Dichlorophenylphosphine

Source: Wikipedia, the free encyclopedia.
Dichlorophenylphosphine
Names
Preferred IUPAC name
Phenylphosphonous dichloride
Other names
Dichlorophenylphosphane
Phenylphosphorus dichloride
Identifiers
3D model (
JSmol
)
ChEMBL
ChemSpider
ECHA InfoCard
 100.010.388 Edit this at Wikidata
EC Number
  • 211-425-8
RTECS number
  • TB2478000
UNII
UN number 2798
  • InChI=1S/C6H5Cl2P/c7-9(8)6-4-2-1-3-5-6/h1-5H checkY
    Key: IMDXZWRLUZPMDH-UHFFFAOYSA-N checkY
  • InChI=1/C6H5Cl2P/c7-9(8)6-4-2-1-3-5-6/h1-5H
    Key: IMDXZWRLUZPMDH-UHFFFAOYAO
SMILES
  • ClP(Cl)c1ccccc1
Properties
C6H5Cl2P
Molar mass 178.98 g·mol−1
Appearance colorless liquid
Odor acrid, pungent
Density 1.3190 g/mL
Melting point −51 °C (−60 °F; 222 K)
Boiling point 222 °C (432 °F; 495 K)
insoluble
Solubility miscible in benzene, CS2, chloroform
1.6030
Hazards
GHS labelling:
GHS05: CorrosiveGHS06: ToxicGHS07: Exclamation mark
Danger
H290, H301, H302, H314, H335
P234, P260, P261, P264, P270, P271, P280, P301+P310, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P330, P363, P390, P403+P233, P404, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 3: Capable of detonation or explosive decomposition but requires a strong initiating source, must be heated under confinement before initiation, reacts explosively with water, or will detonate if severely shocked. E.g. hydrogen peroxideSpecial hazard W: Reacts with water in an unusual or dangerous manner. E.g. sodium, sulfuric acid
3
1
3
W
Flash point 101 °C (214 °F; 374 K)
159 °C (318 °F; 432 K)
Lethal dose or concentration (LD, LC):
200 mg/kg (oral, rat)
Safety data sheet (SDS) Fisher MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Dichlorophenylphosphine is an

organophosphorus compound with the formula C6H5PCl2. This colourless viscous liquid is commonly used in the synthesis of organophosphines
.

Dichlorophenylphosphine is commercially available. It may be prepared by an

stannic chloride.[2] The compound is an intermediate for the synthesis of other chemicals for instance dimethylphenylphosphine
:

C6H5PCl2 + 2 CH3MgI → C6H5P(CH3)2 + 2 MgICl

Many tertiary phosphines can be prepared by this route.[3]

In the McCormack reaction dichlorophenylphosphine adds dienes to give the chlorophospholenium ring.[4]

Reductive coupling of the dichlorophosphine gives the

cyclophosphine (PhP)5.[5]

References

  1. doi:10.15227/orgsyn.031.0088
    .
  2. ^
    ISBN 0-8493-1617-0
    .
  3. doi:10.15227/orgsyn.055.0127
    .
  4. doi:10.15227/orgsyn.043.0073
    .
  5. doi:10.1021/cr00020a010
    .
Retrieved from "https://en.wikipedia.org/w/index.php?title=Dichlorophenylphosphine&oldid=1217655979"