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40244-90-4

40244-90-4 Structure

40244-90-4 Structure
IdentificationMore
[Name]

CHLORODIISOPROPYLPHOSPHINE
[CAS]

40244-90-4
[Synonyms]

AURORA KA-1318
CHLORODIISOPROPYLPHOSPHINE
DI-I-PROPYLCHLOROPHOSPHINE
DIISOPROPYLCHLOROPHOSPHINE
DIISOPROPYLPHOSPHINOUS CHLORIDE
Chlorodiiosopropylphosphine
Di-i-propylchlorophosphine,min.98%
CHLORODIISOPROPYLPHOSPHINE,96%
CHLORODIISOPROPYLPHOSHINE
Di-i-propylchlorophosphine, min. 98%
Chlorobis(1-methylethyl)phosphine
Diisopropylphosphinous acidchloride
[EINECS(EC#)]

629-426-0
[Molecular Formula]

C6H14ClP
[MDL Number]

MFCD00015027
[Molecular Weight]

152.6
[MOL File]

40244-90-4.mol
Chemical PropertiesBack Directory
[Appearance]

Colorless to light yellow liqui
[Boiling point ]

69 °C33 mm Hg(lit.)
[density ]

0.959 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.475(lit.)
[Fp ]

39 °F
[storage temp. ]

Refrigerator
[form ]

Liquid
[color ]

Clear light yellow
[Sensitive ]

air sensitive, moisture sensitive
[InChI]

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

JZPDBTOWHLZQFC-UHFFFAOYSA-N
[SMILES]

P(C(C)C)(C(C)C)Cl
[CAS DataBase Reference]

40244-90-4(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Corrosion (GHS05)
GHS02,GHS05
[Signal word ]

Danger
[Hazard statements ]

H225-H314
[Precautionary statements ]

P210-P233-P240-P280-P303+P361+P353-P305+P351+P338
[Hazard Codes ]

F,C
[Risk Statements ]

R11:Highly Flammable.
R34:Causes burns.
[Safety Statements ]

S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S1:Keep locked up .
[RIDADR ]

UN 2924 3/PG 2
[WGK Germany ]

3
[HazardClass ]

3.1
[PackingGroup ]

II
[HS Code ]

29310099
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Flam. Liq. 2
Skin Corr. 1B
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

1,1'-Bis(diisopropylphosphino)ferrocene-->(Diisopropylphosphino)(Diphenylphosphino)methane
Hazard InformationBack Directory
[Description]

Chlorodiisopropylphosphine is an organophosphorus compound of particular interest in synthetic chemistry, where it is used as a reagent in the preparation of phosphine ligands for transition metal complexes. Its utility in synthesising these complexes is due to the reactivity of the chloro group, which other groups can substitute to create a diverse array of ligands. This reactivity is also exploited in the study of catalysis, as the resulting phosphine ligands can be used to modulate the activity and selectivity of metal catalysts. In addition, Chlorodiisopropylphosphine is investigated for its potential in forming new organophosphorus compounds with applications in materials science. Researchers are also interested in the compound′s role in synthesising flame retardants, where its phosphorus content could contribute to the material′s flame-retarding properties.
[Chemical Properties]

Colorless to light yellow liqui
[Uses]

Chlorodiisopropylphosphine can be used:
  • To synthesize p-styryldiisopropylphosphine by reacting with 4-chlorostyrene via Grignard reaction.
  • As a phosphination reagent in combination with [Cp2Zr(1-butene)(DMAP)] (Cp=cyclopentadienyl; DMAP= 4-(dimethylamino)pyridine)) for the zirconophosphination of alkynes to form zirconoalkenylphosphines.
  • A luminescent mixed-donor platinum POCN pincer complex via cyclometalation process.

[Application]

Chlorodiisopropylphosphine is widely used for preparing organic phosphine pesticides, secondary phosphine, organic phosphine ligand and high-efficiency organic metal catalyst in thermoplastic elastomer synthesis, can also be used as an important component of a non-lethal weapon system, and is recently used for electrochemically synthesizing novel electrolyte salt fluoroalkyl lithium phosphonate of a lithium ion secondary battery as a green energy source due to the special structure of the organic phosphine catalyst.[1]
[reaction suitability]

reagent type: ligand
reaction type: Arylations
[Synthesis]

Chlorodiisopropylphosphine can be synthesized by using Mg, chloro iso-propane and phosphine trichloride as the main raw material. The optimum reacting condition for the synthesis includes, the material proportioning being PCl3 : i-C3H7C1 = 1 : 1.8 (mol ratio), the reaction temperature being -30 deg. C, dropping time being 1.25h. By employing THF for substituting ether as the solvent, the reaction can be accelerated and the yield can be increased.[1]
[References]

[1] The synthetic method of diisopropyl phosphine chloride. Patent CN1724548A.
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Chlorodiisopropylphosphine, AcroSeal?, 96%(40244-90-4)
[Sigma Aldrich]

40244-90-4(sigmaaldrich)
[TCI AMERICA]

Chlorodiisopropylphosphine,>98.0%(T)(40244-90-4)
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