Name: Bis(2-ethylhexyl) phosphate
SKU: 298-07-7

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Basic Information

Molecular Structure:
CAS No.:	298-07-7
Name:	Bis(2-ethylhexyl) phosphate

Formula:	C₁₆H₃₅O₄P
Molecular Weight:	322.425
Synonyms:	1-Hexanol,2-ethyl-, hydrogen phosphate (7CI);2-Ethyl-1-hexanol hydrogen phosphate;A208;A 208 (phosphate);Bis(2-ethylhexyl) hydrogen phosphate;Bis(2-ethylhexyl)orthophosphate;D 2EHPA;Dehpa extractant;DP 8;DP 8R;Di(2-ethylhexyl) phosphate;Di(2-ethylhexyl)phosphoric acid;O,O-Di(2-ethylhexyl)phosphoric acid;Phosphoric acid di(2-ethylhexyl) ester;Di-(2-ethylhexyl) phosphoric acid;
EINECS:	206-056-4
Density:	0.983 g/cm³
Melting Point:	-60 °C(lit.)
Boiling Point:	393.4 °C at 760 mmHg
Flash Point:	191.7 °C
Solubility:	slightly soluble in water
Appearance:	clear colorless to light yellow liquid
Hazard Symbols:	C
Risk Codes:	21-34
Safety:	26-36/37/39-45-25
Transport Information:	UN 1902 8/PG 3
PSA:	65.57000
LogP:	5.55280

Synthetic route

: 104-76-7
2-Ethylhexyl alcohol

A: 298-07-7
Bis(2-ethylhexyl)phosphoric acid

B: 78-42-2
tris(2-ethylhexyl) phosphate

Conditions

Conditions	Yield
With pyridine; trichlorophosphate In neat (no solvent) at 88℃; for 0.0208333h; Microwave irradiation;	A n/a B 75%

: 104-76-7
2-Ethylhexyl alcohol

A: 298-07-7
Bis(2-ethylhexyl)phosphoric acid

B: 78-42-2
tris(2-ethylhexyl) phosphate

C: 1070-03-7
2-ethylhexylphosphoric acid

Conditions

Conditions	Yield
With phosphorus pentoxide at 21℃; for 0.616667h; Product distribution; Mechanism; var.temps. and time;	A 21.9% B 25% C 15.6%

...Expand

: 3658-48-8
bis(2-ethylhexyl)phosphite

: 298-07-7
Bis(2-ethylhexyl)phosphoric acid

Conditions

Conditions	Yield
With Nitrogen dioxide
Multi-step reaction with 2 steps 1: sulfuryl chloride 2: aqueous NaOH-solution View Scheme
Multi-step reaction with 2 steps 1: chlorine 2: aqueous NaOH-solution View Scheme
With Nitrogen dioxide at 35℃; Cooling;

: 63449-80-9
bis(2-ethylhexyl) phosphorochloridate

: 298-07-7
Bis(2-ethylhexyl)phosphoric acid

Conditions

Conditions	Yield
With sodium hydroxide
With sodium hydroxide
With water In toluene for 1h; Reflux;	49.3 g

: 104-76-7
2-Ethylhexyl alcohol

A: 298-07-7
Bis(2-ethylhexyl)phosphoric acid

B: 1070-03-7
2-ethylhexylphosphoric acid

Conditions

Conditions	Yield
With phosphorus pentaoxide microwave irradiation;

: 78-42-2
tris(2-ethylhexyl) phosphate

A: 298-07-7
Bis(2-ethylhexyl)phosphoric acid

B: 1070-03-7
2-ethylhexylphosphoric acid

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water at 100℃; for 2h; Title compound not separated from byproducts.;

: 104-76-7
2-Ethylhexyl alcohol

: 298-07-7
Bis(2-ethylhexyl)phosphoric acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium / 160 °C 2: nitrogen dioxide View Scheme
Multi-step reaction with 3 steps 1: sodium / 160 °C 2: sulfuryl chloride 3: aqueous NaOH-solution View Scheme
Multi-step reaction with 2 steps 1: sodium / 160 °C 2: nitrogen dioxide View Scheme

: 685498-13-9
di-2-ethylhexyl phosphite

: 298-07-7
Bis(2-ethylhexyl)phosphoric acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: (chlorination) 2: aq. NaOH View Scheme

