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1560-54-9

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1560-54-9 Usage

Chemical Properties

white crystalline powder

Uses

Allyltriphenylphosphonium bromide is used for the first time in the preparation of DES. It has been shown to be part of Phosphonium salts, having antiviral activity against influenza virus A. It can be used in witting olefination of aldehydes for preparation of conjugated dienes.

Preparation

Allyltriphenylphosphonium bromide was synthesized from the reaction of triphenylphosphine and allyl bromide in dry toluene.

Application

Reactant for:Preparation of a diol and carbamate chemistry library for common functional groupsRegioselective synthesis of alkenes via semihydrogenation and semihydrogenation-oxidation of dienesAlkene addition of frustrated Lewis pairsOlefination of N-sulfonyl imines for stereoselective synthesis of vinyl arenesWittig olefination of aldehydes for preparation of conjugated dienesTandem Michael addition / ylide olefination reactions for the synthesis of highly functionalized cyclohexadienesReaction of allyltriphenylphosphonium bromide and Garner's aldehyde in basic media provided β- hydroxy-1,3-dienes.Methyl 3-(buta-1,3-dienyl)benzoate1-(Buta-1,3-dienyl)-4-(trifluoromethyl)benzene1-(Buta-1,3-dienyl)-2-chlorobenzene1-Bromo-4-(buta-1,3-dienyl)benzeneButa-1,3-dienylbenzene

Check Digit Verification of cas no

The CAS Registry Mumber 1560-54-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,6 and 0 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1560-54:
(6*1)+(5*5)+(4*6)+(3*0)+(2*5)+(1*4)=69
69 % 10 = 9
So 1560-54-9 is a valid CAS Registry Number.
InChI:InChI=1/C21H20P/c1-2-18-22(19-12-6-3-7-13-19,20-14-8-4-9-15-20)21-16-10-5-11-17-21/h2-17H,1,18H2/q+1

1560-54-9 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (A1007)  Allyltriphenylphosphonium Bromide  >98.0%(T)

  • 1560-54-9

  • 25g

  • 345.00CNY

  • Detail
  • Alfa Aesar

  • (A14490)  Allyltriphenylphosphonium bromide, 99%   

  • 1560-54-9

  • 50g

  • 345.0CNY

  • Detail
  • Alfa Aesar

  • (A14490)  Allyltriphenylphosphonium bromide, 99%   

  • 1560-54-9

  • 250g

  • 1306.0CNY

  • Detail
  • Aldrich

  • (A36603)  Allyltriphenylphosphoniumbromide  99%

  • 1560-54-9

  • A36603-100G

  • 845.91CNY

  • Detail

1560-54-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Allyltriphenylphosphonium Bromide

1.2 Other means of identification

Product number -
Other names ALLYL-TRIPHENYL-PHOSPHONIUM,BROMIDE

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:1560-54-9 SDS

1560-54-9Relevant articles and documents

Supramolecular Recognition of Quaternary Phosphonium Cations

Walsh, Mark P.,Kitching, Matthew O.

, (2021/12/06)

The modes of supramolecular recognition of quaternary phosphonium cations mediated by 1,1′-bi-2-naphthol (BINOL) are identified and characterized. In contrast to our previous work on ammonium cations, the recognition of the quaternary phosphonium cations via the formation of a PR4+·Br–·BINOL ternary complex was found to be mediated by a hydrogen bond from an α-carbon center of the phosphonium cation, encapsulation within a continuous hydrogen bond network between the halide–BINOL network, or a combination of these effects working in tandem. The solid state structures of these ternary complexes were analyzed by X-ray crystallography, aided by Hirshfeld surface analysis, to confirm the presence of characteristic intermolecular interactions for the identified modes. In all cases, the quaternary phosphonium cation acts as a hydrogen bond donor (HBD) in these supramolecular interactions, and thus this is the key to the recognition process with BINOL. The characterization of such mechanisms offers insight into the supramolecular and crystal engineering communities in the future design of agents capable of the supramolecular recognition of phosphonium cations and their abstraction from the solution phase.

Cascade 8πElectrocyclization/Benzannulation to Access Highly Substituted Phenylpyridines

Du, Luan,Gong, Yiliang,Han, Jingpeng,Li, Baosheng,Li, You,Luo, Han,Tian, Yi,Xin, Xiaolan

supporting information, p. 7966 - 7971 (2021/10/25)

A cascade 8πelectrocyclization/benzannulation reaction was developed to obtain the synthetically important highly substituted phenyl-pyridines. This method shows great potential in the rapid and inexpensive application of the scalable and operationally simple production of accessible substrates. On the basis of the resulting phenyl-pyridine products, a new Ru catalyst and bidentate ligand were designed and prepared, further demonstrating its high practicability.

Radical-Mediated Heck-Type Alkylation: Stereoconvergent Synthesis of Functionalized Polyenes

Zhang, Hong,Wu, Xinxin,Wei, Yunlong,Zhu, Chen

supporting information, p. 7568 - 7572 (2019/10/02)

The stereospecific synthesis of polyenes is of great synthetic value. Disclosed herein is a new, efficient, stereoconvergent approach for the synthesis of functionalized polyenes via a radical-mediated Heck-type alkylation. The easily accessed Z- and E-mixed alkenes are harnessed as starting material, leading to a unique stereoisomer of polyenes. In addition, the transformation features mild reaction conditions and broad functional group compatibility. A variety of valuable 1,3-dienes and 1,3,5-trienes are afforded in useful yields.

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