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

Americas 1 Canada 1 China 273 Europe 1 Germany 4 India 5 Italy 1 Japan 1 Norway 1 Russia 1 Switzerland 1 Ukraine 1 United Kingdom 4 United States 17 Global 312

SIGMA-RBI

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Fax: --
Country: Switzerland
ProdList: 6896
Advantage: 91

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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