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TRIS(2,6-DIMETHOXYPHENYL)PHOSPHINE is an organophosphorus compound that serves as a versatile and efficient ligand in various chemical reactions. It is characterized by its ability to form stable complexes with metal catalysts, which enhances the selectivity and reactivity of the reactions. This unique property makes it a valuable component in the field of homogeneous catalysis.

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  • 85417-41-0 Structure
  • Basic information

    1. Product Name: TRIS(2,6-DIMETHOXYPHENYL)PHOSPHINE
    2. 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%
    3. CAS NO:85417-41-0
    4. Molecular Formula: C24H27O6P
    5. Molecular Weight: 442.44
    6. EINECS: N/A
    7. Product Categories: Ligand;Phosphine Ligands;Synthetic Organic Chemistry;Basic Phosphine LigandsCatalysis and Inorganic Chemistry;Catalysis and Inorganic Chemistry;Cross-Coupling;Phosphine Ligands;Phosphorus Compounds
    8. Mol File: 85417-41-0.mol
  • Chemical Properties

    1. Melting Point: 145-147 °C(lit.)
    2. Boiling Point: 566.4oC at 760 mmHg
    3. Flash Point: 372.2oC
    4. Appearance: white to off-white/Powder
    5. Density: N/A
    6. Vapor Pressure: 2.9E-12mmHg at 25°C
    7. Refractive Index: N/A
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: very faint turbidity in hot Methanol
    10. Sensitive: air sensitive
    11. CAS DataBase Reference: TRIS(2,6-DIMETHOXYPHENYL)PHOSPHINE(CAS DataBase Reference)
    12. NIST Chemistry Reference: TRIS(2,6-DIMETHOXYPHENYL)PHOSPHINE(85417-41-0)
    13. EPA Substance Registry System: TRIS(2,6-DIMETHOXYPHENYL)PHOSPHINE(85417-41-0)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-37/39
    4. WGK Germany: 3
    5. RTECS:
    6. TSCA: No
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 85417-41-0(Hazardous Substances Data)

85417-41-0 Usage

Uses

Used in Pharmaceutical Industry:
TRIS(2,6-DIMETHOXYPHENYL)PHOSPHINE is used as a catalyst in the preparation of chiral building blocks via hydroalkynylation reactions or ynolates. These chiral building blocks are essential for the synthesis of various pharmaceutical compounds, as they can be used to create enantiomerically pure drugs with improved efficacy and reduced side effects.
Used in Chemical Synthesis:
TRIS(2,6-DIMETHOXYPHENYL)PHOSPHINE is used as a catalyst for three-component aza-Morita-Baylis-Hillman reactions (aza-MBH). This reaction is an atom-economic synthesis of nitrogen heterocycles and ynenoates from alkynes, which are important intermediates in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and natural products.
Used in Organic Chemistry:
TRIS(2,6-DIMETHOXYPHENYL)PHOSPHINE is used as a catalyst for oxycylations of allendiols. This reaction allows for the selective formation of functionalized diols, which are valuable building blocks in organic synthesis and can be used in the preparation of various biologically active compounds.
Used in Asymmetric Catalysis:
TRIS(2,6-DIMETHOXYPHENYL)PHOSPHINE is used as a ligand in enantioselective aldol reactions. These reactions are crucial for the synthesis of chiral compounds, which are often found in biologically active molecules and pharmaceuticals. The use of this ligand improves the enantioselectivity of the reaction, leading to the formation of the desired enantiomer with high selectivity.
Used in Cross-Coupling Reactions:
TRIS(2,6-DIMETHOXYPHENYL)PHOSPHINE is used as a ligand in Pd-mediated cross-coupling, Pdand Cu-mediated benzannulation reactions, and copper-mediated dimerization reactions. These reactions are essential for the formation of carbon-carbon and carbon-heteroatom bonds, which are fundamental in the synthesis of complex organic molecules, including pharmaceuticals and advanced materials. The use of this ligand enhances the efficiency and selectivity of these reactions, allowing for the preparation of target molecules with high yields and selectivity.

Check Digit Verification of cas no

The CAS Registry Mumber 85417-41-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,5,4,1 and 7 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 85417-41:
(7*8)+(6*5)+(5*4)+(4*1)+(3*7)+(2*4)+(1*1)=140
140 % 10 = 0
So 85417-41-0 is a valid CAS Registry Number.
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

85417-41-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
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  • TCI America

  • (T1614)  Tris(2,6-dimethoxyphenyl)phosphine  >97.0%(HPLC)

  • 85417-41-0

  • 25g

  • 1,460.00CNY

  • Detail
  • Alfa Aesar

  • (L15162)  Tris(2,6-dimethoxyphenyl)phosphine, 98%   

  • 85417-41-0

  • 5g

  • 655.0CNY

  • Detail
  • Aldrich

  • (393436)  Tris(2,6-dimethoxyphenyl)phosphine  98%

  • 85417-41-0

  • 393436-5G

  • 1,014.39CNY

  • Detail

85417-41-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Tris(2,6-dimethoxyphenyl)phosphine

1.2 Other means of identification

Product number -
Other names tris(2,6-dimethoxyphenyl)phosphane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:85417-41-0 SDS

85417-41-0Relevant articles and documents

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

Wada, Masanori,Kanzaki, Mitsuyuki,Fujiwara, Masanobu,Kajihara, Kazuhisa,Erabi, Tatsuo

, p. 1782 - 1786 (2007/10/02)

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.

Facile Synthesis of Alkylthiophosphonium Salts of Tris(2,6-dimethoxyphenyl)phosphine and Their Reactions with Thiols

Wada, Masanori,Kanzaki, Mituyuki,Fujiwara, Masanobu,Kajihara, Kazuhisa,Erabi, Tatsuo

, p. 867 - 870 (2007/10/02)

Tris(2,6-dimethoxyphenyl)phosphine sulfide reacted with alkyl iodides or bromides under mild conditions to give stable alkylthiophosphonium salts, which reacted with thiols at room temperature in the presence of a catalytic amount of tris(2,6-dimethoxyphenyl)phosphine to give the tertiary phosphonium salt and unsymmetrical disulfides.

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

Wada, Masanori,Higashizaki, Shogo,Tsuboi, Aki

, p. 467 - 490 (2007/10/02)

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

PHOSPHORORGANISCHE VERBINDUNGEN 101. TERTIAERE PHOSPHINE MIT ORTHOALKOXYPHENYL-GRUPPEN. Synthese und Eigenschaften

Horner, L.,Simons, G.

, p. 189 - 210 (2007/10/02)

Alkylphenylethers, ortho-lithiated in good yields, are transformed according to scheme (1) to the triarylphosphines ArPPh2, Ar2PPh and Ar3P (Ar contains in all cases an ortho-alkoxy group) (Table 1.).Hydroquinonedialkylethers can be lithiated twice, forming the compounds 102 and 103.Table 2 summarizes some arylalkylethers (71 - 101) which were lithiated; table 7 presents 12 new arylalkylethers.The syntheses of triarylphosphines with one or two bulky groups (105 - 110) and of triarylphosphines with one or two 3,4-dialkoxyphenyl groups (111 - 114) are reported.The 31P-spectra of the compounds prepared are discussed with respect to the validity of the Tolman-rule.

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