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401595

4-(Diphenylphosphino)benzoic acid

97%

Synonym(s):

(4-Carboxyphenyl)diphenylphosphine, Diphenyl(p-carboxyphenyl) phosphine, p-(Diphenylphosphino)benzoic acid

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Size/SKUAvailabilityPrice
1 g
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$110.00
5 g
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$235.00

About This Item

Linear Formula:
(C6H5)2PC6H4CO2H
CAS Number:
Molecular Weight:
306.30
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352002
MDL number:

$110.00


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Quality Segment

assay

97%

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: ligand

mp

157-160 °C (lit.)

functional group

phosphine

SMILES string

OC(=O)c1ccc(cc1)P(c2ccccc2)c3ccccc3

InChI

1S/C19H15O2P/c20-19(21)15-11-13-18(14-12-15)22(16-7-3-1-4-8-16)17-9-5-2-6-10-17/h1-14H,(H,20,21)

InChI key

GXMHDTPYKRTARV-UHFFFAOYSA-N

General description

4-(Diphenylphosphino)benzoic acid is a phosphine ligand that is employed in palladium-catalyzed cross-coupling and Suzuki cross-coupling reactions.

Application

4-(Diphenylphosphino)benzoic acid can be used as a ligand in the synthesis of:
  • Organostannoxane-supported palladium nanoparticles. The resulting catalysts show high activity and selectivity in Suzuki-coupling reactions.
  • Polymetallic ruthenium-zinc complex catalyst for the hydrogenation of levulinic acid to γ-valerolactone.

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454885567728326208
description

97%

description

97%

description

98%

description

97%

reaction suitability

reaction type: Hiyama Coupling, reaction type: Suzuki-Miyaura Coupling, reaction type: Heck Reaction, reaction type: Sonogashira Coupling, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Stille Coupling, reagent type: ligand, reaction type: Negishi Coupling

reaction suitability

reaction type: Stille Coupling, reaction type: Negishi Coupling, reaction type: Hiyama Coupling, reaction type: Sonogashira Coupling, reaction type: Suzuki-Miyaura Coupling, reaction type: Heck Reaction, reaction type: Buchwald-Hartwig Cross Coupling Reaction

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Heck Reaction, reaction type: Sonogashira Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: ligand, reaction type: Negishi Coupling, reaction type: Stille Coupling, reaction type: Hiyama Coupling

reaction suitability

reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Suzuki-Miyaura Coupling, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand, reaction type: Heck Reaction, reaction type: Stille Coupling

functional group

phosphine

functional group

phosphine

functional group

phosphine

functional group

aldehyde, phosphine

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

157-160 °C (lit.)

mp

174-181 °C (lit.)

mp

105-110 °C (lit.)

mp

112-115 °C (lit.)

assay

97%

assay

97%

assay

98%

assay

97%


Pictograms

Exclamation mark

Signal Word

Warning

Hazard Codes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class

11 - Combustible Solids

WGK

WGK 3

PPE (personal protective equipment)

dust mask type N95 (US), Eyeshields, Gloves



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