1,4-Bis[bis(3,5-dimethylphenyl)phosphino]butane

Base Information

• Chemical Name: 1,4-Bis[bis(3,5-dimethylphenyl)phosphino]butane
• CAS No.: 220185-37-5
• Molecular Formula: C₃₆H₄₄P₂
• Molecular Weight: 538.693
• DSSTox Substance ID: DTXSID80400569
• Wikidata: Q82203580
• Mol file: 220185-37-5.mol

Synonyms:220185-37-5;1,4-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]BUTANE;4-bis(3,5-dimethylphenyl)phosphanylbutyl-bis(3,5-dimethylphenyl)phosphane;1,4-Bis(bis(3,5-dimethylphenyl)phosphino)butane;SCHEMBL2282469;DTXSID80400569;FT-0706720

Chemical Property of 1,4-Bis[bis(3,5-dimethylphenyl)phosphino]butane

Chemical Property:

• PSA: 27.18000
• LogP: 8.49960
• XLogP3: 9.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 9
• Exact Mass: 538.29182540
• Heavy Atom Count: 38
• Complexity: 541

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,4-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]BUTANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)P(CCCCP(C2=CC(=CC(=C2)C)C)C3=CC(=CC(=C3)C)C)C4=CC(=CC(=C4)C)C)C

Technology Process of 1,4-Bis[bis(3,5-dimethylphenyl)phosphino]butane

There total 3 articles about 1,4-Bis[bis(3,5-dimethylphenyl)phosphino]butane 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: 47.0%

butane-1,4-diylbis[bis-(3,5-dimethylphenyl)phosphine oxide] → 1,4-bis[bis(3,5-dimethylphenyl)phosphino]butane (220185-37-5)

Guidance literature:

butane-1,4-diylbis[bis-(3,5-dimethylphenyl)phosphine oxide]; With cerium(III) chloride; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 40 ℃; for 25h; Inert atmosphere;

DOI:10.1246/bcsj.20210023

Reference yield:

bis(3,5-dimethylphenyl)phosphine oxide (187344-92-9) → 1,4-bis[bis(3,5-dimethylphenyl)phosphino]butane (220185-37-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; paraffin oil / 1 h / 20 °C / Inert atmosphere

1.2: 17 h / Inert atmosphere

2.1: cerium(III) chloride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

2.2: 25 h / 0 - 40 °C / Inert atmosphere

With cerium(III) chloride; sodium hydride; In tetrahydrofuran; paraffin oil;

DOI:10.1246/bcsj.20210023

Reference yield:

5-bromo-1,3-xylene (556-96-7) → 1,4-bis[bis(3,5-dimethylphenyl)phosphino]butane (220185-37-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: magnesium; iodine / tetrahydrofuran / 2 h / 25 - 40 °C / Inert atmosphere

1.2: 15.5 h / 20 - 25 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; paraffin oil / 1 h / 20 °C / Inert atmosphere

2.2: 17 h / Inert atmosphere

3.1: cerium(III) chloride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

3.2: 25 h / 0 - 40 °C / Inert atmosphere

With cerium(III) chloride; iodine; sodium hydride; magnesium; In tetrahydrofuran; paraffin oil;

DOI:10.1246/bcsj.20210023

upstream raw materials:

bis(3,5-dimethylphenyl)phosphine oxide

5-bromo-1,3-xylene

Refernces