Bis(3,5-dimethyl-4-methoxyphenyl)phosphine

Base Information

• Chemical Name: Bis(3,5-dimethyl-4-methoxyphenyl)phosphine
• CAS No.: 122708-97-8
• Molecular Formula: C18H23 O2 P
• Molecular Weight: 302.353
• European Community (EC) Number: 687-379-1
• DSSTox Substance ID: DTXSID90402473
• Wikidata: Q82205887
• Mol file: 122708-97-8.mol

Synonyms:BIS(3,5-DIMETHYL-4-METHOXYPHENYL)PHOSPHINE;122708-97-8;bis(4-methoxy-3,5-dimethylphenyl)phosphane;Phosphine, bis(4-methoxy-3,5-dimethylphenyl)-;SCHEMBL2227794;DTXSID90402473;MFCD01630809;AKOS015910484;bis(4-methoxy-3,5-dimethylphenyl)phosphine;FT-0740716;BIS-(3,5-DIMETHYL-4-METHOXYPHENYL)PHOSPHINE

Chemical Property of Bis(3,5-dimethyl-4-methoxyphenyl)phosphine

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 302.14356697
• Heavy Atom Count: 21
• Complexity: 268

Purity/Quality:

97% ^*data from raw suppliers

BIS(3,5-DIMETHYL-4-METHOXYPHENYL)PHOSPHINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1OC)C)PC2=CC(=C(C(=C2)C)OC)C

Technology Process of Bis(3,5-dimethyl-4-methoxyphenyl)phosphine

There total 6 articles about Bis(3,5-dimethyl-4-methoxyphenyl)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: 73.0%

bis(3,5-dimethyl-4-methoxyphenyl)phosphane-borane(1:1) + ethanol (64-17-5) → triethyl borate (150-46-9) + bis(4-methoxy-3,5-dimethylphenyl)-phosphine (122708-97-8)

Guidance literature:

Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2009.05.063

Reference yield: 63.0%

bis(3,5-dimethyl-4-methoxyphenyl)phospine oxide (122977-45-1) → bis(4-methoxy-3,5-dimethylphenyl)-phosphine (122708-97-8)

Guidance literature:

With trichlorosilane; In toluene;

DOI:10.1016/S0040-4039(01)80296-3

Reference yield:

4-bromo-2,6-dimethyl-phenol (2374-05-2) → bis(4-methoxy-3,5-dimethylphenyl)-phosphine (122708-97-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / NaOH / Bu₄N*I / CH₂Cl₂; H₂O

2: 63 percent / Mg / tetrahydrofuran

3: 63 percent / HSiCl₃ / toluene

With sodium hydroxide; trichlorosilane; magnesium; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; dichloromethane; water; toluene;

DOI:10.1016/S0040-4039(01)80296-3

upstream raw materials:

bis(3,5-dimethyl-4-methoxyphenyl)phospine oxide

bis(4-methoxy-3,5-dimethylphenyl)phosphine oxide

3,5-dimethyl-4-methoxyphenylmagnesium bromide

4-bromo-2,6-dimethyl-phenol

Downstream raw materials:

(2S,4S)-N-tert.-butoxycarbonyl-4-bis(3,5-dimethyl-4-methoxyphenyl)phosphino-2-diphenylphosphinomethylpyrrolidine

(4S,5S)-(-)-4,5-bis-2,2-dimethyl-1,3-dioxolane

(4R-trans)-<(2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene)>bis

Refernces

• 1、 Herseczki, Zsanett,Gergely, Ildiko,Hegedues, Csaba,Szoellosy, Aron,Bakos, Jozsef. "Electronic and steric effects of ligands as control elements for rhodium-catalyzed asymmetric hydrogenation". . p. 1673 - 1676. Retrieved 2007/10/03.
• 2、 Morimoto, Toshiaki,Chiba, Mitsuo,Achiwa, Kazuo. "HIGHLY EFFICIENT ASYMMETRIC HYDROGENATION OF ITACONIC ACID DERIVATIVES CATALYZED BY A MODIFIED DIOP-RHODIUM COMPLEX". . p. 735 - 738. Retrieved 2007/10/02.