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ChemicalBook >> CAS DataBase List >>X-PHOS

X-PHOS

CAS No.
564483-18-7
Chemical Name:
X-PHOS
Synonyms
dicyclohexyl(2',4',6'-triisopropyl-[1,1'-biphenyl]-2-yl)phosphane;2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl;2-(Dicyclohexylphosphanyl)-2',4',6'-tris(isopropyl)biphenyl;5-BROMO-4-CHLORO-3-INDOLYL PHOSPHATE;2-Dicyclohexylphosphino-2;2-Dicyclohexylphosphino-2,4,6-triisopropylbiphenyl;Dicyclohexyl(2',4',6'-triisopropylbiphenyl-2-yl)phosphine;X-PH0S;2-(Dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1'-biphenyl;dicyclohexyl-[2-[2,4,6-tri(propan-2-yl)phenyl]phenyl]phosphane
CBNumber:
CB3357527
Molecular Formula:
C33H49P
Molecular Weight:
476.72
MDL Number:
MFCD04117682
MOL File:
564483-18-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 05:22:25
Product description Number Pack Size Price
XPhos 97% 638064 1g $101
XPhos 97% 638064 5g $188
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl >98.0%(GC) D5038 1g $98
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl >98.0%(GC) D5038 5g $288
2-(Dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1'-biphenyl, min. 98% XPhos min.98% 15-1149 500mg $35
More product size

X-PHOS Properties

Melting point 187-190 °C(lit.)
Boiling point 569.8±50.0 °C(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility Benzene (Slightly)
form Powder
color white
Sensitive Air Sensitive
Stability Air Sensitive
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
InChIKey UGOMMVLRQDMAQQ-UHFFFAOYSA-N
SMILES P(C1CCCCC1)(C1CCCCC1)C1=CC=CC=C1C1=C(C(C)C)C=C(C(C)C)C=C1C(C)C
CAS DataBase Reference 564483-18-7(CAS DataBase Reference)
FDA UNII R271FU23T8
UNSPSC Code 12352200
NACRES NA.82

SAFETY

Risk and Safety Statements

Symbol(GHS)  Health Hazard (GHS08)
GHS08
Signal word  Warning
Hazard statements  H351
Precautionary statements  P280
PPE Eyeshields, Gloves, type N95 (US)
Hazard Codes  Xn
Risk Statements  36/37/38-22-40
Safety Statements  37/39-26-36/37
WGK Germany  3
TSCA  No
HS Code  29319090
Storage Class 13 - Non Combustible Solids
NFPA 704
0
2 0

X-PHOS price More Price(108)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 638064 XPhos 97% 564483-18-7 1g $101 2026-04-30 Buy
Sigma-Aldrich 638064 XPhos 97% 564483-18-7 5g $188 2026-04-30 Buy
TCI Chemical D5038 2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl >98.0%(GC) 564483-18-7 1g $98 2026-04-30 Buy
TCI Chemical D5038 2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl >98.0%(GC) 564483-18-7 5g $288 2026-04-30 Buy
Strem Chemicals 15-1149 2-(Dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1'-biphenyl, min. 98% XPhos min.98% 564483-18-7 500mg $35 2026-04-30 Buy
Product number Packaging Price Buy
638064 1g $101 Buy
638064 5g $188 Buy
D5038 1g $98 Buy
D5038 5g $288 Buy
15-1149 500mg $35 Buy

X-PHOS Chemical Properties,Uses,Production

Reaction

  1.  Exceptional ligands for Pd-catalyzed amination and amidation of aryl sulfonates.
  2.  Ligand used for the Pd-catalyzed Suzuki-Miyaura coupling reaction and carbonyl enolate coupling.
  3.  Ligand used for the chemoselective amination of aryl chlorides.
  4.  Ligand used for the Pd-catalyzed borylation of aryl chlorides, for the formation of trifluoroborates.
  5.  Ligand used for the Pd-catalyzed amination of vinyl halides and triflates.
  6.  Ligand used for the Pd-catalyzed three-component synthesis of indoles.
  7.  Ligand used for the Pt-catalyzed regioselective hydrosilylation of functionalized terminal arylalkynes.
  8.  Ligand used for the Pd-catalyzed synthesis of carbazoles.
  9.  Ligand used for the Pd-catalyzed Suzuki-Miyaura coupling of aryl chloride and NHC-boranes.
  10.  Ligand used for the direct arylation of picoline N-oxide.
  11.  Ligand used for the Negishi coupling of 2-heterocyclic organozinc reagents.
  12.  Catalyst for a phosphine-catalyzed Heine reaction.
  13.  Ligand used for the palladium-catalyzed oxidative coupling of indoles and heteroarenes.
  14.  Ligand used for the silver-catalyzed hydrogenation of aldehydes.
  15.  Ligand used for the palladium-catalyzed cyanation of heterycyclic halides.
Reactions of 564483-18-7_1
Reactions of 564483-18-7_2
Reactions of 564483-18-7_3
Reactions of 564483-18-7_4

