Cinnamyltriphenylphosphonium bromide

Base Information

• Chemical Name: Cinnamyltriphenylphosphonium bromide
• CAS No.: 7310-74-9
• Molecular Formula: C27H24 P . Br
• Molecular Weight: 459.365
• European Community (EC) Number: 651-234-0
• NSC Number: 147023
• Mol file: 7310-74-9.mol

Synonyms:Cinnamyltriphenylphosphonium bromide;7310-74-9;(Cinnamyl)triphenylphosphonium bromide;triphenyl-[(E)-3-phenylprop-2-enyl]phosphanium;bromide;Cinnamyl triphenylphosphonium bromide;4-GUANIDINOBUTYRICACID;SCHEMBL2449961;Cinnamyltriphenylphosphoniumbromide;MFCD00040767;AKOS017345114;NSC-147023

Chemical Property of Cinnamyltriphenylphosphonium bromide

Chemical Property:

• Appearance/Colour: white crystalline powder
• Melting Point: 250oC
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 13.59000
• Density: g/cm³
• LogP: 2.69790
• Sensitive.: Hygroscopic
• Solubility.: very faint turbidity in Methanol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 458.07990
• Heavy Atom Count: 29
• Complexity: 411

Purity/Quality:

98%,99%, ^*data from raw suppliers

Cinnamyltriphenylphosphonium Bromide >96.0%(T) ^*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)C=CC[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]

Technology Process of Cinnamyltriphenylphosphonium bromide

There total 3 articles about Cinnamyltriphenylphosphonium 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: 96.0%

triphenylphosphine (603-35-0) + 3-bromo-1-phenyl-1-propenyl bromide (4392-24-9) → triphenylcinnamylphosphonium bromide (7310-74-9)

Guidance literature:

In xylene; for 0.0333333h; Heating; microwave;

DOI:10.1016/S0040-4039(99)02288-1

Reference yield: 93.0%

triphenylphosphine hydrobromide (6399-81-1) + [3-(benzyloxy)prop-1-en-1-yl]benzene (165754-26-7) → triphenylcinnamylphosphonium bromide (7310-74-9)

Guidance literature:

In acetonitrile; at 100 ℃; for 0.5h; Microwave irradiation; sealed tube;

DOI:10.1016/j.tetlet.2010.09.065

Reference yield:

→ triphenylcinnamylphosphonium bromide (7310-74-9)

Guidance literature:

Triphenylphosphin*HBr, Phenylpropargylchlorid, 120grad;

upstream raw materials:

triphenylphosphine

3-bromo-1-phenyl-1-propenyl bromide

triphenylphosphine hydrobromide

[3-(benzyloxy)prop-1-en-1-yl]benzene

Downstream raw materials:

all-trans-2-<3-Methyl-4-phenylhexa-1,3,5-trienyl>-1,3,3-trimethyl-cyclohexen

2-((3E)-4-phenyl-1,3-butadienyl)-1-tosylazetidine

4-Methyl-1-phenylpenta-1,3-diene

ethyl 5-phenyl-2,4-pentadienoate

Refernces

• 1、 Ramanathan, Mani,Hou, Duen-Ren. "Cleavage of benzyl ethers by triphenylphosphine hydrobromide". experimental part. p. 6143 - 6145. Retrieved 2010/12/24.
• 2、 Kiddle, James J.. "Microwave irradiation in organophosphorus chemistry. Part 2: Synthesis of phosphonium salts". . p. 1339 - 1341. Retrieved 2007/10/03.