(2-Hydroxybenzyl)triphenylphosphonium bromide

Base Information

• Chemical Name: (2-Hydroxybenzyl)triphenylphosphonium bromide
• CAS No.: 70340-04-4
• Molecular Formula: C25H22BrOP
• Molecular Weight: 449.327
• Hs Code.: 29310099
• European Community (EC) Number: 274-574-8
• Mol file: 70340-04-4.mol

Synonyms:(2-Hydroxybenzyl)triphenylphosphonium bromide;70340-04-4;(2-hydroxyphenyl)methyl-triphenylphosphanium;bromide;EINECS 274-574-8;Phosphonium, [(2-hydroxyphenyl)methyl]triphenyl-, bromide;(2-Hydroxybenzyl)triphenylphosphoniumBromide;C25H22OP.Br;SCHEMBL898427;C25-H22-O-P.Br;FKKZGQXMWVGPMH-UHFFFAOYSA-N;MFCD00011902;AKOS015833070;2-Hydroxybenzyltriphenylphosphonium bromide;CS-0132566;FT-0604629;H1240;(2-hydroxybenzyl)(triphenyl)phosphonium bromide;D91019;ortho hydroxybenzyltriphenyl-phosphonium bromide;A836847;(2-hydroxyphenyl)methyl-triphenylphosphonium bromide;(2-hydroxyphenyl)methyl-triphenyl-phosphanium bromide;[(2-Hydroxyphenyl)methyl]triphenylphosphonium bromide

Chemical Property of (2-Hydroxybenzyl)triphenylphosphonium bromide

Chemical Property:

• Appearance/Colour: off-white to light yellow powder
• Melting Point: 242-245 °C(lit.)
• PSA: 33.82000
• LogP: 1.89030
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 448.05916
• Heavy Atom Count: 28
• Complexity: 386

Purity/Quality:

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

(2-Hydroxybenzyl)triphenylphosphonium Bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• 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=CC=C2O)(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]

Technology Process of (2-Hydroxybenzyl)triphenylphosphonium bromide

There total 10 articles about (2-Hydroxybenzyl)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: 97.0%

bromure d'acetoxy-2 benzyltriphenylphosphonium (70340-03-3) → (2-hydroxybenzyl)triphenylphosphonium bromide (70340-04-4)

Guidance literature:

With hydrogen bromide; In water; for 3h; Heating;

DOI:10.1016/S0040-4020(01)92357-9

Reference yield: 87.0%

salicylic alcohol (90-01-7) + triphenylphosphine hydrobromide (6399-81-1) → (2-hydroxybenzyl)triphenylphosphonium bromide (70340-04-4)

Guidance literature:

In acetonitrile; Reflux;

DOI:10.1039/d1sc01174j

Reference yield: 83.0%

salicylic alcohol (90-01-7) + triphenylphosphine (603-35-0) → (2-hydroxybenzyl)triphenylphosphonium bromide (70340-04-4)

Guidance literature:

With hydrogen bromide; In acetonitrile; at 100 ℃; for 2h;

DOI:10.1016/S0040-4020(01)92357-9

upstream raw materials:

salicylic alcohol

triphenylphosphine hydrobromide

salicylaldehyde

bromure d'acetoxy-2 benzyltriphenylphosphonium

Downstream raw materials:

methyl (2-hydroxyphenyl)acetate

2-(4-hydroxyphenyl)benzo[b]furan

2-(4-(3-bromopropoxy)phenyl)benzofuran

2-[4'-(3-diethylaminopropoxy)phenyl]benzofuran

Refernces

• 1、 Abaev, Vladimir T.,Chalikidi, Petrakis N.,Demidov, Oleg P.,Gutnov, Andrey V.,Magkoev, Taimuraz T.,Trushkov, Igor V.,Uchuskin, Maxim G.. "One-Step Synthesis of Triphenylphosphonium Salts from (Het)arylmethyl Alcohols". . p. 9838 - 9846. Retrieved 2021/07/28.
• 2、 Borges, Fernanda,Delogu, Giovanna L.,Era, Benedetta,Fais, Antonella,Gatto, Gianluca,Kumar, Amit,Matos, Maria J.,Pintus, Francesca,Uriarte, Eugenio. "Looking for new xanthine oxidase inhibitors: 3-Phenylcoumarins versus 2-phenylbenzofurans". . p. 774 - 780. Retrieved 2020/07/07.