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117-81-7

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117-81-7 Usage

General Description

2-Ethylhexyl phthalate, often abbreviated as DEHP, is a chemical compound commonly used as an additive in plastics to make them more flexible. It's frequently found in products such as vinyl flooring, raincoats, shower curtains, food packaging, and medical devices. However, there is growing concern over its safety due to its potential to leach out of these products and into the environment or the human body. Studies have associated exposure to DEHP with a range of health issues, including reproductive problems, developmental delays in children, liver issues and increased possibility of certain cancers. As a result, its use has been restricted in several countries and industries.

Check Digit Verification of cas no

The CAS Registry Mumber 117-81-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 7 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 117-81:
(5*1)+(4*1)+(3*7)+(2*8)+(1*1)=47
47 % 10 = 7
So 117-81-7 is a valid CAS Registry Number.
InChI:InChI=1/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

117-81-7 Well-known Company Product Price

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  • Detail
  • Alfa Aesar

  • (A10415)  Bis(2-ethylhexyl) phthalate, 98+%   

  • 117-81-7

  • 500g

  • 227.0CNY

  • Detail
  • Alfa Aesar

  • (A10415)  Bis(2-ethylhexyl) phthalate, 98+%   

  • 117-81-7

  • 2500g

  • 437.0CNY

  • Detail
  • Alfa Aesar

  • (A10415)  Bis(2-ethylhexyl) phthalate, 98+%   

  • 117-81-7

  • 10000g

  • 1266.0CNY

  • Detail
  • Sigma-Aldrich

  • (36735)  Bis(2-ethylhexyl)phthalate  PESTANAL®, analytical standard

  • 117-81-7

  • 36735-1G

  • 329.94CNY

  • Detail
  • Supelco

  • (40064)  Bis(2-ethylhexyl)phthalatesolution  5000 μg/mL in methanol, analytical standard

  • 117-81-7

  • 000000000000040064

  • 533.52CNY

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  • Supelco

  • (47994)  Bis(2-ethylhexyl)phthalatesolution  certified reference material, 2000 μg/mL in methanol

  • 117-81-7

  • 000000000000047994

  • 389.61CNY

  • Detail
  • Sigma-Aldrich

  • (67261)  Bis(2-ethylhexyl)phthalate  certified reference material, TraceCERT®

  • 117-81-7

  • 67261-100MG

  • 1,054.17CNY

  • Detail
  • Sigma-Aldrich

  • (P2155001)  Plastic additive 01  European Pharmacopoeia (EP) Reference Standard

  • 117-81-7

  • P2155001

  • 1,880.19CNY

  • Detail
  • USP

  • (1545056)  Plastic additive 14  United States Pharmacopeia (USP) Reference Standard

  • 117-81-7

  • 1545056-100MG

  • 4,647.24CNY

  • Detail
  • Sigma-Aldrich

  • (80030)  Bis(2-ethylhexyl)phthalate  Selectophore

  • 117-81-7

  • 80030-1ML

  • 410.67CNY

  • Detail
  • Sigma-Aldrich

  • (80030)  Bis(2-ethylhexyl)phthalate  Selectophore

  • 117-81-7

  • 80030-5ML

  • 1,127.88CNY

  • Detail
  • Sigma-Aldrich

  • (80030)  Bis(2-ethylhexyl)phthalate  Selectophore

  • 117-81-7

  • 80030-25ML

  • 4,477.59CNY

  • Detail

117-81-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Bis(2-ethylhexyl) phthalate

1.2 Other means of identification

Product number -
Other names 1,2-Benzenedicarboxylic acid, bis(2-ethylhexyl) ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Phthalates
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:117-81-7 SDS

117-81-7Synthetic route

phthalic anhydride
85-44-9

phthalic anhydride

2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

Di(2-ethylhexyl)phthalate
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%
2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

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

benzene-1,2-dicarboxylic acid

Di(2-ethylhexyl)phthalate
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;
phthalic anhydride
85-44-9

phthalic anhydride

2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

butan-1-ol
71-36-3

butan-1-ol

A

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

Di(2-ethylhexyl)phthalate

B

Phthalic acid dibutyl ester
84-74-2

Phthalic acid dibutyl ester

C

1,2-benzenedicarboxylic acid 1-butyl 2-ethylhexyl ester
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%
phthalic anhydride
85-44-9

phthalic anhydride

2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

A

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

Di(2-ethylhexyl)phthalate

B

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

(2-ethylhexyl) hydrogen phthalate

C

1,2-benzenedicarboxylic acid 1-butyl 2-ethylhexyl ester
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%
2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

