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Sigma-Aldrich

1,3-Bis(dicyclohexylphosphino)propane

95%

Synonym(s):

1,3-Bis(dicyclohexylphosphanyl)propane

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About This Item

Linear Formula:
(C6H11)2P(CH2)3P(C6H11)2
CAS Number:
103099-52-1
Molecular Weight:
436.63
MDL number:
MFCD00799482
UNSPSC Code:
12352001
PubChem Substance ID:
24867594
NACRES:
NA.22

Quality Level

100

assay

95%

form

viscous liquid

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

refractive index

n20/D 1.554 (lit.)

bp

>350 °C (lit.)

density

1.05 g/mL at 25 °C (lit.)

functional group

phosphine

SMILES string

C1CCC(CC1)P(CCCP(C2CCCCC2)C3CCCCC3)C4CCCCC4

InChI

1S/C27H50P2/c1-5-14-24(15-6-1)28(25-16-7-2-8-17-25)22-13-23-29(26-18-9-3-10-19-26)27-20-11-4-12-21-27/h24-27H,1-23H2

InChI key

RSJBEKXKEUQLER-UHFFFAOYSA-N

Related Categories

General description

1,3-Bis(dicyclohexylphosphino)propane is a versatile compound that serves as a ligand in organometallic chemistry.

Application

1,3-Bis(dicyclohexylphosphino)propane is used as a ligand in the:
  • Synthesis of gold clusters.
  • Palladium-catalyzed decarboxylative coupling reaction.

Features and Benefits

The bulky nature of 1,3-Bis(dicyclohexylphosphino)propane provides steric hindrance to prevent unwanted side reactions, leading to higher yields and selectivity.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Transition-metal-catalyzed C--H alkylation using alkenes
Dong Z, et al.
Chemical Reviews, 117(13), 9333-9403 (2017)

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