Chemical Properties

White crystalline powder

Uses

Exceptional ligands for Pd-catalyzed amination and amidation of aryl sulfonates. XPHOS is used as a regent in the synthesis of novel [1,2,4]triazolo[4,3-a]pyrazine derivatives as potential selective c-met inhibitors with improved pharmacokinetic properties.

Uses

suzuki reaction

General Description

This product has been enhanced for catalytic efficiency.

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

Synthesis

1-BROMO-2,4,6-TRIISOPROPYLBENZENE

21524-34-5

Dicyclohexylchlorophosphine

16523-54-9

1,2-Dibromobenzene

583-53-9

X-PHOS

564483-18-7

Under nitrogen protection, 200 mL of tetrahydrofuran (THF) and 31 g of 2-bromo-1,3,5-triisopropylbenzene were added to a 1 L three-necked flask. The reaction mixture was cooled to 0 °C and 46 mL of a 2.5 M hexane solution of n-butyllithium was slowly added dropwise. After the dropwise addition was completed, the reaction continued to be stirred at 0 °C for 1 hour. Subsequently, 24.6 g of 1,2-dibromobenzene was slowly added dropwise at the same temperature. After completion of the dropwise addition, the reaction was continued at 0°C for 1 hour. Next, 42 mL of 2.5 M hexane solution of n-butyllithium was added dropwise to the reaction mixture at 0 °C. After the dropwise addition was completed, the reaction was continued with stirring at 0 °C for 1 hour. Then, 26.7 g of dicyclohexylphosphonium chloride was slowly added dropwise and the reaction mixture was allowed to warm up to room temperature naturally and the reaction was continued to be stirred for 2 hours. Upon completion of the reaction, 200 mL of saturated aqueous ammonium chloride solution was slowly added dropwise to quench the reaction under the cooling of an ice bath. After performing phase separation, the organic phase was concentrated and crystallized by adding methanol. The solid was collected by filtration to afford 44.5 g of a white crystalline product of 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl in 89% yield.

References

[1] Patent: CN105273006, 2016, A. Location in patent: Paragraph 0069; 0070

21524-34-5
16523-54-9
583-53-9
564483-18-7
Synthesis of X-PHOS from 1-BROMO-2,4,6-TRIISOPROPYLBENZENE and Dicyclohexylchlorophosphine and 1,2-Dibromobenzene
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Related Qustion

Ask a question
Q:In what reactions is X-PHOS primarily used as a ligand?Zora - Apr 20，2026
A: X-PHOS is a white to pale yellow crystalline solid and phosphine ligand, It is also an efficient ligand for several commonly used C–C bond-forming cross-coupling reactions, including the Negishi, Suzuki, and the copper-free Sonogashira coupling reactions. It is especially efficient and general when employed as a (2-aminobiphenyl)-cyclometalated palladium mesylate precatalyst complex (Buchwald's third generation precatalyst system).

