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Diisobutyl phthalate is a colorless, oily liquid with a slight ester odor. It is denser than water and insoluble in water. It is a phthalate ester that is the diester obtained by the formal condensation of the carboxy groups of phthalic acid with two molecules of isobutanol. It is used as a substitute for dibutyl phthalate and has low toxicity. However, it has been found to have genotoxic effects and studies have shown an increase in its monoester metabolite in human urine over the years.

84-69-5

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84-69-5 Usage

Uses

Used in Plastic Industry:
Diisobutyl phthalate is used as a plasticizer in the plastic industry to increase the flexibility and workability of plastics. It is used as a substitute for dibutyl phthalate due to its similar properties.
Used in Cosmetics Industry:
Diisobutyl phthalate is used as a solvent and fixative in cosmetics, such as perfumes and fragrances, to help dissolve and stabilize the active ingredients and extend their shelf life.
Used in Medical Devices:
Diisobutyl phthalate is used in the production of some medical devices, such as blood bags and tubing, to make the plastic more flexible and durable.
Used in Consumer Products:
Diisobutyl phthalate is used in the production of various consumer products, such as toys, vinyl flooring, and automotive interiors, to enhance their flexibility and durability.

Production Methods

Diisobutyl phthalate is manufactured by esterifying phthalic anhydride and isobutanol in the presence of sulfuric acid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Diisobutyl phthalate reacts with acids to liberate heat along with isobutyl alcohol and phthalic acid. May react sufficiently exothermically with strong oxidizing acids to ignite the reaction products. Heat is also generated by interaction with caustic solutions. Flammable hydrogen is generated by mixing with alkali metals and hydrides. Can generate electrostatic charges in handling [Handling Chemicals Safely, 1980. p. 250].

Health Hazard

Vapors from very hot material may irritate eyes and produce headache, drowsiness, and convulsions.

Fire Hazard

Diisobutyl phthalate is combustible.

Safety Profile

Moderately toxic by intraperitoneal route. Mdly toxic by ingestion and skin contact. Experimental teratogenic and reproductive effects. Combustible when exposed to heat or flame. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and fumes.

Check Digit Verification of cas no

The CAS Registry Mumber 84-69-5 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 4 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 84-69:
(4*8)+(3*4)+(2*6)+(1*9)=65
65 % 10 = 5
So 84-69-5 is a valid CAS Registry Number.
InChI:InChI=1/C16H22O4/c1-9(2)7-11-5-6-12(15(17)18)14(16(19)20)13(11)8-10(3)4/h5-6,9-10H,7-8H2,1-4H3,(H,17,18)(H,19,20)/p-2

84-69-5 Well-known Company Product Price

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  • Alfa Aesar

  • (A17059)  Diisobutyl phthalate, 99%   

  • 84-69-5

  • 100g

  • 364.0CNY

  • Detail
  • Alfa Aesar

  • (A17059)  Diisobutyl phthalate, 99%   

  • 84-69-5

  • 500g

  • 1443.0CNY

  • Detail
  • Alfa Aesar

  • (A17059)  Diisobutyl phthalate, 99%   

  • 84-69-5

  • 2500g

  • 6131.0CNY

  • Detail
  • Sigma-Aldrich

  • (43540)  Diisobutylphthalate  certified reference material, TraceCERT®

  • 84-69-5

  • 43540-100MG

  • 903.24CNY

  • Detail
  • Aldrich

  • (152641)  Diisobutylphthalate  99%

  • 84-69-5

  • 152641-100ML

  • 339.30CNY

  • Detail
  • Aldrich

  • (152641)  Diisobutylphthalate  99%

  • 84-69-5

  • 152641-1L

  • 1,030.77CNY

  • Detail
  • Aldrich

  • (152641)  Diisobutylphthalate  99%

  • 84-69-5

  • 152641-18L

  • 4,442.49CNY

  • Detail

84-69-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Diisobutyl phthalate

1.2 Other means of identification

Product number -
Other names Phthaloyl dichloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Solvents (which become part of product formulation or mixture)
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:84-69-5 SDS

84-69-5Synthetic route

phthalic anhydride
85-44-9

phthalic anhydride

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

2-methyl-propan-1-ol

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 120 - 150℃; for 4h;
Stage #2: With calcium oxide at 20℃; for 1h; Reagent/catalyst;
99.5%
With sulfonated graphene In toluene at 112℃; for 4h;95%
With toluene at 130℃; Erhitzen des vom Toluol befreiten Reaktionsgemisches bis auf 190grad;
With sulfuric acid; toluene
With sulfuric acid at 135 - 140℃; for 8h; Large scale;
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

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

benzene-1,2-dicarboxylic acid

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

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

Conditions
ConditionsYield
With triflic acid on silica-encapsulated superparamagnetic iron oxide nanoparticles In neat (no solvent) at 90℃; for 1.5h; Catalytic behavior; Time; Reagent/catalyst; Flow reactor; Green chemistry;75%
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

Diethyl phthalate
84-66-2

Diethyl phthalate

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

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

Conditions
ConditionsYield
With sodium
C16H22O4(1-)

C16H22O4(1-)

