SPhos
95%
Manufacturer: Sigma Aldrich
CAS Number: 657408-07-6
Synonym(S): 2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl, S Phos
Select a Size
| Pack Size | SKU | Availability | Price |
|---|---|---|---|
| 1 G | 901906-1-G | In Stock | ₹ 6,018.70 |
| 5 G | 901906-5-G | In Stock | ₹ 21,022.15 |
| 25 G | 901906-25-G | In Stock | ₹ 64,679.38 |
| 250 G | 901906-250-G | In Stock | ₹ 3,37,988.98 |
901906 - 1 G
In Stock
Quantity
1
Base Price: ₹ 6,018.70
GST (18%): ₹ 1,083.366
Total Price: ₹ 7,102.066
Assay
95%
form
powder or crystals
reaction suitability
reaction type: Buchwald-Hartwig Cross Coupling Reactionreaction type: Heck Reactionreaction type: Hiyama Couplingreaction type: Negishi Couplingreaction type: Sonogashira Couplingreaction type: Stille Couplingreaction type: Suzuki-Miyaura Couplingreagent type: catalystreaction type: Cross Couplingsreagent type: ligand
mp
164-166 °C (lit.)165.5 °C
functional group
phosphine
SMILES string
COc1cccc(OC)c1-c2ccccc2P(C3CCCCC3)C4CCCCC4
InChI
1S/C26H35O2P/c1-27-23-17-11-18-24(28-2)26(23)22-16-9-10-19-25(22)29(20-12-5-3-6-13-20)21-14-7-4-8-15-21/h9-11,16-21H,3-8,12-15H2,1-2H3
InChI key
VNFWTIYUKDMAOP-UHFFFAOYSA-N
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Description
- General description: SPhos [2-Dicyclohexylphosphino-2′, 6′-dimethoxybiphenyl] 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.
- Application: SPhos may be used as a ligand in the following processes:Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between Boc-protected aminomethyltrifluoroborate and aryl chlorides or hetaryl chlorides to form the corresponding aminomethylarenes.[1]Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between 4-methyl-substituted piperidinylzinc reagent and different aryl or heteroaryl iodides to form various substituted piperidines.[2]Intramolecular Suzuki-Miyaura coupling to form the 18-membered macrocyclic ring during the multi-step synthesis of riccardin C.[3]
- Legal Information: Usage subject to Patents: US 6307087; EP 1097158; JP 5758844; CA 2336691
SAFETY INFORMATION
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Assay: 95%
form: powder or crystals
reaction suitability: reaction type: Buchwald-Hartwig Cross Coupling Reactionreaction type: Heck Reactionreaction type: Hiyama Couplingreaction type: Negishi Couplingreaction type: Sonogashira Couplingreaction type: Stille Couplingreaction type: Suzuki-Miyaura Couplingreagent type: catalystreaction type: Cross Couplingsreagent type: ligand
mp: 164-166 °C (lit.)165.5 °C
functional group: phosphine
SMILES string: COc1cccc(OC)c1-c2ccccc2P(C3CCCCC3)C4CCCCC4
InChI: 1S/C26H35O2P/c1-27-23-17-11-18-24(28-2)26(23)22-16-9-10-19-25(22)29(20-12-5-3-6-13-20)21-14-7-4-8-15-21/h9-11,16-21H,3-8,12-15H2,1-2H3
InChI key: VNFWTIYUKDMAOP-UHFFFAOYSA-N
Assay: 95%
form: powder or crystals
reaction suitability: reaction type: Buchwald-Hartwig Cross Coupling Reactionreaction type: Heck Reactionreaction type: Hiyama Couplingreaction type: Negishi Couplingreaction type: Sonogashira Couplingreaction type: Stille Couplingreaction type: Suzuki-Miyaura Couplingreagent type: catalystreaction type: Cross Couplingsreagent type: ligand
mp: 123-126 °C125 °C
functional group: phosphine
SMILES string: CC(C)Oc1cccc(OC(C)C)c1-c2ccccc2P(C3CCCCC3)C4CCCCC4
InChI: 1S/C30H43O2P/c1-22(2)31-27-19-13-20-28(32-23(3)4)30(27)26-18-11-12-21-29(26)33(24-14-7-5-8-15-24)25-16-9-6-10-17-25/h11-13,18-25H,5-10,14-17H2,1-4H3
InChI key: MXFYYFVVIIWKFE-UHFFFAOYSA-N
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