If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf
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
Select a Size
| Size/SKU | Availability | Price |
|---|---|---|
100 mg | Please contact Customer Service for Availability | $222.00 $166.50 |
500 mg | Check Cart for Availability | $342.00 $256.50 |
1 g | Please contact Customer Service for Availability | $467.00 |
5 g | Please contact Customer Service for Availability | $1,650.00 |
About This Item
$166.50
List Price$222.00Save 25%Product Name
tBuBrettPhos, 97%
Quality Segment
product line
Buchwald Ligand
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
General description
tBuBrettPhos is a phosphine ligand widely used in palladium-catalyzed cross-coupling reactions.
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[1]
- Conversion of aryl triflates to aryl fluorides
- O-Arylation of ethyl acetohydroximate
- Conversion of aryl chlorides and sulfonates to nitroaromatics
Features and Benefits
- White crystalline solid
- Air- and moisture-stable
- Thermally stable
- Highly efficient
- Wide functional group tolerance
- Excellent selectivity and conversion
Legal Information
1 of 1
This Item | |||
|---|---|---|---|
| reaction suitability reaction type: Cross Couplings, reagent type: ligand | reaction suitability reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Cross Couplings, 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 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 |
| assay 97% | assay - | assay 96% | assay 95% |
| functional group phosphine | functional group - | functional group phosphine | functional group phosphine |
| form solid | form solid | form solid | form powder or crystals |
| Quality Level 300 | Quality Level 100 | Quality Level 100 | Quality Level - |
| mp 166-170 °C | mp - | mp 119-131 °C | mp 148-151 °C (lit.), 150 °C |
Still not finding the right product?
Explore all of our products under tBuBrettPhos
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
-
How can I determine the shelf life / expiration / retest date of this product?
1 answer-
Helpful?
-
-
How is shipping temperature determined? And how is it related to the product storage temperature?
1 answer-
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
Helpful?
-