DIISOOCTYLPHOSPHINIC ACID Chemical Properties

Boiling point:

417.1±14.0 °C(Predicted)

Density 

0.916 g/mL at 20 °C(lit.)

vapor pressure 

0.002Pa at 25℃

refractive index 

n20/D 1.460

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Sparingly), DMSO (Slightly), Methanol (Sparingly)

form 

Oil

pka

3.26±0.50(Predicted)

color 

Colourless

Water Solubility 

12.5mg/L at 20℃

InChI

InChI=1S/C16H35O2P/c1-13(9-15(3,4)5)11-19(17,18)12-14(2)10-16(6,7)8/h13-14H,9-12H2,1-8H3,(H,17,18)

InChIKey

QUXFOKCUIZCKGS-UHFFFAOYSA-N

SMILES

P(CC(C)CC(C)(C)C)(CC(C)CC(C)(C)C)(O)=O

LogP

1.83 at 30℃

EPA Substance Registry System

Phosphinic acid, bis(2,4,4-trimethylpentyl)- (83411-71-6)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36

Safety Statements 

24-26

WGK Germany 

1

TSCA 

TSCA listed

HS Code 

29319090

DIISOOCTYLPHOSPHINIC ACID Usage And Synthesis

Uses

Bis(2,4,4-trimethylpentyl)phosphonic acid is a colorless to pale yellow liquid with a fruity aroma; it is an extractant that can be used for nickel-cobalt separation and rare earth separation.

Chemical Properties

Color to faint yellow liquid

Synthesis

Example 1: General procedure for the synthesis of bis(2,4,4-trimethylpentyl)hypophosphite: 40 g (0.377 mol) of sodium hypophosphite, 40 g of acetic acid, 132.3 g (0.943 mol) of diisobutene (80% purity), and 2.8 g (0.019 mol) of tert-butyl peroxide initiator were sequentially added to a 1.5-liter pressure vessel. The reaction mixture was heated and reacted at 135 °C for 30 hours, during which time 1.4 g of initiator was replenished every 8 hours. The reaction process was monitored by 31P NMR and the reaction mixture contained 75.3% of bis(2,4,4-trimethylpentyl)phosphinic acid product and 12.1% of monoalkyl phosphinic acid by-product. Upon completion of the reaction, 220 g of the reaction mixture was transferred to a conical flask and heated at 70-80°C to reduce viscosity. Thirty-eight grams of water was slowly added until separation of the two phases occurred, and the aqueous phase (pH ≈ 5) was separated and removed. The organic phase was washed with 75 g of 4% sodium hydroxide solution to remove the resulting 89.2 g aqueous layer. Subsequently, the organic phase was acidified and washed with 50 g of 10% sulfuric acid solution to remove the aqueous phase. The acidified and washed organic phase was filtered through PS filter paper and the volatile components were removed by vacuum distillation. The final product was 95 g of bis(2,4,4-trimethylpentyl)hypophosphonic acid with 93.7% purity and 86.9% yield based on phosphorus NMR calculations. The composition of the product is detailed in Table I.

References

[1] Patent: US2008/103330, 2008, A1. Location in patent: Page/Page column 6
[2] Patent: US2006/89508, 2006, A1. Location in patent: Page/Page column 4

DIISOOCTYLPHOSPHINIC ACID(83411-71-6)Related Product Information

• Cyclophosphamide monohydrate