(1,4-Phenylenebis(methylene))bis(triphenylphosphonium) bromide

Base Information

• Chemical Name: (1,4-Phenylenebis(methylene))bis(triphenylphosphonium) bromide
• CAS No.: 40817-03-6
• Molecular Formula: C44H38 P2 . 2 Br
• Molecular Weight: 788.541
• European Community (EC) Number: 255-092-7
• DSSTox Substance ID: DTXSID70961230
• Mol file: 40817-03-6.mol

Synonyms:40817-03-6;(1,4-Phenylenebis(methylene))bis(triphenylphosphonium) bromide;p-Xylylenebis(triphenylphosphonium bromide);EINECS 255-092-7;(1,4-Phenylenebis(methylene))bis(triphenylphosphonium) dibromide;triphenyl-[[4-(triphenylphosphaniumylmethyl)phenyl]methyl]phosphanium;dibromide;[1,4-Phenylenebis(methylene)]bis[triphenylphosphonium] dibromide;p-Xylylene-bis-(triphenylphosphonium bromide);SCHEMBL39844;DTXSID70961230;ZZQVVCXWFPGKJD-UHFFFAOYSA-L;AMY39385;BCP05546;MFCD00011914;AKOS001032233;GC10178;FT-0688106;F10041;10.14272/ZZQVVCXWFPGKJD-UHFFFAOYSA-L.1;doi:10.14272/ZZQVVCXWFPGKJD-UHFFFAOYSA-L.1;J-500099;Z56762303;(1,4-Phenylenebis(methylene))bis-(triphenylphosphonium) bromide;[1,4-Phenylenebis(methylene)]bis(triphenylphosphanium) dibromide

Chemical Property of (1,4-Phenylenebis(methylene))bis(triphenylphosphonium) bromide

Chemical Property:

• Melting Point: 300oC
• PSA: 27.18000
• LogP: 2.68280
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Hygroscopic
• Water Solubility.: Slightly soluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 788.07950
• Heavy Atom Count: 48
• Complexity: 689

Purity/Quality:

99% ^*data from raw suppliers

(1,4-Phenylenebis(methylene))bis-(triphenylphosphonium) bromide 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/22:Harmful by inhalation and if swallowed.; R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[P+](CC2=CC=C(C=C2)C[P+](C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5)(C6=CC=CC=C6)C7=CC=CC=C7.[Br-].[Br-]
• Uses: suzuki reaction p-Xylylenebis(triphenylphosphonium bromide) is used as pharmaceutical intermediate.

Technology Process of (1,4-Phenylenebis(methylene))bis(triphenylphosphonium) bromide

There total 4 articles about (1,4-Phenylenebis(methylene))bis(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%

1,4-bis(bromomethyl)benzene (623-24-5) + triphenylphosphine (603-35-0) → p-xylenebis(triphenylphosphonium) dibromide (40817-03-6)

Guidance literature:

In N,N-dimethyl-formamide; for 3h; Heating;

DOI:10.1016/j.bmc.2008.07.090

Reference yield:

para-xylene (106-42-3) + triphenylphosphine (603-35-0) → p-xylenebis(triphenylphosphonium) dibromide (40817-03-6)

Guidance literature:

para-xylene; With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 3h; Heating;

triphenylphosphine; In tetrachloromethane; toluene; for 3h; Heating;

DOI:10.1021/ol048984a

Reference yield:

para-xylene (106-42-3) → p-xylenebis(triphenylphosphonium) dibromide (40817-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; Perbenzoic acid / tetrachloromethane / 6 h / 80 °C

2: N,N-dimethyl-formamide / 10 h / 160 °C / Inert atmosphere

With N-Bromosuccinimide; Perbenzoic acid; In tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.saa.2012.04.027

upstream raw materials:

1,4-bis(bromomethyl)benzene

triphenylphosphine

para-xylene

Downstream raw materials:

C₂₈H₂₆O₆

1,4-Divinylbenzene

(E)-1,4-bis(2,6-dichlorostyryl)benzene

1,4-bis(4-pyridylethenyl)benzene

Refernces

• 1、 Pilicode, Naveenchandra,K M, Nimith,M N, Satyanarayan,Adhikari, Airody Vasudeva. "New cyanopyridine based conjugative polymers as blue emitters: Synthesis, photophysical, theoretical and electroluminescence studies". . p. 6 - 15. Retrieved 2018/06/19.
• 2、 Numata, Munenori,Kinoshita, Daiki,Hirose, Naoya,Kozawa, Tomohiro,Tamiaki, Hitoshi,Kikkawa, Yoshihiro,Kanesato, Masatoshi. "Controlled stacking and unstacking of peripheral chlorophyll units drives the spring-like contraction and expansion of a semi-artificial helical polymer". supporting information. p. 1592 - 1598. Retrieved 2013/03/14.