(2-Carboxyethyl)triphenylphosphonium bromide

Base Information

• Chemical Name: (2-Carboxyethyl)triphenylphosphonium bromide
• CAS No.: 51114-94-4
• Molecular Formula: C21H20BrO2P
• Molecular Weight: 415.266
• Hs Code.: 29319090
• NSC Number: 84145
• ChEMBL ID: CHEMBL1970728
• Mol file: 51114-94-4.mol

Synonyms:(2-Carboxyethyl)triphenylphosphonium bromide;51114-94-4;2-Carboxyethyl triphenylphosponium bromide;2-carboxyethyl(triphenyl)phosphanium;bromide;Phosphonium, (2-carboxyethyl)triphenyl-, bromide;(2-CARBOXYETHYL)TRIPHENYLPHOSPHONIUMBROMIDE;MFCD00031698;2-carboxyethyl(triphenyl)phosphonium bromide;NSC84145;NSC-84145;SCHEMBL174432;CHEMBL1970728;BVKRDNIULHRLCO-UHFFFAOYSA-N;BCA11494;CS-M0693;AKOS017345147;AS-10181;SY067471;2-carboxyethyl triphenylphosphonium bromide;2-carboxyethyl-triphenylphosphonium bromide;(2-carboxyethyl)triphenylphosphanium bromide;C3309;(2-Carboxyethyl) triphenylphosphonium Bromide;(2-Carboxy-ethyl)-triphenyl-phosphonium bromide;EN300-211928;F10039;A828444;(2-carboxyethyl)triphenylphosphonium bromide, 97 %

Chemical Property of (2-Carboxyethyl)triphenylphosphonium bromide

Chemical Property:

• Melting Point: 186 °C
• PSA: 50.89000
• LogP: 0.45920
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 414.03843
• Heavy Atom Count: 25
• Complexity: 345

Purity/Quality:

98%, ^*data from raw suppliers

(2-Carboxyethyl)triphenylphosphonium Bromide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2-Carboxyethyl)triphenylphosphonium bromide

There total 4 articles about (2-Carboxyethyl)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: 93.0%

3-Bromopropionic acid (590-92-1) + triphenylphosphine (603-35-0) → (2-carboxyethyl)triphenylphosphonium bromide (51114-94-4)

Guidance literature:

In toluene; at 120 ℃; for 4h;

DOI:10.1016/j.bmcl.2013.08.091

Reference yield: 73.0%

2,3-dibromopropionic acid (600-05-5) + triphenylphosphine (603-35-0) → (2-carboxyethyl)triphenylphosphonium bromide (51114-94-4)

Guidance literature:

2,3-dibromopropionic acid; triphenylphosphine; In acetonitrile; for 9h; Heating;

With water; In acetonitrile; Further stages.;

DOI:10.1007/s11176-006-0009-z

Reference yield: 50.0%

C13H11BrNO4(1+)*Br(1-) + triphenylphosphine (603-35-0) → (2-carboxyethyl)triphenylphosphonium bromide (51114-94-4)

Guidance literature:

In acetonitrile; for 20h;

DOI:10.1134/S1070363213070104

upstream raw materials:

3-Bromopropionic acid

triphenylphosphine

2,3-dibromopropionic acid

Downstream raw materials:

3-Carboxypropylidenetriphenylphosphorane

E-4-[1-(4-methoxybenzyl)-6-oxo-1,6-dihydropyridazin-3-yl]-but-3-enoic acid

(3E)-4-(4-methoxyphenyl)but-3-enoic acid

Refernces

• 1、 Guo, Ranran,Peng, Haibao,Tian, Ye,Yang, Wuli,Shen, Shun. "Mitochondria-Targeting Magnetic Composite Nanoparticles for Enhanced Phototherapy of Cancer". . p. 4541 - 4552. Retrieved 2016.
• 2、 Testai, Lara,Sestito, Simona,Martelli, Alma,Gorica, Era,Flori, Lorenzo,Calderone, Vincenzo,Rapposelli, Simona. "Synthesis and pharmacological characterization of mitochondrial KATP channel openers with enhanced mitochondriotropic effects". . . Retrieved 2021/01/11.
• 3、 Drikermann, Denis,M??el, Robert S.,Al-Jammal, Walid K.,Vilotijevic, Ivan. "Synthesis of Allylboranes via Cu(I)-Catalyzed B-H Insertion of Vinyldiazoacetates into Phosphine-Borane Adducts". supporting information. p. 1091 - 1095. Retrieved 2020/02/15.