Pentyltriphenylphosphonium bromide

Base Information

• Chemical Name: Pentyltriphenylphosphonium bromide
• CAS No.: 21406-61-1
• Molecular Formula: C23H26P^.Br
• Molecular Weight: 413.337
• Hs Code.: 29319090
• European Community (EC) Number: 244-374-5
• DSSTox Substance ID: DTXSID40943967
• Mol file: 21406-61-1.mol

Synonyms:Pentyltriphenylphosphonium bromide;21406-61-1;n-Amyl triphenylphosphonium bromide;Triphenyl-n-amylphosphonium bromide;pentyl(triphenyl)phosphanium bromide;pentyl(triphenyl)phosphanium;bromide;(1-PENTYL)TRIPHENYLPHOSPHONIUM BROMIDE;MFCD00031630;Phosphonium, pentyltriphenyl-, bromide;Amyltriphenylphosphonium bromide;pentyl(triphenyl)phosphonium bromide;pentyltriphenylphosphanium bromide;pentyl(triphenyl)phosphanium,bromide;EINECS 244-374-5;SCHEMBL131195;Pentyltriphenylphosphoniumbromide;N-Amyltriphenylphosphoniumbromide;DTXSID40943967;pentyl triphenylphosphonium bromide;VAUKWMSXUKODHR-UHFFFAOYSA-M;AMY42264;BCP18965;pentyl triphenyl-phosphonium bromide;pentyl-triphenyl-phosphonium bromide;n-pentyl-triphenylphosphonium bromide;AKOS015833027;Phosphonium,pentyltriphenyl-, bromide?;CS-W011669;(n-pentyl) triphenyl phosphonium bromide;?PENTYLTRIPHENYLPHOSPHONIUM BROMIDE;AC-28788;SY038224;A0862;FT-0622382;EN300-152668;F10029;A815318;J-014034

Chemical Property of Pentyltriphenylphosphonium bromide

Chemical Property:

• Appearance/Colour: light brown to yellow-brown crystalline powder
• Melting Point: 165-168 °C
• PSA: 13.59000
• LogP: 2.17470
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Water Solubility.: Partly miscible in water. Soluble in methanol and chloroform.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 412.09555
• Heavy Atom Count: 25
• Complexity: 286

Purity/Quality:

90% ^*data from raw suppliers

Bromo(pentyl)triphenylphosphorane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]

Technology Process of Pentyltriphenylphosphonium bromide

There total 2 articles about Pentyltriphenylphosphonium bromide 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%

1-Bromopentane (110-53-2) + triphenylphosphine (603-35-0) → pentyltriphenylphosphonium bromide (21406-61-1)

Guidance literature:

In toluene; Heating;

Reference yield:

→ pentyltriphenylphosphonium bromide (21406-61-1)

Guidance literature:

DOI:10.1016/0009-3084(71)90053-3

Reference yield:

pentyltriphenylphosphonium bromide (21406-61-1) → 5-hexylbenzene-1,3-diol (5465-20-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: 5%-palladium/activated carbon; hydrogen / ethyl acetate / 2 h

3.1: acetic acid; hydrogen bromide / water / 3 h / 125 °C / Inert atmosphere

With n-butyllithium; 5%-palladium/activated carbon; hydrogen bromide; hydrogen; acetic acid; In tetrahydrofuran; hexane; water; ethyl acetate;

DOI:10.1016/j.tetlet.2021.152891

upstream raw materials:

1-Bromopentane

triphenylphosphine

Downstream raw materials:

(Z)-dec-5-en-1-ol

myristoleic acid ethyl ester

(Z)-9-tetradecen-1-yl acetate

(Z)-9-tetradecen-1-ol formate

Refernces

• 1、 Strauss, Marcel A.,Wegner, Hermann A.. "Exploring London Dispersion and Solvent Interactions at Alkyl–Alkyl Interfaces Using Azobenzene Switches". supporting information. p. 18552 - 18556. Retrieved 2019/11/19.
• 2、 -. "PROCESS FOR PREPARING (9e, 11z)-9,11-HEXADECADIENAL". Paragraph 0074-0076. . Retrieved 2019/11/11.