Bromopentyltriphenylphosphorane

Base Information

• Chemical Name: Bromopentyltriphenylphosphorane
• CAS No.: 59725-01-8
• Molecular Formula: C23H26 Br P
• Molecular Weight: 413.337
• European Community (EC) Number: 261-885-9
• DSSTox Substance ID: DTXSID50975138
• Nikkaji Number: J298.216A
• Wikidata: Q82959654
• Mol file: 59725-01-8.mol

Synonyms:59725-01-8;SCHEMBL4475868;DTXSID50975138;Bromo(pentyl)triphenyl-l5-phosphane;EINECS 261-885-9;Bromo(pentyl)triphenyl-lambda~5~-phosphane

Chemical Property of Bromopentyltriphenylphosphorane

Chemical Property:

• PSA: 13.59000
• LogP: 6.01630
• XLogP3: 7.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 7
• Exact Mass: 412.09555
• Heavy Atom Count: 25
• Complexity: 341

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCP(C1=CC=CC=C1)(C2=CC=CC=C2)(C3=CC=CC=C3)Br
• Uses: Bromo(pentyl)triphenylphosphorane was used as a catalyst in phase-transfer catalysis study.

Technology Process of Bromopentyltriphenylphosphorane

There total 1 articles about Bromopentyltriphenylphosphorane 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: 77.0%

1-Bromopentane (110-53-2) + triphenylphosphine (603-35-0) → pentyl-triphenyl-phosphonium; bromide (59725-01-8)

Guidance literature:

In tetrahydrofuran; at 90 ℃; for 12h;

DOI:10.1021/ja00323a048

Reference yield:

pentyl-triphenyl-phosphonium; bromide (59725-01-8) → (Z)-dec-5-en-1-ol (51652-47-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 percent / (Me₃Si)2NNa

2: 60 percent / H⁽¹⁺⁾

3: 85 percent / LiAlH₄

With lithium aluminium tetrahydride; hydrogen cation; sodium hexamethyldisilazane;

DOI:10.1007/BF00574611

Reference yield:

4-chlorobutyraldehyde (6139-84-0) + pentyl-triphenyl-phosphonium; bromide (59725-01-8) → (Z)-4-Nonenylchlorid (132124-52-8) + (Z)-1-Cyclopropyl-1-hexen (148311-91-5)

Guidance literature:

With sodium hexamethyldisilazane; Yield given. Multistep reaction. Yields of byproduct given; 1) Et₂O, r.t., 2) -78 deg C to r.t., 12 h;

DOI:10.1055/s-1990-27089

upstream raw materials:

1-Bromopentane

triphenylphosphine

Downstream raw materials:

undec-6-en-2-one

(Z)-4-Nonenylchlorid

(Z)-1-Cyclopropyl-1-hexen

(+)-3α-(2Z-heptenyl)-2β-triphenylmethoxymethyl-1α,4α-cyclopentanediol

Refernces