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38002-45-8

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38002-45-8 Usage

Chemical Properties

Clear colorless to pale yellow liquid

Uses

3-Bromo-1-(trimethylsilyl)-1-propyne may be used in the preparation of tetrahydroisoquinoline-3-carboxylic acid derivatives. It may be used as reagent for the alkylation of dianion of β-keto esters at γ-carbon. It may be employed in the preparation of terminal conjugated enynes and allenic alcohols.

General Description

3-Bromo-1-(trimethylsilyl)-1-propyne is reported as a propargylating agent. Selective reaction of 3-bromo-1-(trimethylsilyl)-1-propyne with α-keto ester using indium metal has been studied.

Check Digit Verification of cas no

The CAS Registry Mumber 38002-45-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,8,0,0 and 2 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 38002-45:
(7*3)+(6*8)+(5*0)+(4*0)+(3*2)+(2*4)+(1*5)=88
88 % 10 = 8
So 38002-45-8 is a valid CAS Registry Number.
InChI:InChI=1/C6H11BrSi/c1-8(2,3)6-4-5-7/h5H2,1-3H3

38002-45-8 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • TCI America

  • (B1654)  3-Bromo-1-(trimethylsilyl)-1-propyne  >97.0%(GC)

  • 38002-45-8

  • 1g

  • 390.00CNY

  • Detail
  • TCI America

  • (B1654)  3-Bromo-1-(trimethylsilyl)-1-propyne  >97.0%(GC)

  • 38002-45-8

  • 5g

  • 1,100.00CNY

  • Detail
  • TCI America

  • (B1654)  3-Bromo-1-(trimethylsilyl)-1-propyne  >97.0%(GC)

  • 38002-45-8

  • 25g

  • 3,890.00CNY

  • Detail
  • Alfa Aesar

  • (H53451)  3-Bromo-1-trimethylsilyl-1-propyne, 98%   

  • 38002-45-8

  • 5g

  • 534.0CNY

  • Detail
  • Alfa Aesar

  • (H53451)  3-Bromo-1-trimethylsilyl-1-propyne, 98%   

  • 38002-45-8

  • 25g

  • 2136.0CNY

  • Detail
  • Aldrich

  • (377775)  3-Bromo-1-(trimethylsilyl)-1-propyne  98%

  • 38002-45-8

  • 377775-1G

  • 568.62CNY

  • Detail
  • Aldrich

  • (377775)  3-Bromo-1-(trimethylsilyl)-1-propyne  98%

  • 38002-45-8

  • 377775-10G

  • 2,844.27CNY

  • Detail

38002-45-8SDS

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 3-Bromo-1-(trimethylsilyl)-1-propyne

1.2 Other means of identification

Product number -
Other names 3-BroMo-1-(triMethylsilyl)-1-propyne

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:38002-45-8 SDS

38002-45-8Relevant articles and documents

Kinetically Controlled Radical Addition/Elimination Cascade: From Alkynyl Aziridine to Fluorinated Allenes

Song, Tingting,Zhu, Lei,Li, Haoyu,Tung, Chen-Ho,Lan, Yu,Xu, Zhenghu

, p. 2419 - 2424 (2020)

A kinetically controlled radical addition/elimination reaction generating fluorinated allenes was developed. This strategy offers a route to a facile synthesis of diverse trifluoromethyl, difluoromethylene, and perfluoroalkyl functionalized allenes from readily available fluoroalkyl halides and alkynyl aziridines under visible-light irradiation. Density functional theory calculation of this radical clock type of reaction revealed a kinetically controlled C-N bond cleavage overcoming the alternative thermodynamically controlled C-C bond cleavage process.

Enantioselective Cleavage of Cyclobutanols Through Ir-Catalyzed C?C Bond Activation: Mechanistic and Synthetic Aspects

Ratsch, Friederike,Strache, Joss Pepe,Schlundt, Waldemar,Neud?rfl, J?rg-Martin,Adler, Andreas,Aziz, Sarwar,Goldfuss, Bernd,Schmalz, Hans-Günther

supporting information, p. 4640 - 4652 (2021/02/11)

The Ir-catalyzed conversion of prochiral tert-cyclobutanols to β-methyl-substituted ketones proceeds under comparably mild conditions in toluene (45–110 °C) and is particularly suited for the enantioselective desymmetrization of β-oxy-substituted substrates to give products with a quaternary chirality center with up to 95 % ee using DTBM-SegPhos as a chiral ligand. Deuteration experiments and kinetic isotope effect measurements revealed major mechanistic differences to related RhI-catalyzed transformations. Supported by DFT calculations we propose the initial formation of an IrIII hydride intermediate, which then undergoes a β-C elimination (C?C bond activation) prior to reductive C?H elimination. The computational model also allows the prediction of the stereochemical outcome. The Ir-catalyzed cyclobutanol cleavage is broadly applicable but fails for substrates bearing strongly coordinating groups. The method is of particular value for the stereo-controlled synthesis of substituted chromanes related to the tocopherols and other natural products.

Direct Access to Allenylphosphine Oxides via a Metal Free Coupling of Propargylic Substrates with P(O)H Compounds

Yang, Chun-Hua,Fan, Huihui,Li, Huimin,Hou, Shenyin,Sun, Xiangkun,Luo, Donghao,Zhang, Yinchao,Yang, Zhantao,Chang, Junbiao

supporting information, p. 9438 - 9441 (2019/11/20)

A direct and convenient approach for the coupling of propargylic substrates with diphenylphosphine oxide in the presence of Tf2O and 2,6-lutidine has been developed. The method provides a general approach for the construction of attractive allenylphosphoryl skeletons with high atom and step economy under metal free conditions.

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