(3-Hydroxypropyl)triphenylphosphonium bromide

Base Information

• Chemical Name: (3-Hydroxypropyl)triphenylphosphonium bromide
• CAS No.: 51860-45-8
• Molecular Formula: C21H22OP.Br
• Molecular Weight: 401.283
• European Community (EC) Number: 684-366-2
• DSSTox Substance ID: DTXSID70452375
• Mol file: 51860-45-8.mol

Synonyms:51860-45-8;(3-hydroxypropyl)triphenylphosphonium bromide;Phosphonium, (3-hydroxypropyl)triphenyl-, bromide;3-hydroxypropyl(triphenyl)phosphanium;bromide;Olopatadine impurity 14;LCZC2175;SCHEMBL2498780;DTXSID70452375;AHYDCPUKEAXCKZ-UHFFFAOYSA-M;BCP34122;AKOS005215973;(3-hydroxypropyl)triphenylphosphoniumbromide;(3-hydroxypropyl)triphenylphosponium bromide;(3-hydroxy propyl)(triphenyl) phosphonium bromide

Chemical Property of (3-Hydroxypropyl)triphenylphosphonium bromide

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 400.05916
• Heavy Atom Count: 24
• Complexity: 279

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (3-Hydroxypropyl)triphenylphosphonium bromide

There total 4 articles about (3-Hydroxypropyl)triphenylphosphonium 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: 99.0%

triphenylphosphine (603-35-0) + 1-bromo-3-propanol (627-18-9) → 3-hydroxypropyltriphenylphosphonium bromide (51860-45-8)

Guidance literature:

In toluene; for 16h; Reflux;

DOI:10.1039/c7cc03229c

Reference yield: 67.0%

2-phenyl-1,3-dioxane (772-01-0) + triphenylphosphine hydrobromide (6399-81-1) → 3-hydroxypropyltriphenylphosphonium bromide (51860-45-8) + benzaldehyde (100-52-7)

Guidance literature:

In dichloromethane; at 50 ℃; for 0.0833333h; Microwave irradiation; Sealed tube;

DOI:10.3998/ark.5550190.0014.308

Reference yield:

triphenylphosphine (603-35-0) → 3-hydroxypropyltriphenylphosphonium bromide (51860-45-8)

Guidance literature:

In toluene;

upstream raw materials:

triphenylphosphine

1-bromo-3-propanol

2-phenyl-1,3-dioxane

triphenylphosphine hydrobromide

Downstream raw materials:

4-(3-pyridyl)but-3-en-1-ol

Triphenyl-(3-trimethylsilanyloxy-propylidene)-λ⁵-phosphane

(Z)-dec-3-en-1-ol

trans-3-decen-1-ol

Refernces

• 1、 Couturier, Michel,Dory, Yves L.,Rouillard, Francois,Deslongchamps, Pierre. "Studies directed towards the total synthesis of aldosterone and naturally occurring analogues. A unified approach using the transannular Diels-Alder reaction". . p. 1529 - 1562. Retrieved 1998.
• 2、 -. "PROCESS FOR SYNTHESIZING OF HYDROQUINONE DERIVATIVES WITH HEPTADECATRIENYL SIDE CHAIN". Paragraph 0032; 0045-0046. . Retrieved 2021/04/30.
• 3、 Paudyal, Mahesh P.,Wang, Mingliang,Siitonen, Juha H.,Hu, Yimin,Yousufuddin, Muhammed,Shen, Hong C.,Falck, John R.,Kürti, László. "Intramolecular N-Me and N-H aminoetherification for the synthesis ofN-unprotected 3-amino-O-heterocycles". supporting information. p. 557 - 560. Retrieved 2021/02/06.