85417-41-0

Basic information

• Product Name: TRIS(2,6-DIMETHOXYPHENYL)PHOSPHINE
• Synonyms: TRIS(2,6-DIMETHOXYPHENYL)PHOSPHINE;TDMPP;Tris(2,6-dimethoxyphenly)phosphine;TRIS(2,6-DIMETHOXYPHENYL)PHOSPHINE 97+% HPLC;Tris(2,6-dimethoxyphenyl)phosphine, 97+%;Tris(2,6-diMethoxyphenyl)phosphine, 97+% 5GR;Tris(2,6-dimethoxyphenyl)phosphine 98%;Tris(2,6-dimethoxyphenyl)phosphine, min. 97%
• CAS NO: 85417-41-0
• Molecular Formula: C₂₄H₂₇O₆P
• Molecular Weight: 442.44
• Product Categories: Ligand;Phosphine Ligands;Synthetic Organic Chemistry;Basic Phosphine LigandsCatalysis and Inorganic Chemistry;Catalysis and Inorganic Chemistry;Cross-Coupling;Phosphine Ligands;Phosphorus Compounds
• Mol File: 85417-41-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 145-147 °C(lit.)
• Boiling Point: 566.4oC at 760 mmHg
• Flash Point: 372.2oC
• Appearance: white to off-white/Powder
• Vapor Pressure: 2.9E-12mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: very faint turbidity in hot Methanol
• Sensitive: air sensitive
• CAS DataBase Reference: TRIS(2,6-DIMETHOXYPHENYL)PHOSPHINE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIS(2,6-DIMETHOXYPHENYL)PHOSPHINE(85417-41-0)
• EPA Substance Registry System: TRIS(2,6-DIMETHOXYPHENYL)PHOSPHINE(85417-41-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• TSCA: No
• Hazardous Substances Data: 85417-41-0(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

Catalyst for:Preparation of chiral building blocks via hydroalkynylation reactions or ynolatesThree-component aza-Morita-Baylis-Hillman reactions (aza-MBH)Atom-economic synthesis of nitrogen heterocycles and ynenoates from alkynesOxycylizations of allendiolsEnantioselective aldol reactionsPd-mediated cross-coupling, Pd- and Cu-mediated benzannulation reactions and copper-mediated dimerization reactions

InChI:InChI=1/C24H27O6P/c1-25-16-10-7-11-17(26-2)22(16)31(23-18(27-3)12-8-13-19(23)28-4)24-20(29-5)14-9-15-21(24)30-6/h7-15H,1-6H3

Upstream product

• 151-10-0 1,3-Dimethoxybenzene 
• 129972-73-2 C₂₆H₃₂O₆PS⁽¹⁺⁾*I^(1-) 
• 129972-74-3 C₂₈H₃₆O₆PS⁽¹⁺⁾*I^(1-) 
• 129972-72-1 C₂₅H₃₀O₆PS⁽¹⁺⁾*I^(1-) 
• 123317-05-5 tris(2,6-dimethoxyphenyl)phosphibe sulfide 
• 123317-07-7 Tris-(2,6-dimethoxy-phenyl)-phosphane; hydrochloride 
• 882-33-7 diphenyldisulfane 
• 129972-84-5 Tris-(2,6-dimethoxy-phenyl)-phosphane; hydriodide 

Downstream Products

• 129972-73-2 C₂₆H₃₂O₆PS⁽¹⁺⁾*I^(1-) 
• 135765-17-2 C₂₆H₃₂O₆PS⁽¹⁺⁾*Br^(1-) 
• 129972-74-3 C₂₈H₃₆O₆PS⁽¹⁺⁾*I^(1-) 
• 135765-18-3 C₂₈H₃₆O₆PS⁽¹⁺⁾*Br^(1-) 
• 91608-20-7 tris(2,6-dimethoxyphenyl)phosphonium perchlorate 
• 256531-30-3 (chloromethyl)tris(2,6-dimethoxyphenyl)phosphonium chloride 
• 120933-27-9 tris(2,6-dimethyoxyphenyl)phosphine oxide 
• 103661-68-3 tris(2,6-dimethoxyphenyl)phosphine selenide 
• 123317-07-7 Tris-(2,6-dimethoxy-phenyl)-phosphane; hydrochloride 
• 129972-84-5 Tris-(2,6-dimethoxy-phenyl)-phosphane; hydriodide 
• 123317-05-5 tris(2,6-dimethoxyphenyl)phosphibe sulfide 
• 440636-53-3 chloro(tris(2,6-dimethoxyphenyl)phosphine)gold(I) 

Relevant articles and documents

Some Unusual Properties of Tris(2,6-dimethoxyphenyl)phosphine Sulfide and the Related Compounds

The title sulfide 3P=S reacted with acids to form a novel mercaptophosphonium salt X, solution thermolysis of which in the absence or presence of triphenylphosphine resulted in the unusual desulfurization to give the tertiary phosphonium salts X. (2,6)3P=S also reacted with alkyl iodides or bromides under mild conditions to give stable (alkylthio)phosphonium salts X (R=Me, Et, n-Bu), which reacted with thiols at room temperature in the presence of a catalytic amount of the tertiary phosphine (2,6)3P to give X and unsymmetrical disulfides.

A Highly Basic and Nucleophilic Triphenylphosphine, Tris(2,4,6-trimethoxyphenyl)phosphine, and Related Compounds

A series of methoxy substituted triphenylphosphines, R3-nPhnP , and their tertiary phosphonium perchlorates have been prepared.The basicity of the title compound, (1), in acetone was f