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Bis(2-ethylhexyl)phthalate

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Name

Bis(2-ethylhexyl)phthalate

EINECS 204-211-0
CAS No. 117-81-7 Density 0.983 g/cm3
PSA 52.60000 LogP 6.43300
Solubility 0.27 mg/L at 25 °C in water Melting Point -50 °C
Formula C24H38O4 Boiling Point 384.9 °C at 760 mmHg
Molecular Weight 390.563 Flash Point 204.5 °C
Transport Information UN 1230 3/PG 2 Appearance colorless to pale yellow oily liquid
Safety 53-45-36/37-16 Risk Codes 60-61-39/23/24/25-23/24/25-11
Molecular Structure Molecular Structure of 117-81-7 (2-Ethylhexyl phthalate) Hazard Symbols ToxicT,FlammableF
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;

Article Data 33

Bis(2-ethylhexyl)phthalate Synthetic route

85-44-9

phthalic anhydride

104-76-7

2-Ethylhexyl alcohol

117-81-7

Di(2-ethylhexyl)phthalate

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
sulfuric acid Heating; Title compound not separated from byproducts;A 43%
B 15.1%
C 41.9%
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
ConditionsYield
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%
104-76-7

2-Ethylhexyl alcohol

4376-20-9

(2-ethylhexyl) hydrogen phthalate

117-81-7

Di(2-ethylhexyl)phthalate

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With oxygen; ozone In water
crushed scrap tires

crushed scrap tires

117-81-7

Di(2-ethylhexyl)phthalate

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

Bis(2-ethylhexyl)phthalate 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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