (Dimethylphenylsilyl)boronic acid pinacol ester (Suginome′s reagent) can be used as a reagent: For the selective addition of dimethylphenylsilanyl group to cyclic and acyclic unsaturated ketones, esters, acrylonitriles using a copper catalyst. In the synthesis of (Z)-4-boryl-1-silyl-2-alkene derivatives by stereoselective addition of silicon-boron bond to acyclic 1,3-dienes in presence of Ni catalyst. In the preparation of silyl-substituted butenoate and β-silyl-substituted acrylate derivatives from allenes and propiolate derivatives via hydrosilylation reactions using a copper catalyst. In the palladium-catalyzed asymmetric silaboration of allenes and alkanes to offered corresponding β-borylallylsilanes and 2-boryl-1-silylalkanes respectively.

Preparation

2-(Dimethylphenylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1) is prepared by reaction of dimethylphenylsilyllithium with 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (pinacolborane, 2 equiv) or 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (2 equiv).

Check Digit Verification of cas no

The CAS Registry Mumber 185990-03-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,5,9,9 and 0 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 185990-03:
(8*1)+(7*8)+(6*5)+(5*9)+(4*9)+(3*0)+(2*0)+(1*3)=178
178 % 10 = 8
So 185990-03-8 is a valid CAS Registry Number.
InChI:InChI=1/C14H23BO2Si/c1-13(2)14(3,4)17-15(16-13)18(5,6)12-10-8-7-9-11-12/h7-11H,1-6H3

185990-03-8 Well-known Company Product Price

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  • TCI America

  • (D4357)  2-(Dimethylphenylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane  >95.0%(GC)

  • 185990-03-8

  • 1g

  • 780.00CNY

  • Detail
  • TCI America

  • (D4357)  2-(Dimethylphenylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane  >95.0%(GC)

  • 185990-03-8

  • 5g

  • 2,480.00CNY

  • Detail
  • Aldrich

  • (683434)  (Dimethylphenylsilyl)boronicacidpinacolester  95%

  • 185990-03-8

  • 683434-1G

  • 1,636.83CNY

  • Detail
  • Aldrich

  • (683434)  (Dimethylphenylsilyl)boronicacidpinacolester  95%

  • 185990-03-8

  • 683434-5G

  • 5,955.30CNY

  • Detail

185990-03-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name dimethyl-phenyl-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane

1.2 Other means of identification

Product number -
Other names 2-(Dimethylphenylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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:185990-03-8 SDS

185990-03-8Relevant articles and documents

Palladium-Catalyzed Stereoselective Intramolecular Heck Dearomative Silylation of Indoles

Jin, Weiwei,Liu, Chenjiang,Liu, Tianxiang,Wang, Bin,Wang, Gang,Wei, Mingzhu,Xia, Yu,Zhang, Yonghong

, p. 909 - 913 (2022/01/28)

A palladium-catalyzed stereoselective intramolecular Heck dearomative of indoles with silyl termination has been developed. A type of tetracyclic indoline derivatives containing silicon were prepared, involving N-(2-bromobenzoyl)indoles and silylboronates. This protocol not only led to a broad substrate scope in acceptable yields but also could be scaled up to gram quantities as well as further synthetic transformation. (Figure presented.).

General Synthesis of Trialkyl-And Dialkylarylsilylboranes: Versatile Silicon Nucleophiles in Organic Synthesis

Shishido, Ryosuke,Uesugi, Minami,Takahashi, Rikuro,Mita, Tsuyoshi,Ishiyama, Tatsuo,Kubota, Koji,Ito, Hajime

supporting information, p. 14125 - 14133 (2020/09/16)

Compared to carbon-based nucleophiles, the number of silicon-based nucleophiles that is currently available remains limited, which significantly hampers the structural diversity of synthetically accessible silicon-based molecules. Given the high synthetic

Decarbonylative Silylation of Esters by Combined Nickel and Copper Catalysis for the Synthesis of Arylsilanes and Heteroarylsilanes

Guo, Lin,Chatupheeraphat, Adisak,Rueping, Magnus

supporting information, p. 11810 - 11813 (2016/11/16)

An efficient nickel/copper-catalyzed decarbonylative silylation reaction of carboxylic acid esters with silylboranes is described. This reaction provides access to structurally diverse silanes with high efficiency and excellent functional-group tolerance

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