Uses Reactions
ChemicalBook > CAS DataBase List > 2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL

2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL

Uses Reactions
Product Name
2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL
CAS No.
564483-19-8
Chemical Name
2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL
Synonyms
tBuXPhos;t-Bu XPhos;t-butyl-Xphos;tBuXPhos 97%;2‘98% tBuXPhos;di-t-Bu-XPhos;2-Di-tert-butyL;tBuXPhos;TERT-BUTYL X-PHOS
CBNumber
CB5451245
Molecular Formula
C29H45P
Formula Weight
424.64
MOL File
564483-19-8.mol
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2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL Property

Melting point:
148-151 °C(lit.)
Boiling point:
493.5±45.0 °C(Predicted)
storage temp. 
2-8°C, protect from light, stored under nitrogen
solubility 
soluble in Toluene
form 
Crystalline Powder
color 
White
InChI
InChI=1S/C29H45P/c1-19(2)22-17-24(20(3)4)27(25(18-22)21(5)6)23-15-13-14-16-26(23)30(28(7,8)9)29(10,11)12/h13-21H,1-12H3
InChIKey
SACNIGZYDTUHKB-UHFFFAOYSA-N
SMILES
P(C(C)(C)C)(C(C)(C)C)C1=CC=CC=C1C1=C(C(C)C)C=C(C(C)C)C=C1C(C)C
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
WGK Germany 
3
TSCA 
No
HS Code 
29310099
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
901904
Product name
tBuXPhos
Purity
95%
Packaging
1G
Price
$50.45
Updated
2025/07/31
Sigma-Aldrich
Product number
638080
Product name
tBuXPhos
Purity
97%
Packaging
1g
Price
$47.18
Updated
2025/07/31
Sigma-Aldrich
Product number
901904
Product name
tBuXPhos
Purity
95%
Packaging
5G
Price
$245
Updated
2025/07/31
Sigma-Aldrich
Product number
638080
Product name
tBuXPhos
Purity
97%
Packaging
5g
Price
$175.94
Updated
2025/07/31
Sigma-Aldrich
Product number
901904
Product name
tBuXPhos
Purity
95%
Packaging
25G
Price
$433
Updated
2025/07/31
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2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL Chemical Properties,Usage,Production

Uses

tBuXPhos [2-Di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions. tBuXPhos has been used in the preparation of [tBuXPhosAu(MeCN)]BAr4F, a gold catalyst for the intermolecular [2+2] cycloaddition of terminal arylalkynes with substituted alkenes to form functionalized cyclobutenes with high regioselectivity.
tBuXPhos is a ligand for Pd-catalyzed C-O and C-N bond formation.
It can be used in the following reactions:
• Palladium-catalyzed Tsuji-Trost substitution and cross-coupling of benzylic fluorides.
• Palladium-catalyzed C-N cross-coupling of sulfinamides and aryl halides.
• Palladium-catalyzed rapid methoxylation and deuteriomethoxylation of bromo-chalcones.

Reactions

  • Effective ligand for the Pd-catalyzed arylation of pyrazoles, indazoles and amino heterocycles.
  • Ligand used in the Pd-catalyzed synthesis of phenols from aryl halides and KOH.
  • Ligand used in the Pd-catalyzed of benzoic acids from aryl halides and CO2.
  • Ligand used in the Pd-catalyzed trifluoromethylation of vinyl sulfonates.
  • Ligand used in the Pd-catalyzed arylation of nitroacetates.
  • Ligand used in the Pd-catalyzed Suzuki−Miyaura cross-coupling of allylboronates and aryl halides.
  • Ligand used in the Pd-catalyzed cyanation of (hetero)arylchlorides and bromides.
  • Ligand used in the Pd-catalyzed C–N cross coupling of sulfinamides and aryl halides.
  • Ligand used in the Pd-catalyzed arylation of cyanamides. 
 

