JohnPhos
JohnPhos (CAS 224311-51-7), with the molecular formula C<sub>6</sub>H<sub>5</sub>C<sub>6</sub>H<sub>4</sub>P[C(CH<sub>3</sub>)<sub>3</sub>]<sub>2</sub> and a molecular weight of 298.40 g/mol, is a bulky biarylphosphine ligand. It is highly valued in organic synthesis for its efficacy in palladium-catalyzed cross-coupling reactions, particularly the Stille coupling. JohnPhos facilitates efficient C-C bond formation, making it an indispensable tool in complex molecule synthesis.
- IUPAC
- (2-Biphenyl)di-tert-butylphosphine,(2-Biphenylyl)di-tert-butylphosphine,2-(Di-tert-butylphosphino)biphenyl
- Synonyms
- 2-(Di-tert-butylphosphino)biphenyl(2-Biphenyl)di-tert-butylphosphine2-Biphenylyl)di-tert-butylphosphine
![JohnPhos (C6H5C6H4P[C(CH3)3]2) — chemical structure, CAS 224311-51-7; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F224311-51-7.png&w=3840&q=75)
Palladium-Catalyzed Stille Cross-Coupling
JohnPhos serves as a crucial bulky biarylphosphine ligand in palladium-catalyzed Stille cross-coupling reactions. This application enables the formation of new carbon-carbon bonds between organostannanes and organic halides or pseudohalides.
Buchwald-Hartwig Amination
This ligand is also effective in Buchwald-Hartwig amination reactions, which are vital for the synthesis of aryl amines. It facilitates the palladium-catalyzed coupling of amines with aryl halides or pseudohalides.
General Cross-Coupling Reactions
Beyond specific named reactions, JohnPhos finds utility in various other palladium-catalyzed cross-coupling processes, including Suzuki-Miyaura and Heck reactions, where its steric bulk and electronic properties promote efficient catalysis.
| Molecular weight | 298.40 |
|---|---|
| Linear formula | C6H5C6H4P[C(CH3)3]2 |
| Assay | 97% |
| Application | Bulky biarylphosphine ligand utilized in the palladium catalyzed Stille cross-coupling reaction.8 |
| Melting point | 86-88 °C(lit.) |
Hazard statements
- H413May cause long-lasting harmful effects to aquatic life
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
| Ligand For | Buchwald-Hartwig Cross Coupling ReactionC-X Bond FormationHeck ReactionSuzuki-Miyaura Coupling |
|---|
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is JohnPhos primarily used for?
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JohnPhos is primarily utilized as a bulky biarylphosphine ligand in palladium-catalyzed cross-coupling reactions, notably the Stille coupling, and is also employed in Buchwald-Hartwig amination.
What are the CAS number and molecular formula for JohnPhos?
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The CAS number for JohnPhos is 224311-51-7, and its molecular formula is C<sub>6</sub>H<sub>5</sub>C<sub>6</sub>H<sub>4</sub>P[C(CH<sub>3</sub>)<sub>3</sub>]<sub>2</sub>.
What grade and purity does Tech Serve Solutions supply for JohnPhos?
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Tech Serve Solutions supplies JohnPhos with an assay of 97%. It is supplied as a research or technical grade material and is not represented as USP, BP, EP, or pharmacopoeia grade.
What are the safety and handling considerations for JohnPhos?
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JohnPhos carries the hazard statement H413, indicating it may cause long lasting harmful effects to aquatic life. Appropriate personal protective equipment, including eyeshields, gloves, and a type N95 (US) or P1 (EN143) respirator filter, should be used. Store in a cool, dry place.
Is JohnPhos a controlled substance?
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The provided data does not indicate that JohnPhos is a controlled substance.
How is JohnPhos packed, shipped, and exported?
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JohnPhos is carefully packed to ensure stability during transit. Tech Serve Solutions is a global supplier and exporter, experienced in shipping chemicals worldwide in compliance with international regulations.
How can I request a sample or quote for JohnPhos?
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To request a sample or obtain a quote for JohnPhos, please contact our sales team through the website or direct email, providing your contact details and quantity requirements.
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