Tris(2,6-dimethoxyphenyl)phosphine

Base Information

• Chemical Name: Tris(2,6-dimethoxyphenyl)phosphine
• CAS No.: 85417-41-0
• Molecular Formula: C24H27 O6 P
• Molecular Weight: 442.449
• Hs Code.: 29310099
• European Community (EC) Number: 627-015-0
• DSSTox Substance ID: DTXSID10370382
• Nikkaji Number: J1.100.518G
• Wikidata: Q82157578
• Mol file: 85417-41-0.mol

Synonyms:Tris(2,6-dimethoxyphenyl)phosphine;85417-41-0;Tris(2,6-dimethoxyphenyl)phosphane;Phosphine, tris(2,6-dimethoxyphenyl)-;tdmpp;TRIS(2,6-DIMETHOXYPHENLY)PHOSPHINE;SCHEMBL148067;2,6-DMPP;CMLWFCUAXGSMBB-UHFFFAOYSA-;DTXSID10370382;CMLWFCUAXGSMBB-UHFFFAOYSA-N;tri(2,6-dimethoxyphenyl)phosphine;tris (2,6-dimethoxyphenyl)phosphine;MFCD00192558;AKOS015851709;AS-61743;Tris(2,6-dimethoxyphenyl)phosphine, 98%;CS-0085659;FT-0655924;T1614;EN300-7379352;A841325;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

Chemical Property of Tris(2,6-dimethoxyphenyl)phosphine

Chemical Property:

• Vapor Pressure: 2.9E-12mmHg at 25°C
• Melting Point: 145-147oC
• Boiling Point: 566.4oC at 760 mmHg
• Flash Point: 372.2oC
• PSA: 68.97000
• LogP: 3.49640
• Storage Temp.: Sealed in dry,Room Temperature
• Sensitive.: air sensitive
• Solubility.: very faint turbidity in hot Methanol
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 442.15452557
• Heavy Atom Count: 31
• Complexity: 415

Purity/Quality:

97% ^*data from raw suppliers

Tris(2,6-dimethoxyphenyl)phosphine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=CC=C1)OC)P(C2=C(C=CC=C2OC)OC)C3=C(C=CC=C3OC)OC
• 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

Technology Process of Tris(2,6-dimethoxyphenyl)phosphine

There total 7 articles about Tris(2,6-dimethoxyphenyl)phosphine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

Tris-(2,6-dimethoxy-phenyl)-phosphane; hydriodide (129972-84-5) → tris(2,6-dimethoxyphenyl)phosphine (85417-41-0)

Guidance literature:

With sodium hydroxide; In methanol;

DOI:10.1246/cl.1990.867

Reference yield:

tris(2,6-dimethoxyphenyl)phosphibe sulfide (123317-05-5) → tris(2,6-dimethoxyphenyl)phosphine (85417-41-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / benzene

2: 95 percent / (2,6)3P / methanol / Ambient temperature

3: 95 percent / 1M NaOH / methanol

With sodium hydroxide; (2,6)3P; In methanol; benzene;

DOI:10.1246/bcsj.64.1782

Reference yield:

C28H36O6PS(1+)*I(1-) (129972-74-3) → tris(2,6-dimethoxyphenyl)phosphine (85417-41-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / (2,6)3P / methanol / Ambient temperature

2: 95 percent / 1M NaOH / methanol

3: 95 percent / 12M HCl / butan-2-one

4: 2) 60percent HClO₄ / 1) MeOH, 80 deg C, 24 h

With hydrogenchloride; sodium hydroxide; perchloric acid; (2,6)3P; In methanol; butanone;

DOI:10.1246/bcsj.64.1782

upstream raw materials:

Tris-(2,6-dimethoxy-phenyl)-phosphane; hydriodide

Tris-(2,6-dimethoxy-phenyl)-phosphane; hydrochloride

diphenyldisulfane

1,3-Dimethoxybenzene

Downstream raw materials:

chloro(tris(2,6-dimethoxyphenyl)phosphine)gold(I)

Refernces

• 1、 Wada, Masanori,Kanzaki, Mituyuki,Fujiwara, Masanobu,Kajihara, Kazuhisa,Erabi, Tatsuo. "Facile Synthesis of Alkylthiophosphonium Salts of Tris(2,6-dimethoxyphenyl)phosphine and Their Reactions with Thiols". . p. 867 - 870. Retrieved 2007/10/02.
• 2、 Horner, L.,Simons, G.. "PHOSPHORORGANISCHE VERBINDUNGEN 101. TERTIAERE PHOSPHINE MIT ORTHOALKOXYPHENYL-GRUPPEN. Synthese und Eigenschaften". . p. 189 - 210. Retrieved 2007/10/02.