(4-Pentenyl)triphenylphosphonium bromide

Base Information

• Chemical Name: (4-Pentenyl)triphenylphosphonium bromide
• CAS No.: 56771-29-0
• Molecular Formula: C23H24 P . Br
• Molecular Weight: 411.321
• European Community (EC) Number: 661-995-0
• NSC Number: 245403
• UNII: DMT83JR2VA
• DSSTox Substance ID: DTXSID70972220
• Mol file: 56771-29-0.mol

Synonyms:56771-29-0;(4-PENTENYL)TRIPHENYLPHOSPHONIUM BROMIDE;Pent-4-en-1-yltriphenylphosphonium bromide;pent-4-enyl(triphenyl)phosphanium;bromide;pent-4-enyl(triphenyl)phosphonium bromide;NSC-245403;NSC245403;4-pentenyl(triphenyl)phosphonium bromide;DMT83JR2VA;SCHEMBL2446629;DTXSID70972220;MFCD00050215;4-Pentenyltriphenylphosphonium bromide;AKOS017345116;pent-4-enyltriphenylphosphonium bromide;4-Penten-1-yltriphenylphosphonium bromide;Pent-4-en-1-yltriphenylphosphoniumbromide;CS-0453663;FT-0604805;(Pent-4-en-1-yl)(triphenyl)phosphanium bromide;A831169;Phosphonium, 4-penten-1-yltriphenyl-, bromide (1:1)

Chemical Property of (4-Pentenyl)triphenylphosphonium bromide

Chemical Property:

• Melting Point: 194-196°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 13.59000
• Density: g/cm³
• LogP: 1.95070
• Sensitive.: Hygroscopic
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 410.07990
• Heavy Atom Count: 25
• Complexity: 311

Purity/Quality:

99% ^*data from raw suppliers

(4-?Pentenyl)?triphenylphosphoniumBromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCCC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
• Uses: (4-?Pentenyl)?triphenylphosphonium Bromide is a reagent used in the synthesis of polysubstituted indolizines, Also used in the preparation of antibacterial/ antiviral quaternary polyacrilamide.

Technology Process of (4-Pentenyl)triphenylphosphonium bromide

There total 3 articles about (4-Pentenyl)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: 98.0%

bromopentene (1119-51-3) + triphenylphosphine (603-35-0) → <1-(4-Pentenyl)>triphenylphosphonium bromide (56771-29-0)

Guidance literature:

In acetonitrile; for 48h; Reflux;

DOI:10.1002/chem.200902450

Reference yield:

n-Pent-4-enyl alcohol (821-09-0) → <1-(4-Pentenyl)>triphenylphosphonium bromide (56771-29-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 46 percent / PBr₃ / petroleum ether / -20 °C

2: 88 percent / dimethylformamide / 3 h / Heating

With phosphorus tribromide; In N,N-dimethyl-formamide; Petroleum ether;

DOI:10.1002/jlac.198119810920

Reference yield:

1,4-Pentadiene (591-93-5) → <1-(4-Pentenyl)>triphenylphosphonium bromide (56771-29-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) 9-BBN; 2) 6N NaOH, 30percent H₂O₂ / 1) 2h, THF; 2) 0 deg C; 3) 50 deg C

2: 46 percent / PBr₃ / petroleum ether / -20 °C

3: 88 percent / dimethylformamide / 3 h / Heating

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; phosphorus tribromide; In N,N-dimethyl-formamide; Petroleum ether;

DOI:10.1002/jlac.198119810920

upstream raw materials:

bromopentene

triphenylphosphine

n-Pent-4-enyl alcohol

1,4-Pentadiene

Downstream raw materials:

octa-1,3,7-triene

1-cyclopentyl-1-phenylethene

Pentadeca-8,10,14-trien-4,6-diin-3-ol