Name: 2-Ethylhexyl phthalate
SKU: 117-81-7

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Basic Information

Molecular Structure:
CAS No.:	117-81-7
Name:	2-Ethylhexyl phthalate

Formula:	C₂₄H₃₈O₄
Molecular Weight:	390.563
Synonyms:	Bis(2-ethylhexyl)phthalate;1,2-Benzenedicarboxylicacid, bis(2-ethylhexyl) ester (9CI);Phthalic acid, bis(2-ethylhexyl) ester(6CI,8CI);2-Ethylhexyl phthalate;3315AF2;Bis(2-ethylhexyl)1,2-benzenedicarboxylate;Bis(2-ethylhexyl) o-phthalate;Bisoflex 81;Bisoflex DOP;Compound 889;Corflex 400;Ethylhexyl phthalate;Eviplast 80;Eviplast 81;Fleximel;Flexol DOD;Flexol DOP;NSC 17069;Octoil;Octyl phthalate;Palatinol AH;Palatinol AH-L;Palatinol DOP;Phthalicacid di(2-ethylhexyl) ester;Phthalic acid dioctyl ester;Pittsburgh PX 138;Plasthall DOP;Dioctyl Phthalate;
EINECS:	204-211-0
Density:	0.983 g/cm³
Melting Point:	-50 °C
Boiling Point:	384.9 °C at 760 mmHg
Flash Point:	204.5 °C
Solubility:	0.27 mg/L at 25 °C in water
Appearance:	colorless to pale yellow oily liquid
Hazard Symbols:	T,F
Risk Codes:	60-61-39/23/24/25-23/24/25-11
Safety:	53-45-36/37-16
Transport Information:	UN 1230 3/PG 2
PSA:	52.60000
LogP:	6.43300

Synthetic route

: 85-44-9
phthalic anhydride

: 104-76-7
2-Ethylhexyl alcohol

: 117-81-7
Di(2-ethylhexyl)phthalate

Conditions

Conditions	Yield
With 3,3′-(2,2-bis(hydroxymethyl)propane-1,3-diyl)bis(1-methyl-1H-imidazol-3-ium) hydrogen sulfate for 2h; Dean-Stark; Reflux;	100%
With diacidic ionic liquid supported on magnetic-silica nanoparticles In neat (no solvent) at 118℃; for 1h; Dean-Stark;	100%
tetrabutoxytitanium for 5.41667h; azeotropic distillation;	99.8%

: 104-76-7
2-Ethylhexyl alcohol

: 88-99-3
benzene-1,2-dicarboxylic acid

: 117-81-7
Di(2-ethylhexyl)phthalate

Conditions

Conditions	Yield
With triflic acid on silica-encapsulated superparamagnetic iron oxide nanoparticles In neat (no solvent) at 90℃; for 1h; Catalytic behavior; Time; Reagent/catalyst; Flow reactor; Green chemistry;	90%
In 5,5-dimethyl-1,3-cyclohexadiene at 160℃; for 2h;	86%
With toluene-4-sulfonic acid
With methanesulfonic acid at 140 - 150℃; for 6h; Inert atmosphere; Dean-Stark;

: 85-44-9
phthalic anhydride

: 104-76-7
2-Ethylhexyl alcohol

: 71-36-3
butan-1-ol

A: 117-81-7
Di(2-ethylhexyl)phthalate

B: 84-74-2
Phthalic acid dibutyl ester

C: 85-69-8
1,2-benzenedicarboxylic acid 1-butyl 2-ethylhexyl ester

Conditions

Conditions	Yield
sulfuric acid Heating; Title compound not separated from byproducts;	A 43% B 15.1% C 41.9%

...Expand

: 85-44-9
phthalic anhydride

: 104-76-7
2-Ethylhexyl alcohol

A: 117-81-7
Di(2-ethylhexyl)phthalate

B: 4376-20-9
(2-ethylhexyl) hydrogen phthalate

C: 85-69-8
1,2-benzenedicarboxylic acid 1-butyl 2-ethylhexyl ester

Conditions

Conditions	Yield
tetrabutoxytitanium for 2.5h; Heating; other catalysts other reaction time degree of esterification estimated by titration with KOH; Title compound not separated from byproducts;	A n/a B n/a C 2.3%

...Expand

: 104-76-7
2-Ethylhexyl alcohol

: 4376-20-9
(2-ethylhexyl) hydrogen phthalate

: 117-81-7
Di(2-ethylhexyl)phthalate

Conditions

Conditions	Yield
tetrabutoxytitanium for 100h; Mechanism; further catalysts; mechanism of catalysis of the esterification;
With Ce(4+)2HO4P(2-)4.9H2O In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 8h; Catalytic behavior; Reagent/catalyst; Green chemistry;