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

(2-ethylhexyl) hydrogen phthalate

Di(2-ethylhexyl)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;
2-ethylhexyl bromide
18908-66-2

2-ethylhexyl bromide

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

benzene-1,2-dicarboxylic acid

Di(2-ethylhexyl)phthalate
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

Di(2-ethylhexyl)phthalate
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

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

Di(2-ethylhexyl)phthalate

Conditions
ConditionsYield
With air at 850℃; for 0.0277778h; Formation of xenobiotics;
benzopyrene
50-32-8

benzopyrene

A

phthalic anhydride
85-44-9

phthalic anhydride

B

pentadecane
629-62-9

pentadecane

C

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

2-(1-methylethyl)-1-pentene

D

Hexadecane
544-76-3

Hexadecane

E

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

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

F

octadecane
593-45-3

octadecane

G

n-nonadecane
629-92-5

n-nonadecane

H

heneicosane
629-94-7

heneicosane

I

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

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

J

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

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

K

6,8-dimethyl-3-nonene

6,8-dimethyl-3-nonene

L

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

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

M

4-methyl-2-isopropyl-1-hexene

4-methyl-2-isopropyl-1-hexene

N

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

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

O

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

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

P

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

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

Q

9-methyl-3-decene

9-methyl-3-decene

R

butanoic vinyl anhydride
59914-18-0

butanoic vinyl anhydride

S

4-methyl-5-methanal-chrysene

4-methyl-5-methanal-chrysene

T

7-methyl-8-propanalpyrene

7-methyl-8-propanalpyrene

U

propyl benzoate
2315-68-6

propyl benzoate

V

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

Di(2-ethylhexyl)phthalate

W

benzoic acid ethyl ester
93-89-0

benzoic acid ethyl ester

X

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

2-isobutyl-3-methyl-pent-1-ene

Y

diisonoyl phthalate
20548-62-3

diisonoyl phthalate

Z

3-methylchrysene
3351-31-3

3-methylchrysene

Conditions
ConditionsYield
With oxygen; ozone In water
crushed scrap tires

crushed scrap tires

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

Di(2-ethylhexyl)phthalate

Conditions
ConditionsYield
With synthetic air at 450℃; Formation of xenobiotics;
at 750℃; Formation of xenobiotics;
phthalic anhydride
85-44-9

phthalic anhydride

2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

A

(isobutyl)(2-ethylhexyl) phthalate

(isobutyl)(2-ethylhexyl) phthalate

B

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

Di(2-ethylhexyl)phthalate

C

1,2-benzenedicarboxylic acid bis(2-methylpropyl) ester
84-69-5

1,2-benzenedicarboxylic acid bis(2-methylpropyl) ester

Conditions
ConditionsYield
Stage #1: phthalic anhydride; 2-methyl-propan-1-ol at 130℃; for 1h;
Stage #2: 2-Ethylhexyl alcohol; 2-methyl-propan-1-ol; tin oxide at 220℃; under 150.015 Torr; for 7h; Product distribution / selectivity; Dean-Stark trap;
2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

o-xylene
95-47-6

o-xylene

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

Di(2-ethylhexyl)phthalate

Conditions
ConditionsYield
Stage #1: o-xylene With oxygen; zirconium(IV) acetate at 200℃; under 15001.5 Torr; for 0.5h;
Stage #2: 2-Ethylhexyl alcohol With toluene-4-sulfonic acid at 150℃; for 2h;
Di(2-ethylhexyl)phthalate
117-81-7

Di(2-ethylhexyl)phthalate

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

(2-ethylhexyl) hydrogen phthalate

Conditions
ConditionsYield
With Tris-HCl buffer; mouse hepatic microsomal esterase ES46.5K In acetone at 37℃; pH=8.0; Enzyme kinetics; Further Variations:; Reagents; Hydrolysis;
Microbiological reaction;
4-chloro-hex-2t-ene
68318-01-4

