(2-Aminophenyl)dimethylphosphine Oxide Chemical Properties

Boiling point:

367.5±34.0 °C(Predicted)

Density 

1.11±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

1.10±0.10(Predicted)

Appearance

Off-white to light yellow Solid

InChI

InChI=1S/C8H12NOP/c1-11(2,10)8-6-4-3-5-7(8)9/h3-6H,9H2,1-2H3

InChIKey

DHHGHQKIKXKQGJ-UHFFFAOYSA-N

SMILES

C1(N)=CC=CC=C1P(C)(C)=O

Safety Information

RIDADR 

UN2811

HS Code 

2923900090

(2-Aminophenyl)dimethylphosphine Oxide Usage And Synthesis

Uses

(2-Aminophenyl)dimethylphosphine Oxide is mainly used as a raw material or reagent for organic synthesis and can be used to prepare other compounds such as phosphine oxide derivatives and pyrimidine derivatives.

Synthesis

(2-Aminophenyl)dimethylphosphine Oxide is prepared by the reaction of 2-Iodoaniline and Dimethylphosphine oxide. The specific synthesis steps are as follows:
To a solution of 2-iodoaniline ( 1.0 eq) and dimethylphosphine oxide (1.1 eq) in DMF were added potassium phosphate ( 1.1 eq) and palladium acetate/Xantphos (catalytic). The reaction was stirred at 150 °C for 3 hours and cooled to room temperature. The solvent was evaporated and the residue was worked up with DCM/water. The crude product was purified with a column(EtOAc/MeOH 10: 1 ) to give 1 as a brown solid (80percent yield).

References

[1] Patent: WO2012/151561, 2012, A1. Location in patent: Page/Page column 37
[2] Patent: WO2013/169401, 2013, A1. Location in patent: Page/Page column 41-42
[3] Patent: US2015/225436, 2015, A1. Location in patent: Paragraph 0791-0792
[4] Patent: CN106928275, 2017, A. Location in patent: Paragraph 0097-0099
[5] Journal of Medicinal Chemistry, 2016, vol. 59, # 10, p. 4948 - 4964

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