: 18908-66-2
2-ethylhexyl bromide

: 88-99-3
benzene-1,2-dicarboxylic acid

: 117-81-7
Di(2-ethylhexyl)phthalate

Conditions

Conditions	Yield
With potassium hydroxide; Aliquat 336 1.) 60 deg C, 0.1 Torr, 6 h, 2.) 85 deg C, 24 h; Yield given. Multistep reaction;

municipal solid waste: municipal solid waste

: 117-81-7
Di(2-ethylhexyl)phthalate

Conditions

Conditions	Yield
With air incineration; Formation of xenobiotics;

high-density polyethylene, carbon content: 85.3 wt percent, hydrogen content: 14.7 wt percent, net calorific value: 10273 kcal/kg: high-density polyethylene, carbon content: 85.3 wt percent, hydrogen content: 14.7 wt percent, net calorific value: 10273 kcal/kg

: 117-81-7
Di(2-ethylhexyl)phthalate

Conditions

Conditions	Yield
With air at 850℃; for 0.0277778h; Formation of xenobiotics;

: 50-32-8
benzopyrene

A: 85-44-9
phthalic anhydride

B: 629-62-9
pentadecane

C: 16746-02-4
2-(1-methylethyl)-1-pentene

D: 544-76-3
Hexadecane

E: 2-ethyl-3,4,4-trimethyl-pent-1-ene

F: 593-45-3
octadecane

G: 629-92-5
n-nonadecane

H: 629-94-7
heneicosane

I: 2,3,4,5-tetramethyl-2-hexene

J: 4,5-dimethyl-3-ethyl-1-hexene

K: 6,8-dimethyl-3-nonene

L: 3,4-dimethyl-2-propyl-1-pentene

M: 4-methyl-2-isopropyl-1-hexene

N: 4,5-dimethyl-2-ethyl-1-hexene

O: 3,4-dimethyl-2-ethyl-1-hexene

P: 3,5-dimethyl-2-isopropyl-1-hexene

Q: 9-methyl-3-decene

R: 59914-18-0
butanoic vinyl anhydride

S: 4-methyl-5-methanal-chrysene

T: 7-methyl-8-propanalpyrene

U: 2315-68-6
propyl benzoate

V: 117-81-7
Di(2-ethylhexyl)phthalate

W: 93-89-0
benzoic acid ethyl ester

X: 52763-11-8
2-isobutyl-3-methyl-pent-1-ene

Y: 20548-62-3
diisonoyl phthalate

Z: 3351-31-3
3-methylchrysene

Conditions

Conditions	Yield
With oxygen; ozone In water

...Expand

crushed scrap tires: crushed scrap tires

: 117-81-7
Di(2-ethylhexyl)phthalate

Conditions

Conditions	Yield
With synthetic air at 450℃; Formation of xenobiotics;
at 750℃; Formation of xenobiotics;

Raw Materials

4376-20-9

85-44-9

104-76-7

88-99-3

71-36-3

18908-66-2

Downstream Products

4376-20-9

7647-01-0

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Specification

Bis(2-ethylhexyl)phthalate,with the CAS registry number 117-81-7, it is also named as Diethylhexyl phthalate. The product's categories are Phthalates; Piperazine derivates; Analytical Chemistry; Environmental Endocrine Disruptors; Functional Materials; Phthalates (Environmental Endocrine Disruptors); Phthalates (Plasticizer); Plasticizer; BI - BZCosmetics; PhthalatesMethod Specific; Plasticizers (phthalates)Method Specific; 2000/60/EC; A-BAlphabetic; Allergens; Alpha Sort; B; European Community: ISO and DIN; Oeko-Tex Standard 100; Volatiles/ Semivolatiles, and the other registry numbers are 109630-52-6; 126639-29-0; 137718-37-7; 205180-59-2; 275818-89-8; 40120-69-2; 50885-87-5; 607374-50-5; 8033-53-2. Besides, it is colorless to pale yellow oily liquid, which should be stored in a cool, ventilated warehouse at 2-8 °C. In addition, its molecular formula is C₂₄H₃₈O₄ and molecular weight is 390.56.

The other characteristics of this product can be summarized as: (1)EINECS: 204-211-0; (2)ACD/LogP: 8.71; (3)# of Rule of 5 Violations: 1; (4)ACD/LogD (pH 5.5): 8.71; (5)ACD/LogD (pH 7.4): 8.71; (6)ACD/BCF (pH 5.5): 1000000; (7)ACD/BCF (pH 7.4): 1000000; (8)ACD/KOC (pH 5.5): 1301205.88; (9)ACD/KOC (pH 7.4): 1301205.88; (10)#H bond acceptors: 4; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 16; (13)Index of Refraction: 1.488; (14)Molar Refractivity: 114.57 cm³; (15)Molar Volume: 397 cm³; (16)Surface Tension: 35.4 dyne/cm; (17)Density: 0.983 g/cm³; (18)Flash Point: 204.5 °C; (19)Melting point: -50 °C; (20)Water Solubility: 0.27 mg/L at 25 °C; (21)Enthalpy of Vaporization: 63.37 kJ/mol; (22)Boiling Point: 384.9 °C at 760 mmHg; (23)Vapour Pressure: 3.95E-06 mmHg at 25 °C.

