CAS 40244-90-4 Chlorodiisopropylphosphine - Catalysts / Alfa Chemistry

Synonyms

Diisopropylchlorophosphine; Di-i-propylchlorophosphine; Chloro-di(propan-2-yl)phosphane

IUPAC Name

chloro-di(propan-2-yl)phosphane

Molecular Weight

152.60

Molecular Formula

C6H14ClP

Canonical SMILES

CC(C)P(C(C)C)Cl;

InChI

JZPDBTOWHLZQFC-UHFFFAOYSA-N

InChI Key

InChI=1S/C6H14ClP/c1-5(2)8(7)6(3)4/h5-6H,1-4H3

Boiling Point

69 °C at 33 mmHg(lit.)

Flash Point

39 °F

Purity

95%

Density

0.959 g/mL at 25 °C(lit.)

Appearance

Liquid

Storage

Refrigerator

Complexity

53.5

Covalently-Bonded Unit Count

Exact Mass

152.052g/mol

Heavy Atom Count

Isomeric SMILES

CC(C)P(C(C)C)Cl

Monoisotopic Mass

152.052g/mol

Rotatable Bond Count

Topological Polar Surface Area

0A^2

Application

Chlorodiisopropylphosphine serves an essential role in synthetic chemistry as a versatile reagent primarily used for crafting phosphine ligands for transition metal complexes. This is facilitated by the compound's reactive chloro group, which can be replaced with other groups to form a wide variety of ligands. Such reactivity is crucial in catalysis studies, where it aids in adjusting the activity and selectivity of metal catalysts. Additionally, Chlorodiisopropylphosphine is explored for creating new organophosphorus compounds with applications stretching into materials science. Its phosphorus content also makes it of interest in synthesizing flame retardants, potentially enhancing their fire-retardant properties. Applications of Chlorodiisopropylphosphine include its use in synthesizing p-styryldiisopropylphosphine through Grignard reactions with 4-chlorostyrene, acting as a phosphination reagent for zirconophosphination of alkynes using [Cp2Zr(1-butene)(DMAP)], and facilitating the creation of luminescent mixed-donor platinum POCN pincer complexes through cyclometalation.

January 7, 2025

Versatile Reagent for Cutting-Edge Research

Chlorodiisopropylphosphine from Alfa Chemistry was invaluable in our lab for synthesizing phosphine ligands and exploring new catalytic pathways. Its versatility in creating organophosphorus compounds significantly advanced our materials science projects. Highly recommended!