Chemical Properties

White to pale yellow

Uses

Effective ligand for the Pd-catalyzed arylation of pyrazoles, indazoles and amino heterocycles

Uses

tBuXPhos is a ligand for Pd-catalyzed C-O and C-N bond formation.
It can be used in the following reactions:

  • Palladium-catalyzed Tsuji-Trost substitution and cross-coupling of benzylic fluorides.
  • Palladium-catalyzed C-N cross-coupling of sulfinamides and aryl halides.
  • Palladium-catalyzed rapid methoxylation and deuteriomethoxylation of bromo-chalcones.

Uses

suzuki reaction

General Description

tBuXPhos [2-Di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.

reaction suitability

reagent type: ligand

Synthesis

13716-10-4

694-80-4

21524-34-5

564483-19-8

1. In a 1L three-necked flask, 32.5 g of 2-bromo-1,3,5-triisopropylbenzene, 5.6 g of magnesium shavings, and 300 mL of anhydrous tetrahydrofuran (THF) were added to prepare a Grignard reagent. 2. Under stirring, 20 g of 2-bromochlorobenzene was slowly added dropwise to the above solution to form 2,4,6-triisopropyl-2'-bromodiphenyl Grignard reagent, and the reaction was refluxed for 2 hours. 3. After completion of the reaction, cooled to room temperature, 2.4 g of tetrakis(triphenylphosphine)palladium was added as a catalyst and stirred for 30 minutes. 4. At room temperature, 18.8 g of di-tert-butylphosphonium chloride was slowly added dropwise to the reaction mixture and the reaction was continued at reflux for 5 hours. 5. The reaction mixture was cooled in an ice water bath and 200 mL of saturated aqueous ammonium chloride solution was slowly added dropwise to quench the reaction. 6. The organic phase was separated and crystallized by addition of methanol and filtered to afford 41.7 g of the white solid product 2-di-tert-butylphosphino-2',4',6'-triisopropylbiphenyl in 94% yield.

References

[1] Patent: CN105859774, 2016, A. Location in patent: Paragraph 0078; 0079; 0080; 0081
[2] Journal of the American Chemical Society, 2003, vol. 125, # 22, p. 6653 - 6655

2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL Preparation Products And Raw materials

Raw materials

2-Bromopropane 2-Chloro-2-methylpropane Carbon tetrachloride Aluminum chloride Phosphorus trichloride 1,2-Dibromoethane Tetrahydrofuran 1,2-Dibromobenzene Benzene Ethyl acetate Copper(I) chloride Bromine Dichloromethane Iron Magnesium

Preparation Products

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View Lastest Price from 2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
di-t-Bu-XPhos 564483-19-8
Price
US $2.00-5.00/KG
Min. Order
0.1KG
Purity
99%
Supply Ability
g-kg-tons
Release date
2025-07-10
Speranza Chemical Co., Ltd.
Product
2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL 564483-19-8
Price
US $0.00-0.00/KG
Min. Order
25KG
Purity
98%
Supply Ability
25KG
Release date
2024-01-05
Shanghai UCHEM Inc.
Product
2-Di-tert-butylphosphino-2',4',6'-triisopropylbiphenyl 564483-19-8
Price
US $11.20-184.00/g
Min. Order
1g
Purity
0.98
Supply Ability
20kg
Release date
2023-10-25

564483-19-8, 2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYLRelated Search:

CPhos 2-DICYCLOHEXYLPHOSPHINO-2',6'-DIISOPROPOXYBIPHENYL 2-(Dicyclohexylphosphino)-2'-methylbiphenyl 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl 2-(Dicyclohexylphosphino)biphenyl 2'-(dicyclohexylphosphino)-6-methoxy-N,N-dimethylbiphenyl-2-amine 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl 2-(Dicyclohexylphosphino)-2'-methoxybiphenyl 2-(Dicyclohexylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl, min. 98% BrettPhos X-PHOS Tri-tert-butylphosphine tetrafluoroborate 2-(Di-tert-butylphosphino)biphenyl 2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL 2-(DI-T-BUTYLPHOSPHINO)-2'-METHYLBIPHENYL DI-TERT-BUTYLPHENYLPHOSPHINE 2-DI-TERT-BUTYLPHOSPHINO-3,4,5,6-TETRAM&

