(3-Bromopropyl)triphenylphosphonium bromide

Base Information

• Chemical Name: (3-Bromopropyl)triphenylphosphonium bromide
• CAS No.: 3607-17-8
• Molecular Formula: C21H21Br2P
• Molecular Weight: 464.179
• Hs Code.: 29319090
• European Community (EC) Number: 222-770-9
• NSC Number: 84074
• DSSTox Substance ID: DTXSID20957481
• ChEMBL ID: CHEMBL355212
• Mol file: 3607-17-8.mol

Synonyms:3-(bromopropyl)triphenylphosphonium;BrPTPP

Chemical Property of (3-Bromopropyl)triphenylphosphonium bromide

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Melting Point: 228-230 °C(lit.)
• PSA: 13.59000
• LogP: 1.76950
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: Chloroform, Methanol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 463.97271
• Heavy Atom Count: 24
• Complexity: 279

Purity/Quality:

98%, ^*data from raw suppliers

(3-Bromopropyl)triphenylphosphonium bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-21/22
• Safety Statements: 26-37/39-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[P+](CCCBr)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
• Uses: (3-Bromopropyl)triphenylphosphonium Bromide is used in rearrangement reactions of cyclic organic molecules and in organic synthesis. Reactant involved in:Synthesis of functionalized polyurethanes using cationic ring-opening polymerization and click chemistrySemipinacol rearrangement and direct arylationOlefination of benzaldehydesC-H activation / cycloisomerizationIntramolecular dehydrobrominationCycloisomerizations of bromodienes and enynes

Technology Process of (3-Bromopropyl)triphenylphosphonium bromide

There total 4 articles about (3-Bromopropyl)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: 100.0%

triphenylphosphine (603-35-0) + 1,3-dibromo-propane (109-64-8) → 3-bromopropyltriphenylphosphonium bromide (3607-17-8)

Guidance literature:

In toluene; at 110 ℃; for 16h;

DOI:10.1039/c4cc01597e

Reference yield: 83.0%

3-hydroxypropyltriphenylphosphonium bromide (51860-45-8) → 3-bromopropyltriphenylphosphonium bromide (3607-17-8)

Guidance literature:

With hydrogen bromide; at 108 ℃; for 24h;

Reference yield:

triphenylphosphine (603-35-0) → 3-bromopropyltriphenylphosphonium bromide (3607-17-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 10 h / 100 °C

2: hydrogen bromide / 24 h / 108 °C

With hydrogen bromide; In N,N-dimethyl-formamide;

upstream raw materials:

triphenylphosphine

1,3-dibromo-propane

3-hydroxypropyltriphenylphosphonium bromide

Downstream raw materials:

diphenylmethylenecyclopropene

1-phenylmethylenecyclopropane

1-methyl-1-phenylmethylenecyclopropane

bromure de benzoyloxy-3 propyltriphenylphosphonium

Refernces

• 1、 Le?kovskis, Kristaps,Gulbe, Krista,Mishnev, Anatoly,Turks, Māris. "Ring opening of methylenecyclopropanes with halides in liquid sulfur dioxide". supporting information. . Retrieved 2020/10/19.
• 2、 -. "MONO HALOGEN OR METHYL-SUBSTITUTED 5-HT2B ANTAGONISTS WITH INCREASED ACTIVITY". Paragraph 0092. . Retrieved 2020/05/13.