Phosphonium, (10-carboxydecyl)triphenyl-, bromide

Base Information

• Chemical Name: Phosphonium, (10-carboxydecyl)triphenyl-, bromide
• CAS No.: 7530-96-3
• Molecular Formula: C29H36O2P.Br
• Molecular Weight: 527.481
• Mol file: 7530-96-3.mol

Synonyms:

Chemical Property of Phosphonium, (10-carboxydecyl)triphenyl-, bromide

Chemical Property:

• Melting Point: 103-105 °C
• PSA: 53.72000
• LogP: 6.19940

Purity/Quality:

98% ^*data from raw suppliers

(10-Carboxydecyl)(triphenyl)phosphonium bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Phosphonium, (10-carboxydecyl)triphenyl-, bromide

There total 3 articles about Phosphonium, (10-carboxydecyl)triphenyl-, 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: 100.0%

11-bromoundecanoic acid (2834-05-1) + triphenylphosphine (603-35-0) → (11-carboxyundecyl)triphenylphosphonium bromide (7530-96-3)

Guidance literature:

at 140 ℃; for 15h;

DOI:10.1002/hlca.19930760141

Reference yield:

(3-carboxy-propyl)triphenylphosphonium chloride (60633-18-3) → (11-carboxyundecyl)triphenylphosphonium bromide (7530-96-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 19 percent / NaH / 1.) DMSO, 0 deg C, 10 min, 2.) THF, room temp., 4 d, 3.) aq. HCl

2: 75 percent / toluene / 30 h / Heating

With sodium hydride; In toluene;

DOI:10.1021/jo01299a040

Reference yield:

→ (11-carboxyundecyl)triphenylphosphonium bromide (7530-96-3)

Guidance literature:

upstream raw materials:

11-bromoundecanoic acid

triphenylphosphine

(3-carboxy-propyl)triphenylphosphonium chloride

Downstream raw materials:

E/Z-12-[(2S,3R,4S,5R)-3-allyloxy-5-azidomethyl-4-tert-butyldiphenylsilanyloxytetrahydrofuran-2-yl]dodec-11-enoic acid

C₁₈H₂₆O₂

2,3-dimethyl-1,4-benzoquinon-5-decyl-triphenylphosphonium bromide

(S)-(+)-14-methylhexadecanoic acid

Refernces

• 1、 Abad, Etna,Antonenko, Yuri N.,Bogdanov, Alexey A.,Kajiwara, Susumu,Khairullina, Zimfira Z.,Konevega, Andrey L.,Lukianov, Dmitrii A.,Lyakhovich, Alex,Makarov, Gennady I.,Murayama, Somay Y.,Nazarov, Pavel A.,Osterman, Ilya A.,Paleskava, Alena,Pavlova, Julia A.,Skvortsov, Dmitry A.,Sumbatyan, Natalia V.,Tereshchenkov, Andrey G.,Volynkina, Inna A.. "Triphenilphosphonium analogs of chloramphenicol as dual-acting antimicrobial and antiproliferating agents". . . Retrieved 2021/05/10.
• 2、 Sodano, Federica,Rolando, Barbara,Spyrakis, Francesca,Failla, Mariacristina,Lazzarato, Loretta,Gazzano, Elena,Riganti, Chiara,Fruttero, Roberta,Gasco, Alberto,Sortino, Salvatore. "Tuning the Hydrophobicity of a Mitochondria-Targeted NO Photodonor". . p. 1238 - 1245. Retrieved 2018/05/14.