  • 2-Di-tert-butylphosphino-2',4',6'-trisopropylbinphenyl
  • tBuXPhos 97%
  • 2-Di-tert-butyL
  • phosphino-2',4',6'-triisopropyL
  • phosphine, bis(1,1-diMethylethyl)[2',4',6'-tris(1-Methylethyl)[1,1'-biphenyl]-2-yl]-
  • t-Bu XPhos
  • tBuXPhos
  • Bis(1,1-dimethylethyl)[2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]phosphine
  • 2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL
  • TERT-BUTYL X-PHOS
  • 2-DI-TERT-BUTYLPHOSPHINO-2',4', 6'-TRI-I-PROPYL-1,1'-BIPHENYL
  • 2-Di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl,min.98%
  • 2-Di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl,min.98%t-butylXPhos
  • 2-Di-tert-butylphosphino-2',4',6'-triisopropylbiphenyl ,98%
  • 2-Di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl,tert-Butyl XPhos
  • 2-DI-T-BUTYLPHOSPHINO-2'',4'',6''-TRI-I-PROPYL-1,1''-BIPHENYL, MIN. 98%
  • t-butyl-Xphos
  • 2-di-tert-butylphosphino-2',4',6'-triisopropylbiph
  • 98% tBuXPhos
  • Di-tert-butyl(2',4',6'-triisopropyl-[1,1'-biphenyl]-2-yl)phosphine
  • di-t-Bu-XPhos
  • Di-tert-butyl(2',4',6'-triisopropylbiphenyl-2-yl)phosphine
  • 2-Di-t-butylphosphiNA-2',4',6'-tri-i-propyl-1,1'-biphenyl
  • 2-Di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl, t-butylXPhos
  • 2-Di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl, Min. 98% t-Bu-X-PHOS
  • 2-Di-t-butylphosphino-2',4',6'
  • 2-Di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl,98% tBuXPhos
  • 2&lsquo
  • -DI-Tert-Butylphosphino-2,4,6-Triisopropylbiphenyl
  • phosphine, bis(1,1-diMethylethyl)[2',4',6'-tris(1-Methylethyl)[1,1'-biphenyl]
  • phosphine, bis(1,1-diMethylethyl)[2',4',6'-tris(1-Methylethyl)[1,1'-biphen
  • 2-(Di-t-butylphosphino)-2',4',6'-tri- i-propyl-1,1'-biphenyl (tBu-Xphos)
  • Di-tert-butyl(2',4',6'-triisopropyl-[1,1'-biphenyl]-2-yl)phosphine 98%
  • tBuXPhos / 2-Di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl
  • 2-Di-t-butylphosphino-2',4',6'-tri-isopropyl-1,1'-biphenyl
  • 2-Di-t-butylphosphino-2',4',6'-tri-i-propylbiphenyl
  • 2-Di-tert-butyphosphino-2',4',6'-trisopropyl-1,1'-biphenyl
  • phosphine, bis(1,1-dimethylethyl)[2',4',6'-tris(1-methylethy...
  • 564483-19-8 2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL
  • di-tert-butyl(2',4',6'-triisopropyl-[1,1'-biphenyl]-2-yl)phosphane
  • 2-Di-t-butylphosphino-2’,4’,6’-triisopropyl-1,1’-biphenyl (tBuXPhos)
  • 2-Di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl
  • 2-Di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl, tBuXPhos
  • 2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIP
  • tBuXPhos ChemBeads
  • <i>t</i>BuXPhos
  • 2-tert-Butyl-2',4',6'-triisopropylbiphenylphosphine
  • 2-Di-tert-butylphosphino-2',4',6'-triisopropylbiphenyl,tBuXPhos
  • 2-Di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl, CAS 564483-19-8
  • 2-Di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl
  • 564483-19-8
  • C29H45P
  • Achiral Phosphine
  • Aryl Phosphine
  • Buchwald Ligands Series
  • Buchwald Ligands&Precatalysts