2-Chloroethyldiphenylphosphine

Base Information

• Chemical Name: 2-Chloroethyldiphenylphosphine
• CAS No.: 5055-11-8
• Molecular Formula: C14H14ClP
• Molecular Weight: 248.692
• NSC Number: 77585
• DSSTox Substance ID: DTXSID70291726
• Nikkaji Number: J2.061.518D
• Wikidata: Q82029768
• Mol file: 5055-11-8.mol

Synonyms:2-Chloroethyldiphenylphosphine;5055-11-8;NSC77585;SCHEMBL2227011;(2-chloro-ethyl)diphenylphosphine;DTXSID70291726;IOTJZPOUUUWDIX-UHFFFAOYSA-N;NSC-77585

Chemical Property of 2-Chloroethyldiphenylphosphine

Chemical Property:

• Vapor Pressure: 0.000223mmHg at 25°C
• Boiling Point: 336.2°C at 760 mmHg
• Flash Point: 157.1°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 248.0521651
• Heavy Atom Count: 16
• Complexity: 165

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(CCCl)C2=CC=CC=C2

Technology Process of 2-Chloroethyldiphenylphosphine

There total 4 articles about 2-Chloroethyldiphenylphosphine 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: 78.0%

chloro-diphenylphosphine (1079-66-9,74391-44-9) + 1,2-dichloro-ethane (107-06-2,52399-93-6) → (2-chloroethyl)diphenylphosphane (5055-11-8)

Guidance literature:

chloro-diphenylphosphine; With sodium; In tetrahydrofuran; at 90 ℃; for 28h; Inert atmosphere;

1,2-dichloro-ethane; In tetrahydrofuran; Schlenk technique; Inert atmosphere; Cooling with acetone-dry ice;

DOI:10.1002/chem.202100865

Reference yield: 70.0%

1,2-dichloro-ethane (107-06-2,52399-93-6) + lithium diphenylphosphide (65567-06-8,4541-02-0) → (2-chloroethyl)diphenylphosphane (5055-11-8)

Guidance literature:

In toluene;

DOI:10.1016/0022-328X(91)80253-G

Reference yield:

1,2-dichloro-ethane (107-06-2,52399-93-6) + potassium diphenylphosphine (15475-27-1,4346-39-8) → (2-chloroethyl)diphenylphosphane (5055-11-8)

Guidance literature:

In tetrahydrofuran; at -78 - 20 ℃; for 12h;

DOI:10.1016/j.jorganchem.2012.05.032

upstream raw materials:

1,2-dichloro-ethane

lithium diphenylphosphide

potassium diphenylphosphine

chloro-diphenylphosphine

Downstream raw materials:

(2-(2,4-dimethylphenylthio)ethyl)diphenylphosphine

diphenyl(2-((2,3,5,6-tetrafluorophenyl)thio)ethyl)phosphane

[2-(methylseleno)ethyl](diphenyl)phophine

[2-((2,2,2-trifluoroethane)thio)ethyl](diphenyl)phosphine

Refernces

• 1、 Tate, Christopher W.,Gee, Antony D.,Vilar, Ramon,White, Andrew J.P.,Long, Nicholas J.. "Reversible carbon monoxide binding at copper(I) P-S-X (X = N, O) coordination polymers". experimental part. p. 39 - 42. Retrieved 2012/09/07.
• 2、 Renaud, Eric,Russell, Robert B.,Fortier, Suzanne,Brown, Stephen J.,Baird, Michael C.. "Synthesis of a new family of water-soluble tertiary phosphine ligands and of their rhodium(I) complexes; olefin hydrogenation in aqueous and biphasic media". . p. 403 - 415. Retrieved 2007/10/02.