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93634-87-8 T-butyldicyclohexylphosphine
93634-87-8 T-butyldicyclohexylphosphine

93634-87-8 T-butyldicyclohexylphosphine

Product name: T-BUTYLDICYCLOHEXYLPHOSPHINE
CAS number: 93634-87-8
Molecular formula: C16H31P
Molecular weight: 254.39
EINECS number:
MDL No.:MFCD03426984

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Description

Specification:

Appearance Colorless clear liquid
Purity NLT 98%

 

Application:

Boiling point: 333.4 ± 9.0 ° C 
Density: 0.939 g/mL at 25 ° C (lit.)
Sensitivity: air sensitive

Application Fields

1. Catalysis (Organometallic & Organic Synthesis)

2. Pharmaceutical Intermediate Synthesis3. Fine Chemicals Production

Specific Applications

1. Catalysis Field- Ligand precursor for Pd-catalyzed cross-coupling reactions (e.g., Suzuki-Miyaura, Stille, Buchwald-Hartwig amination)- Component of catalyst systems for olefin hydrogenation and isomerization- Ligand for Ni-catalyzed C-C bond formation reactions

2. Pharmaceutical Synthesis- ligand in catalytic systems for synthesizing antitumor drug intermediates (e.g., arylamine derivatives of targeted cancer drugs)- Catalyst ligand for preparing antibiotic intermediates (modification of β-lactam rings)- Enables efficient synthesis of chiral pharmaceutical building blocks

3. Fine Chemicals Production- Ligand for catalytic synthesis of specialty fragrances and flavors- Used in the preparation of functional organic materials (e.g., organic semiconductors)

Typical Dosage/Usage Ratio

1. Cross-coupling Reactions- Molar ratio of ligand (T-butyldicyclohexylphosphine) to metal catalyst (Pd/Ni): 1.0–2.0:1 (optimizes catalyst activity and stability)- Relative dosage to substrate: 1–5 mol% (varies by reaction type and substrate reactivity)

2. Pharmaceutical Intermediate Synthesis- Batch usage: 0.5–3 kg per ton of final pharmaceutical intermediate (depending on synthetic route and yield)

3. Fine Chemicals Preparation- Ligand dosage: 0.3–2 mol% relative to main reactant (for high-selectivity reactions)

Notes on Application - Highly air-sensitive; must be handled and stored under inert gas (nitrogen or argon) to avoid oxidation- Typically used as a ligand precursor, often converted to its borane adduct or phosphonium salt for improved stability- Reaction conditions (temperature, solvent) need to be optimized according to specific catalytic systems

 

 

Synonyms:

tert-Butyldicyclohexylphosphine

93634-87-8

tert-butyl(dicyclohexyl)phosphane

tert-butyldicyclohexylphosphane

Phosphine, dicyclohexyl(1,1-dimethylethyl)-

 

 

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