: copper(II) di(2-ethylhexyl)phosphate

: 144-62-7
oxalic acid

A: 298-07-7
Bis(2-ethylhexyl)phosphoric acid

B: 814-91-5
copper(II) oxalate

Conditions

Conditions	Yield
In tetrachloromethane; water at 29.2℃; for 0.388889h; Kinetics; Further Variations:; reaction times, electrostatic field effects;

...Expand

: 1369964-84-0
(1,1-dioxido-4-oxo-3-phenyl-4H-thiochromen-2-yl)methyl bis(2-ethylhexyl) phosphate

: 298-07-7
Bis(2-ethylhexyl)phosphoric acid

Conditions

Conditions	Yield
In chloroform-d1 for 0.216667h; Irradiation;	> 99 %Spectr.

Raw Materials

63449-80-9

3658-48-8

104-76-7

78-42-2

Downstream Products

13340-46-0

141-65-1

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Bis(2-ethylhexyl) phosphate, with the CAS registry number 298-07-7 and EINECS registry number 206-056-4, has the systematic name and IUPAC name of bis(2-ethylhexyl) hydrogen phosphate. It is a kind of clear colorless to light yellow liquid, and belongs to the following product categories of Industrial/Fine Chemicals and Organics. And the molecular formula of this chemical is C₁₆H₃₅O₄P. What's more, it is usually used as plasticizer and solvent in the synthesis of plastic.

The physical properties of Bis(2-ethylhexyl) phosphate are as followings: (1)ACD/LogP: 6.09; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 2.7; (4)ACD/LogD (pH 7.4): 2.59; (5)ACD/BCF (pH 5.5): 10.17; (6)ACD/BCF (pH 7.4): 7.87; (7)ACD/KOC (pH 5.5): 19.95; (8)ACD/KOC (pH 7.4): 15.44; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 14; (12)Polar Surface Area: 54.57 Å²; (13)Index of Refraction: 1.449; (14)Molar Refractivity: 87.99 cm³; (15)Molar Volume: 327.7 cm³; (16)Polarizability: 34.88×10^-24cm³; (17)Surface Tension: 34 dyne/cm; (18)Density: 0.983 g/cm³; (19)Flash Point: 191.7 °C; (20)Enthalpy of Vaporization: 70.61 kJ/mol; (21)Boiling Point: 393.4 °C at 760 mmHg; (22)Vapour Pressure: 2.75E-07 mmHg at 25°C.

Preparation: First, 2-Ethylhexyl alcohol react with phosphorus to produce iso-octyl phosphate chloride, and it is a esterification reaction. Second, dissove the iso-octyl phosphate chloride with lye. Third, acidified it with sulfuric acid.
2C₈H₁₇OH+POCl₃→(C₈H₁₇)₂POCl+2HCl
C₈H₁₇)₂POCl+NaOH→(C₈H₁₇)₂POONa+HCl
(C₈H₁₇)₂POONa+H₂SO₄→(C₈H₁₇)₂POOH+Na₂SO₄

You should be cautious while dealing with this chemical. It is harmful in contact with skin, and may cause burns. Therefore, you had better take the following instructions: Avoid contact with eyes; Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O=P(OCC(CC)CCCC)(OCC(CCCC)CC)O
(2)InChI: InChI=1/C16H35O4P/c1-5-9-11-15(7-3)13-19-21(17,18)20-14-16(8-4)12-10-6-2/h15-16H,5-14H2,1-4H3,(H,17,18)
(3)InChIKey: SEGLCEQVOFDUPX-UHFFFAOYAP

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LDLo	intraperitoneal	62500ug/kg (62.5mg/kg)		"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 9, Pg. 132, 1957.
rabbit	LD50	skin	1250uL/kg (1.25mL/kg)		Union Carbide Data Sheet. Vol. 5/18/1972,
rat	LD50	intraperitoneal	50mg/kg (50mg/kg)	LIVER: OTHER CHANGES	Hydrometallurgy. Vol. 3, Pg. 201, 1978.
rat	LD50	oral	4940uL/kg (4.94mL/kg)		Union Carbide Data Sheet. Vol. 5/18/1972,

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Consensus Reports

Specification