4-chloro-hex-2t-ene

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

Di(2-ethylhexyl)phthalate

hydrogenchloride
7647-01-0

hydrogenchloride

Conditions
ConditionsYield
at 110 - 140℃;
Di(2-ethylhexyl)phthalate
117-81-7

Di(2-ethylhexyl)phthalate

Bis(2-ethylhexyl) cyclohexane-1,2-dicarboxylate
84-71-9

Bis(2-ethylhexyl) cyclohexane-1,2-dicarboxylate

Conditions
ConditionsYield
With hydrogen In hexane at 159.84℃; under 30003 Torr;
With hydrogen In neat (no solvent) at 80℃; under 51683.5 Torr; for 1h; Temperature; Pressure;
With ruthenium-carbon composite; hydrogen In ethanol at 119.84℃; under 30003 Torr; for 10h; Reagent/catalyst; Temperature; Autoclave;99 %Chromat.
Di(2-ethylhexyl)phthalate
117-81-7

Di(2-ethylhexyl)phthalate

diisooctyl phthalate

diisooctyl phthalate

C24H44O4

C24H44O4

Conditions
ConditionsYield
With hydrogen at 200℃; under 760.051 Torr; Reagent/catalyst; Pressure; Solvent;
ytterbium citrate

ytterbium citrate

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

Di(2-ethylhexyl)phthalate

C6H5O7(3-)*Yb(3+)*3C24H38O4

C6H5O7(3-)*Yb(3+)*3C24H38O4

Conditions
ConditionsYield
In tetrahydrofuran Reflux;
Di(2-ethylhexyl)phthalate
117-81-7

Di(2-ethylhexyl)phthalate

C26H41NO6

C26H41NO6

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: nitric acid; sulfuric acid / 5 h / 60 °C / Cooling with ice
2: ammonium chloride; iron / ethanol / 5 h / 50 °C
3: potassium carbonate; potassium iodide / ethanol / 60 °C
View Scheme
Di(2-ethylhexyl)phthalate
117-81-7

Di(2-ethylhexyl)phthalate

C24H37NO6

C24H37NO6

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 60℃; for 5h; Cooling with ice;
With sulfuric acid; nitric acid at 20 - 60℃; for 5h; Cooling with ice;
Di(2-ethylhexyl)phthalate
117-81-7

Di(2-ethylhexyl)phthalate

C24H39NO4

C24H39NO4

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: nitric acid; sulfuric acid / 5 h / 60 °C / Cooling with ice
2: ammonium chloride; iron / ethanol / 5 h / 50 °C
View Scheme
Multi-step reaction with 2 steps
1: nitric acid; sulfuric acid / 5 h / 20 - 60 °C / Cooling with ice
2: ammonium chloride; iron / ethanol / 5 h / 50 °C
View Scheme
Di(2-ethylhexyl)phthalate
117-81-7

Di(2-ethylhexyl)phthalate

C28H43NO7

C28H43NO7

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: nitric acid; sulfuric acid / 5 h / 20 - 60 °C / Cooling with ice
2: ammonium chloride; iron / ethanol / 5 h / 50 °C
3: pyridine / 40 °C
View Scheme
Di(2-ethylhexyl)phthalate
117-81-7

Di(2-ethylhexyl)phthalate

A

Bis(2-ethylhexyl) cyclohexane-1,2-dicarboxylate
84-71-9

Bis(2-ethylhexyl) cyclohexane-1,2-dicarboxylate

B

di(2-ethylhexyl) tetrahydrophthalate

di(2-ethylhexyl) tetrahydrophthalate

Conditions
ConditionsYield
With ruthenium-carbon composite; hydrogen In ethanol at 119.84℃; under 30003 Torr; for 6h; Autoclave;A 79 %Chromat.
B n/a
Di(2-ethylhexyl)phthalate
117-81-7

Di(2-ethylhexyl)phthalate

di(2-ethylhexyl) tetrahydrophthalate

di(2-ethylhexyl) tetrahydrophthalate

Conditions
ConditionsYield
With ruthenium-carbon composite; hydrogen In ethanol at 119.84℃; under 30003 Torr; for 1h; Autoclave;

117-81-7Relevant articles and documents

ESTERFICATION OF PHTHALIC ANHYDRIDE BY ALCOHOLS IN THE PRESENCE OF TITANIUM BIS(β-DIKETONATES)

Khrustaleva, E. A.,Yatluk, Yu. G.,Suvorov, A. L.

