(2-Hydroxyethyl)triphenylphosphonium bromide

Base Information

• Chemical Name: (2-Hydroxyethyl)triphenylphosphonium bromide
• CAS No.: 7237-34-5
• Molecular Formula: C20H20BrOP
• Molecular Weight: 387.256
• Hs Code.: 29310099
• European Community (EC) Number: 628-593-7
• DSSTox Substance ID: DTXSID50369937
• Mol file: 7237-34-5.mol

Synonyms:(2-Hydroxyethyl)triphenylphosphonium bromide;7237-34-5;2-hydroxyethyl(triphenyl)phosphanium;bromide;MFCD00011901;SCHEMBL774204;Phosphonium,(2-hydroxyethyl)triphenyl-, bromide (1:1);DTXSID50369937;QZJOQNHOOVSESC-UHFFFAOYSA-M;AKOS015913455;2-hydroxyethyltriphenylphosphonium bromide;SY109401;(2-hydroxyethyl)triphenyphosphonium bromide;CS-0094456;FT-0604630;(2-Hydroxyethyl)(triphenyl)phosphonium bromide;D94675;Phosphonium,(2-hydroxyethyl)triphenyl-,bromide(1:1)

Chemical Property of (2-Hydroxyethyl)triphenylphosphonium bromide

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 4.13E-10mmHg at 25°C
• Melting Point: 217-219 °C(lit.)
• Refractive Index: 1.591
• Boiling Point: 499.5°C at 760 mmHg
• Flash Point: 255.9°C
• PSA: 33.82000
• Density: 1.26g/cm³
• LogP: -0.02320
• Storage Temp.: 0-6°C
• Sensitive.: Hygroscopic
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 386.04351
• Heavy Atom Count: 23
• Complexity: 266

Purity/Quality:

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

(2-Hydroxyethyl)triphenylphosphonium bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• 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+](CCO)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
• Uses: (2-Hydroxyethyl)triphenylphosphonium Bromide has cytotoxic activity against the growth of tissue culture cells originating from human epidermoid carcinoma of the nasopharynx (KB). It is commonly used as a Wittig reagent.

Technology Process of (2-Hydroxyethyl)triphenylphosphonium bromide

There total 19 articles about (2-Hydroxyethyl)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: 86.0%

triphenylphosphine (603-35-0) + 2-bromoethanol (540-51-2) → 2-(hydroxyethyl)triphenylphosphonium bromide (7237-34-5)

Guidance literature:

In benzene; Heating;

DOI:10.1016/S0040-4020(01)86174-3

Reference yield: 85.0%

vinyltriphenylphosphonium bromide (5044-52-0) → 2-(hydroxyethyl)triphenylphosphonium bromide (7237-34-5)

Guidance literature:

With sodium hydroxide; In water; for 4h; Ambient temperature;

DOI:10.1016/S0040-4020(01)82433-9

Reference yield: 84.0%

triphenylphosphine hydrobromide (6399-81-1) + 2-(naphth-1-yl)-1,3-dioxolane (26963-79-1) → 1-naphthaldehyde (66-77-3) + 2-(hydroxyethyl)triphenylphosphonium bromide (7237-34-5)

Guidance literature:

In dichloromethane; at 50 ℃; for 0.0833333h; Microwave irradiation; Sealed tube;

DOI:10.3998/ark.5550190.0014.308

upstream raw materials:

triphenylphosphine

2-bromoethanol

vinyltriphenylphosphonium bromide

2-(4-nitrophenyl)-1,3-dioxolane

Downstream raw materials:

(2-bromoethyl)triphenylphosphonium bromide

(oxydiethylene)bis dibromide

(β-methoxyethyl)diphenylphosphine oxide

(2-methoxyethyl)triphenylphosphonium bromide

Refernces

• 1、 Wang, Yanan,Jiang, Min,Liu, Jin-Tao. "Copper-Catalyzed Diastereoselective Synthesis of Trifluoromethylated Tetrahydrofurans". supporting information. p. 1322 - 1327. Retrieved 2016/04/26.
• 2、 Ramanathan, Mani,Hou, Duen-Ren. "Phosphonium salts and aldehydes from the convenient, anhydrous reaction of aryl acetals and triphenylphosphine hydrobromide". . p. 98 - 108. Retrieved 2013/05/09.