Preparation of Bis(2-ethylhexyl)phthalate: this chemical can be prepared by the reaction of Phthalic anhydride with 2-Ethylhexanol.
C₆H₄(CO)₂O + 2 C₈H₁₇OH → C₆H₄(CO₂C₈H₁₇)₂ + H₂O

Uses of Bis(2-ethylhexyl)phthalate: this chemical is used in manufacturing of articles made of PVC as a plasticizer widely. It is also used as a solvent in lightsticks. Furthermore, it can be used as a hydraulic fluid and as a dielectric fluid in capacitors.

When you are using this chemical, please be cautious about it as the following: it is highly flammable, so please keep away from sources of ignition. It may impair fertility. It is also toxic by inhalation, in contact with skin and if swallowed. And it is danger of very serious irreversible effects. Moreover, it may cause harm to the unborn child. You should wear suitable protective clothing and gloves. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible). Additionally, you should avoid exposure - obtain special instructions before use.

People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC;
(2)InChI: InChI=1S/C24H38O4/c1-5-9-13-19(7-3)17-27-23(25)21-15-11-12-16-22(21)24(26)28-18-20(8-4)14-10-6-2/h11-12,15-16,19-20H,5-10,13-14,17-18H2,1-4H3;
(3)InChIKey: BJQHLKABXJIVAM-UHFFFAOYSA-N;

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LD50	oral	26gm/kg (26000mg/kg)		IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. Vol. 29, Pg. 269, 1982.
guinea pig	LD50	skin	10gm/kg (10000mg/kg)		EHP, Environmental Health Perspectives. Vol. 4, Pg. 3, 1973.
guinea pig	LD50	unreported	40500mg/kg (40500mg/kg)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(7), Pg. 52, 1988.
man	TDLo	oral	143mg/kg (143mg/kg)	GASTROINTESTINAL: OTHER CHANGES	Journal of Industrial Hygiene and Toxicology. Vol. 27, Pg. 130, 1945.
mouse	LD50	intraperitoneal	14gm/kg (14000mg/kg)	VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION BEHAVIORAL: EXCITEMENT	Journal of Pharmaceutical Sciences. Vol. 55, Pg. 158, 1966.
mouse	LD50	intravenous	1060mg/kg (1060mg/kg)		National Technical Information Service. Vol. PB250-102,
mouse	LD50	oral	1500mg/kg (1500mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI GASTROINTESTINAL: NECROTIC GHANGES	Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 2, Pg. 59, 1961.
mouse	LD50	unreported	7gm/kg (7000mg/kg)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(7), Pg. 52, 1988.
mouse	LDLo	skin	4gm/kg (4000mg/kg)	SKIN AND APPENDAGES (SKIN): OTHER GLANDS: OTHER	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(6), Pg. 35, 1980.
rabbit	LD	intraperitoneal	> 31mL/kg (31mL/kg)		AMA Archives of Industrial Health. Vol. 13, Pg. 259, 1956.
rabbit	LD50	oral	34gm/kg (34000mg/kg)		EHP, Environmental Health Perspectives. Vol. 4, Pg. 3, 1973.
rabbit	LD50	skin	25gm/kg (25000mg/kg)		Journal of Industrial Hygiene and Toxicology. Vol. 27, Pg. 130, 1945.
rat	LD50	intraperitoneal	30700mg/kg (30700mg/kg)		Journal of Industrial Hygiene and Toxicology. Vol. 27, Pg. 130, 1945.
rat	LD50	intravenous	250mg/kg (250mg/kg)	LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Toxicology and Applied Pharmacology. Vol. 45, Pg. 230, 1978.
rat	LD50	oral	30gm/kg (30000mg/kg)		Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 2, Pg. 32, 1975.
rat	LD50	unreported	47gm/kg (47000mg/kg)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(7), Pg. 52, 1988.
rat	LDLo	intratracheal	30mg/kg (30mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI BLOOD: HEMORRHAGE	Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 2, Pg. 59, 1961.
rat	LDLo	skin	4gm/kg (4000mg/kg)	SKIN AND APPENDAGES (SKIN): OTHER GLANDS: OTHER	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(6), Pg. 35, 1980.

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Specification