View Lastest Price from X-PHOS manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-(Dicyclohexylphosphino)-2',4',6'-triisopropylbiphenyl pictures 2026-06-08 2-(Dicyclohexylphosphino)-2',4',6'-triisopropylbiphenyl
564483-18-7
 $26.00-461.00 25g 0.99 100kg Shanghai UCHEM Inc.
2-(DICYCLOHEXYLPHOSPHINO)-2',4',6'-TRI-I-PROPYL-1,1'-BIPHENYL pictures 2026-06-05 2-(DICYCLOHEXYLPHOSPHINO)-2',4',6'-TRI-I-PROPYL-1,1'-BIPHENYL
564483-18-7
 5KG 98% 25KG Speranza Chemical Co., Ltd.
X-PHOS pictures 2026-05-28 X-PHOS
564483-18-7
 $2.00-5.00 1KG 99% 10000kg Hebei Chuanghai Biotechnology Co,.LTD
  • X-PHOS pictures
  • X-PHOS
    564483-18-7
  • $2.00-5.00
  • 99%
  • Hebei Chuanghai Biotechnology Co,.LTD
X-PHOS 2-DICYCLOHEXYLPHOSPHINO-2',4',6'-TRIISO-PROPYL-1,1'-BIPHENYL 2-Dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl, X-PHOS 2-(Dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1'-biphenyl,min.98%X-Phos 2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl, 98+% ChemDose(R), X-Phos impregnated tablets, 2-Dicyclohexylphosphino-2μ,4μ,6μ-triisopropylbiphenyl impregnated tablets X-Phos, ChemDose(R) tablets 2-(Dicyclohexylphosphino)-2',4',6'-triisopropylbip 2-(Dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1, 2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl ,97% 2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl,XPhos 2-Dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl, 98+% X-PHOS 98% XPhos 2-(DicyclohexylphosphiNA)-2',4',6'-triisopropylbiphenyl 2,,4',6'-Diisopropyl-1,1'-biphenyl-2-yldicyclohexylphosphine 2-(Dicyclohexylphosphino)-2',4 Dicyclohexyl[2',4',6'-tris(prop-2-yl)biphenyl-2-yl]phosphine, Dicyclohexyl[2',4',6'-tris(prop-2-yl)biphenyl-2-yl]phosphane, X-phos Phosphine, dicyclohexyl[2',4',6'-tris(1-Methylethyl)[1,1'-biphenyl]-2-yl]- XPhos 97% 2-(DICYCLOHEXYLPHOSPHINO)-2',4',6'-TRI-I-PROPYL-1,1'-BIPHENYL OR X-PHOS (2-(2,4,6-triisopropylphenethyl)phenyl)dicyclohexylphosphine X-PHOS,2-(Dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1'-biphenyl XPhos, >=98% Dicyclohexyl[2-(2,4,6-triisopropylphenyl)phenyl]phosphane X-Phos, ChemDose? tablets 2-(Dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1'-biphenyl, min. 98% -biphenyl]-2-yl]phosphane (2-(2,4,6-triisopropylphenethyl)phenyl)dicyclohexylphosphine(X-Phos) 2-(DicycL phosphino)-2',4',6'-tri-i-propyL 2-Dicyclohexylphosphino-2',4',6'-t [2'-(methylamino)-[1,1'-biphenyl]-2-yl]palladio methanesulfonate X-Phos, ChemDose(TM) tablets -1,1'-biphenyL 2-(Dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1'-biphenyl,min.98% X-Phos ( 2-dicyclohexylphosphino-2’,4’,6’-triisopropylbiphenyl) 2-Dicyclohexylphosphino-2',4',6'-trisopropyl-1,1'-biphenyl(X-phos) 2-DICYCLOHEXYLPHOSPHINO-2',4',6'-TRIISO-PROPYL-1,1'-BIPHENYL,xphos X-Phos (2-Dicyclohexylphosphino-2,4,6-Triisopropylbiphenyl) extrapure, 98% 2-Dicyclohexylphosphino-2 X-PH0S dicyclohexyl-[2-[2,4,6-tri(propan-2-yl)phenyl]phenyl]phosphane 2-Dicyclohexylphosphate-2 ', 4', 6 '- triisopropylbiphenyl 2-dicyclohexylphosphine 2',4',6' -triisopropyl biphenyl XPhos(2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl) (2-Methylallyl)palladiumchloride dimer 2-(Dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1'-biphenyl (Xphos) Abemaciclib Impurity 31 Abemaciclib Impurity 39 Phosphine,dicyclohexyl[2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]- XPhos ChemBeads X-Phos, ChemDose? tablets 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl 2-Dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl 2-dicyclohexylphosphino-2,4,6-tripropylbiphenyl 2-Dicyclohexylphosphate-2,4,6-triisopropylbiphenyl(X-PHOS) 2-(Dicyclohexylphosphanyl)-2',4',6'-tris(isopropyl)biphenyl 2-(Dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1'-biphenyl
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