o-Xylylenebis(triphenylphosphonium bromide)

Base Information

• Chemical Name: o-Xylylenebis(triphenylphosphonium bromide)
• CAS No.: 1519-46-6
• Molecular Formula: C44H38 P2 . 2 Br
• Molecular Weight: 788.541
• European Community (EC) Number: 216-183-7
• ChEMBL ID: CHEMBL3391814
• Mol file: 1519-46-6.mol

Synonyms:1519-46-6;o-Xylylenebis(triphenylphosphonium bromide);(1,2-Phenylenebis(methylene))bis(triphenylphosphonium) bromide;triphenyl-[[2-(triphenylphosphaniumylmethyl)phenyl]methyl]phosphanium;bromide;dibromide;C44H38P2.2Br;C44-H38-P2.2Br;O-XYLYLENEBIS;c1cccc(c1CP(c2ccccc2)(c3ccccc3)c4ccccc4)CP(c5ccccc5)(c6ccccc6)c7ccccc7.Br;1,2-Bis(triphenylphosphoniomethyl)benzene dibromide;SCHEMBL2446627;CHEMBL3391814;AKOS004908093;CS-0337112;FT-0633629;F87481;o-Xylylenebis(triphenylphosphonium bromide), 97%;O-XYLYLENEBIS(TRIPHENYLPHOSPHONIUMBROMIDE);J-008867;Z89268838

Chemical Property of o-Xylylenebis(triphenylphosphonium bromide)

Chemical Property:

• Melting Point: >300 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 27.18000
• Density: g/cm³
• LogP: 2.68280
• Sensitive.: Hygroscopic
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 788.07950
• Heavy Atom Count: 48
• Complexity: 697

Purity/Quality:

99.5% ^*data from raw suppliers

o-Xylylenebis(triphenylphosphonium bromide) 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[P+](CC2=CC=CC=C2C[P+](C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5)(C6=CC=CC=C6)C7=CC=CC=C7.[Br-].[Br-]
• Uses: Reactant for: Synthesis of [6.8]3cyclacene and polyunsaturated [23] and [24]metacyclophanesSelective inclusion of equatorial isomers of cyclohexane-polyols in phosphonium salt hostsPhotoactive platinum(II) DNA intercalator synthesisPreparation of (pheynlenedivinylene)bis[pyrrole] derivativesThe reaction with sodium hexamethyldisilazide to form acyclic, ring, and cage AS,C compoundsSynthesis of styryl substituted annelated furan derivatives

Technology Process of o-Xylylenebis(triphenylphosphonium bromide)

There total 3 articles about o-Xylylenebis(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%

triphenylphosphine (603-35-0) + α,α'-dibromo-o-xylene (91-13-4) → o-xylylene(bistriphenylphospine) dibromide (1519-46-6)

Guidance literature:

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

DOI:10.1246/bcsj.20120308

Reference yield:

o-xylene (95-47-6) → o-xylylene(bistriphenylphospine) dibromide (1519-46-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NBS, dibenzoyl peroxide / CCl₄ / 6 h / Heating

2: dimethylformamide / 8 h / Heating

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-1983-30401

Reference yield:

→ o-xylylene(bistriphenylphospine) dibromide (1519-46-6)

Guidance literature:

upstream raw materials:

triphenylphosphine

α,α'-dibromo-o-xylene

o-xylene

Downstream raw materials:

trans,trans-1,2-Bis(1-hexen-5-inyl)benzol

1,2-Bis(2-formylstyryl)benzol

2-[2-(2-ethenylphenyl)ethenyl]furan

2-[2-(2-ethenylphenyl)ethenyl]furan

Refernces

• 1、 Vuk, Dragana,kori, Irena,Marini, eljko. "Photochemical approach to new polycyclic substrates suitable for further photocatalytic functionalization". . p. 465 - 473. Retrieved 2014.
• 2、 Vuk, Dragana,Mol?anov, Kre?imir,?kori?, Irena. "Weak interactions direct crystal packings of arylated 1,3-butadienes". . p. 43 - 51. Retrieved 2014/04/03.