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2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl - 97%, high purity , CAS No.564483-18-7

≥97%

CAS#: 564483-18-7
Formula: C₃₃H₄₉P
Molecular Weight: 476.72
MDL number: MFCD04117682
PubChem CID: 11155794
PubChem SID: 488197229

Item Number

D102808

Grouped product items
SKU	Size	Availability	Price
D102808-1g	1g	In stock	$64.90
D102808-5g	5g	Available within 1-2 weeks(?) Item is derived from our semi-finished stock and is processed in 1-2 weeks.	$148.90
D102808-10g	10g	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$266.90
D102808-25g	25g	In stock	$551.90
D102808-100g	100g	In stock	$2,099.90
D102808-500g	500g	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$9,447.90

Discover 2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl by Aladdin Scientific in 97% for only $64.90. Available - in Ligands at Aladdin Scientific. Tags: Element classified compounds, Phosphorus compounds.

View related series

Element classified compounds Phosphorus compounds

Basic Description

Synonyms	564483-18-7\|X-Phos\|XPhos\|2-(Dicyclohexylphosphino)-2',4',6'-triisopropylbiphenyl\|2-(Dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1'-biphenyl\|2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl\|dicyclohexyl(2',4',6'-triisopropyl-[1,1'-biphenyl]-2-yl)ph
Specifications & Purity	97%
Storage Temp	Argon charged
Shipped In	Normal
Product Description	It is a ligand for increased scope of Pd-catalyzed amination and amidation via arene sulfonates, aryl halides. It is a ligand used in a Pd-catalyzed Suzuki coupling leading to C-15 analogs of vindoline and direct annulation of 2-haloanilines to indoles and tryptophans. Preferred ligand for greener Sonogashira coupling in TPGS-750-M. It may be used as a ligand in the following reactions: • Preparation of functionalized benzylic sulfones via palladium-catalyzed Negishi cross-coupling between alkyl sulfones and aryl halides. • Along with pre-milled palladium(II) acetate as a pre-catalyst for the Stille cross-coupling of aryl chlorides with tributylarylstannanes to form the corresponding biaryl compounds. •Along with platinum chloride to catalyze the hydrosilylation of terminal arylalkynes with silanes to form functionalized β-(E)-vinylsilanes

Names and Identifiers

Pubchem Sid	488197229
IUPAC Name	dicyclohexyl-[2-[2,4,6-tri(propan-2-yl)phenyl]phenyl]phosphane
INCHI	InChI=1S/C33H49P/c1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3
InChi Key	UGOMMVLRQDMAQQ-UHFFFAOYSA-N
Canonical SMILES	CC(C)C1=CC(=C(C(=C1)C(C)C)C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4)C(C)C
Isomeric SMILES	CC(C)C1=CC(=C(C(=C1)C(C)C)C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4)C(C)C
WGK Germany	3
PubChem CID	11155794
Molecular Weight	476.72

Certificates

Certificate of Analysis(COA)

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8 results found

Lot Number	Certificate Type	Date	Item
J2022105	Certificate of Analysis	Aug 16, 2024	D102808
F2316068	Certificate of Analysis	Jun 20, 2022	D102808
H2209092	Certificate of Analysis	Jun 20, 2022	D102808
H2209093	Certificate of Analysis	Jun 20, 2022	D102808
H2209094	Certificate of Analysis	Jun 20, 2022	D102808
H2209097	Certificate of Analysis	Jun 20, 2022	D102808
E1824085	Certificate of Analysis	Apr 11, 2022	D102808
E1824086	Certificate of Analysis	Apr 11, 2022	D102808

Solubility

Soluble in organic solvents. Insoluble in water.

Sensitivity

Air sensitive.

Melt Point(°C)

186-190°C

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H413:May cause long lasting harmful effects to aquatic life H302:Harmful if swallowed
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell.
WGK Germany	3

References

1. Peter D Johnson,Jeong-Hun Sohn,Viresh H Rawal. (2006-09-26) Synthesis of C-15 vindoline analogues by palladium-catalyzed cross-coupling reactions.. The Journal of organic chemistry, 71 ((20)): (7899-7902). [PMID:16995709]
2. Kelvin L Billingsley,Timothy E Barder,Stephen L Buchwald. (2007-06-15) Palladium-catalyzed borylation of aryl chlorides: scope, applications, and computational studies.. Angewandte Chemie (International ed. in English), 46 ((28)): (5359-5363). [PMID:17562550]
3. David S Surry,Stephen L Buchwald. (2008-07-30) Biaryl phosphane ligands in palladium-catalyzed amination.. Angewandte Chemie (International ed. in English), 47 ((34)): (6338-6361). [PMID:18663711]
4. Julien Monot,Malika Makhlouf Brahmi,Shau-Hua Ueng,Carine Robert,Marine Desage-El Murr,Dennis P Curran,Max Malacria,Louis Fensterbank,Emmanuel Lacôte. (2009-10-06) Suzuki-Miyaura coupling of NHC-boranes: a new addition to the C-C coupling toolbox.. Organic letters, 11 ((21)): (4914-4917). [PMID:19799407]

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