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730998
tBuBrettPhos
97%, solid
Synonym(s):
t-Bu Brett Phos, t-BuBrett-Phos, tertButylBrettPhos, 2-(Di-tert-butylphosphino)-2′,4′,6′- triisopropyl-3,6-dimethoxy-1,1′-biphenyl, t-BuBrett Phos, t-BuBrettPhos, [3,6-Dimethoxy-2′,4′,6′-tris(1-methylethyl) [1,1′-biphenyl]-2-yl]bis(1,1-dimethylethyl)phosphine, tert-ButylBrettPhos
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$166.00
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$166.00
In StockDetails
Product Name
tBuBrettPhos, 97%
Quality Level
assay
97%
form
solid
reaction suitability
reaction type: Cross Couplings
reagent type: ligand
reaction type: Arylations
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: C-X Bond Formation
reagent type: ligand
reaction type: Fluorinations
mp
166-170 °C
functional group
phosphine
SMILES string
COc1ccc(OC)c(c1P(C(C)(C)C)C(C)(C)C)-c2c(cc(cc2C(C)C)C(C)C)C(C)C
InChI
1S/C31H49O2P/c1-19(2)22-17-23(20(3)4)27(24(18-22)21(5)6)28-25(32-13)15-16-26(33-14)29(28)34(30(7,8)9)31(10,11)12/h15-21H,1-14H3
InChI key
REWLCYPYZCHYSS-UHFFFAOYSA-N
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Related Categories
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This Item | 745979 | 901904 | 638080 |
|---|---|---|---|
| assay 97% | assay 96% | assay 95% | assay 98% |
| reaction suitability reaction type: Cross Couplings, reagent type: ligand | reaction suitability - | 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: catalyst | reaction suitability reaction type: Cross Couplings, reagent type: ligand |
| functional group phosphine | functional group phosphine | functional group phosphine | functional group phosphine |
| form solid | form solid | form powder or crystals | form solid |
| Quality Level 300 | Quality Level 100 | Quality Level - | Quality Level 300 |
| mp 166-170 °C | mp 119-131 °C | mp 148-151 °C (lit.), 150 °C | mp 148-151 °C (lit.) |
General description
tBuBrettPhos is a phosphine ligand widely used in palladium-catalyzed cross-coupling reactions.[1]
Application
- Buchwald-Hartwig amination and C-O coupling
- Suzuki, Negishi, Stille, Hiyama, Sonogashira cross-couplings
- α-Arylation reaction
New Applications:
- Conversion of aryl and vinyl triflates to bromides and chlorides[2]
- Conversion of aryl triflates to aryl fluorides[3]
- O-Arylation of ethyl acetohydroximate[4]
- Conversion of aryl chlorides and sulfonates to nitroaromatics[5]
Features and Benefits
- White crystalline solid
- Air- and moisture-stable
- Thermally stable
- Highly efficient
- Wide functional group tolerance
- Excellent selectivity and conversion
Legal Information
Storage Class
13 - Non Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf
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