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251567-28-9

BROMOBIS(PH3P)(N-SUCCINIMIDE)PD(II), also known as trans-Bromo(N-succinimidyl)bis(triphenylphosphine)palladium(II), is a chemical compound that serves as a catalyst in various chemical reactions. It is particularly useful in the field of organic synthesis, where it facilitates the formation of carbon-carbon bonds through cross-coupling reactions.

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  • 251567-28-9 Structure

  • Basic information

    1. Product Name: BROMOBIS(PH3P)(N-SUCCINIMIDE)PD(II)
    2. Synonyms: BROMOBIS(PH3P)(N-SUCCINIMIDE)PD(II);bromo(n-succinimidyl)bis(triphenylphosphine)palladium(ii);trans-Bromo(N-succinimidyl)bis(triphenylphosphine)palladium(II);trans-BroMo(N-succiniMidyl)bis(triphenylphosphine)palladiuM(II),97%;[Pd(NCOC2H4CO)(PPh3)2Br]
    3. CAS NO:251567-28-9
    4. Molecular Formula: C40H34BrNO2P2Pd
    5. Molecular Weight: 0
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 251567-28-9.mol

  • Chemical Properties

    1. Melting Point: 223-228 °C (dec.)(lit.)
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: BROMOBIS(PH3P)(N-SUCCINIMIDE)PD(II)(CAS DataBase Reference)
    10. NIST Chemistry Reference: BROMOBIS(PH3P)(N-SUCCINIMIDE)PD(II)(251567-28-9)
    11. EPA Substance Registry System: BROMOBIS(PH3P)(N-SUCCINIMIDE)PD(II)(251567-28-9)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 251567-28-9(Hazardous Substances Data)

251567-28-9 Usage

Uses

Used in Pharmaceutical Industry:
BROMOBIS(PH3P)(N-SUCCINIMIDE)PD(II) is used as a catalyst for the preparation of 6-cyano-2-(3-fluoro-benzyl)-indole-1-carboxylic acid tert-butyl ester via Suzuki cross-coupling reaction between 1-boc-6-cyanoindole-2-boronic acid and 3-fluorobenzyl bromide. This method is advantageous as it does not involve the use of strong bases or toxic reagents, and the use of this catalyst minimizes protodeboronation, making it a preferred choice for the synthesis of complex pharmaceutical compounds.
Used in Chemical Synthesis:
BROMOBIS(PH3P)(N-SUCCINIMIDE)PD(II) is used as a precatalyst for the Suzuki-Miyaura cross-coupling reaction between alkenyl tosylates and alkenyl MIDA boronates in the absence of phosphine ligands. This application is particularly useful for less activated alkenyl tosylate, where the addition of tricyclohexylphosphine tetrafluoroborate improves the reactivity. The use of this catalyst in chemical synthesis allows for the efficient formation of carbon-carbon bonds, which are essential in the creation of various organic compounds and materials.

Check Digit Verification of cas no

The CAS Registry Mumber 251567-28-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,5,1,5,6 and 7 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 251567-28:
(8*2)+(7*5)+(6*1)+(5*5)+(4*6)+(3*7)+(2*2)+(1*8)=139
139 % 10 = 9
So 251567-28-9 is a valid CAS Registry Number.
InChI:InChI=1/2C18H15P.C4H5NO2.BrH.Pd/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;6-3-1-2-4(7)5-3;;/h2*1-15H;1-2H2,(H,5,6,7);1H;/q;;;;+2/r2C18H15P.C4H5NO2.BrPd/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;6-3-1-2-4(7)5-3;1-2/h2*1-15H;1-2H2,(H,5,6,7);/q;;;+1/p+1

251567-28-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name bromopalladium(1+),pyrrolidin-1-ide-2,5-dione,triphenylphosphane

1.2 Other means of identification

Product number -
Other names [Pd(NCOC2H4CO)(PPh3)2Br]

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:251567-28-9 SDS

251567-28-9Downstream Products

251567-28-9Relevant articles and documents

Bromobis(triphenylphosphine)(N-succinimide)palladium(II) as a novel catalyst for Stille cross-coupling reactions

Crawforth, Catherine M.,Burling, Suzanne,Fairlamb, Ian J. S.,Taylor, Richard J. K.,Whitwood, Adrian C.

, p. 2194 - 2195 (2007/10/03)

A new palladium catalyst is reported for Stille cross-coupling, namely [Pd(NCOC2H4CO)(PPh3)2Br].

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