, p. 1133 - 1136 (1989)

-

Municipal solid waste incineration bottom ash: Characterization and kinetic studies of organic matter

Dugenest,Combrisson,Casabianca,Grenier-Loustalot

, p. 1110 - 1115 (1999)

Bottom ash is the main solid residue (in weight) which is produced by municipal solid waste incineration (MSWI) facilities. To be reused in public works, it has to be stored previously a few months. This material is composed primarily of a mineral matrix but also contains unburnt organic matter. The mineral content and its change in the course of aging are relatively well- known, in contrast with the organic content. So in order to detect the phenomena responsible for changes in organic matter and their effects during aging, the concentrations of the main organic compounds previously characterized, the number of microorganisms, and the release of carbon dioxide were followed kinetically (over 13 months) in model laboratory conditions (mass, particle size, humidity, temperature, aerobiosis). The results showed that the aging process led to the natural biodegradation of the organic matter available in bottom ash, composed essentially of carboxylic acids and n-alkanes (steroids and PAH's to a lesser extent), and consequently that it would improve the bottom ash quality. Furthermore these results were confirmed by the study of aging Conducted in conditions used in the industrial scale (over 12 months).

Catalytic upcycling of PVC waste-derived phthalate esters into safe, hydrogenated plasticizers

Bals, Sara,De Vos, Dirk E.,Diefenhardt, Thomas,Jain, Noopur,Marquez, Carlos,Schlummer, Martin,Windels, Simon

supporting information, p. 754 - 766 (2022/02/02)

Recycling of end-of-life polyvinyl chloride (PVC) calls for solutions to deal with the vast amounts of harmful phthalate plasticizers that have historically been incorporated in PVC. Here, we report on the upcycling of such waste-extracted phthalate esters into analogues of the much safer diisononyl 1,2-cyclohexanedicarboxylate plasticizer (DINCH), via a catalytic one-pot (trans)esterification-hydrogenation process. For most of the virgin phthalates, Ru/Al2O3 is a highly effective hydrogenation catalyst, yielding >99% ring-hydrogenated products under mild reaction conditions (0.1 mol% Ru, 80 °C, 50 bar H2). However, applying this reaction to PVC-extracted phthalates proved problematic, (1) as benzyl phthalates are hydrogenolyzed to benzoic acids that inhibit the Ru-catalyst, and (2) because impurities in the plasticizer extract (PVC, sulfur) further retard the hydrogenation. These complications were solved by coupling the hydrogenation to an in situ (trans)esterification with a higher alcohol, and by pretreating the extract with an activated carbon adsorbent. In this way, a real phthalate extract obtained from post-consumer PVC waste was eventually completely (>99%) hydrogenated to phthalate-free, cycloaliphatic plasticizers. This journal is

Diacidic ionic liquid supported on magnetic-silica nanocomposite: a novel, stable, and reusable catalyst for selective diester production

Fareghi-Alamdari, Reza,Nadiri Niri, Mehri,Hazarkhani, Hassan,Zekri, Negar

, p. 2615 - 2629 (2018/09/13)

Abstract: Supported diacidic ionic liquid on magnetic silica nanoparticles (SDAIL@magnetic nanoSiO2) was successfully prepared through a multi-step approach. 2,2- bis ((3- methylimidazolidin-1-yl) methyl) propane- 1,3- diol bromide salt was immobilized onto the surface of magnetic silica nanoparticles via covalent bonding to prepare a novel powerful acidic catalyst. The synthesized catalyst was characterized by FT-IR, SEM, TGA, VSM, N2 adsorption–desorption measurements and acid-base titration. The catalytic activity of the prepared SDAIL@magnetic nanoSiO2 was investigated for the selective diesterification of alcohols by phthalic anhydride to afford corresponding dialkyl plasticizers under solvent-free conditions. The nature of two acidic counter anions as well as the presence of Lewis acidic species (Fe3O4) on the magnetic nanosilica and high surface area of the nanosilica influenced the behavior of the catalyst. Surperisingly, the high acidic character of the catalyst facilitates the reaction with a short reaction time. Furthermore, TG analysis strongly demonstrates that major content of IL is still stable on the support up to 290?°C, so catalyst has a good thermal stability. Under the optimized conditions, the conversion of phthalic anhydride was 100% and diester plasticizers were obtained with excellent yields (80–100%). The SDAIL@magnetic nanoSiO2 catalyst showed a good reusability and could be easily separated from the reaction mixture using an external magnet thanks to its superparamagnetic behavior and reused for several runs without significant activity loss. An important advantage of the SDAIL@magnetic nanoSiO2 was its high-hydrophilicity resulted in excellent selectivity towards the formation of only diesters which are commonly used plasticizers in different industries. Graphical abstract [Figure not available: see fulltext.].

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