A

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

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

B

CO2 anion radical

CO2 anion radical

Conditions
ConditionsYield
With carbon dioxide; tetrabutylammonium perchlorate In N,N-dimethyl-formamide at 25℃; Rate constant; electrochemical reduction;
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;
phthalic anhydride
85-44-9

phthalic anhydride

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

2-methyl-propan-1-ol

A

(isobutyl)(3,5,5-trimethylhexyl) phthalate

(isobutyl)(3,5,5-trimethylhexyl) phthalate

B

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

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

C

Di-isononyl phthalate
14103-61-8

Di-isononyl phthalate

Conditions
ConditionsYield
Stage #1: phthalic anhydride; 2-methyl-propan-1-ol at 130℃; for 1h;
Stage #2: isononanol; 2-methyl-propan-1-ol; tin oxide at 220℃; under 150.015 Torr; for 7h; Product distribution / selectivity; Dean-Stark trap;
methyl 4-hydroxylbenzoate
99-76-3

methyl 4-hydroxylbenzoate

A

terephthalic acid
100-21-0

terephthalic acid

B

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

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

C

phenol
108-95-2

phenol

D

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With Ag nanoparticles (NPs) loaded AgBr mesoporous tungsten(VI) oxide composite In water at 20℃; Kinetics; Reagent/catalyst; UV-irradiation;
dichloromethane
75-09-2

dichloromethane

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

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

titanium tetrachloride
7550-45-0

titanium tetrachloride

tetrachloro(di-iso-butyl o-phthalate)titanium(IV) dichloromethane
130928-30-2

tetrachloro(di-iso-butyl o-phthalate)titanium(IV) dichloromethane

Conditions
ConditionsYield
In hexane (N2); dropwise addn. of di-iso-butyl o-phthalate in n-hexane to TiCl4; stirring; filtn. after 1 h; washed with n-hexane; IR; (1)H NMR;95%
1,2-benzenedicarboxylic acid bis(2-methylpropyl) ester
84-69-5

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

phtalic acid mono-iso-butyl ester
30833-53-5

phtalic acid mono-iso-butyl ester

Conditions
ConditionsYield
With potassium hydroxide In water; dimethyl sulfoxide at 0℃; for 10h; Solvent;77%
With water; potassium hydroxide In dimethyl sulfoxide at 0℃; for 10h; Solvent;77%
With Tris-HCl buffer; mouse hepatic microsomal esterase ES46.5K In acetone at 37℃; pH=8.0; Enzyme kinetics; Further Variations:; Reagents; Hydrolysis;
MgCl2. EtOH adduct

MgCl2. EtOH adduct

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

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

titanium tetrachloride
7550-45-0

titanium tetrachloride

Reaxys ID: 11558954

Reaxys ID: 11558954

Conditions
ConditionsYield
at 120℃; for 1.66667h;
MgCl2. EtOH adduct containing water

MgCl2. EtOH adduct containing water

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

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

titanium tetrachloride
7550-45-0

titanium tetrachloride

Reaxys ID: 11558955

Reaxys ID: 11558955

Conditions
ConditionsYield
at 120℃; for 1.66667h;
ethanol
64-17-5

ethanol

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

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

water
7732-18-5

water

titanium tetrachloride
7550-45-0

titanium tetrachloride

magnesium chloride
7786-30-3

magnesium chloride

Reaxys ID: 11382067

Reaxys ID: 11382067

Conditions
ConditionsYield
Stage #1: ethanol; water; magnesium chloride at 108℃; for 3h;
Stage #2: 1,2-benzenedicarboxylic acid bis(2-methylpropyl) ester; titanium tetrachloride at 120℃; for 1.66667h;
phthalic anhydride
85-44-9

phthalic anhydride

2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

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

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

titanium tetrachloride
7550-45-0

titanium tetrachloride

magnesium chloride

magnesium chloride

solid catalyst component

solid catalyst component

Conditions
ConditionsYield
Stage #1: 2-Ethylhexyl alcohol; magnesium chloride In decane at 130℃; for 2h;
Stage #2: phthalic anhydride In decane at 130℃; for 1h;
Stage #3: 1,2-benzenedicarboxylic acid bis(2-methylpropyl) ester; titanium tetrachloride more than 3 stages;
1,2-benzenedicarboxylic acid bis(2-methylpropyl) ester
84-69-5

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

A

phtalic acid mono-iso-butyl ester
30833-53-5

phtalic acid mono-iso-butyl ester

B

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

benzene-1,2-dicarboxylic acid

Conditions
ConditionsYield
With recombinant Bacillus subtilis K91 carboxylesterase In methanol; aq. phosphate buffer at 45℃; for 2h; pH=7.5; Kinetics; Enzymatic reaction;
samarium citrate

samarium citrate

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

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

C6H5O7(3-)*Sm(3+)*2C16H22O4

C6H5O7(3-)*Sm(3+)*2C16H22O4

Conditions
ConditionsYield
In tetrahydrofuran Reflux;
1,2-benzenedicarboxylic acid bis(2-methylpropyl) ester
84-69-5

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

samarium lactate

samarium lactate

3C3H5O3(1-)*Sm(3+)*2C16H22O4

3C3H5O3(1-)*Sm(3+)*2C16H22O4

Conditions
ConditionsYield
In tetrahydrofuran Reflux;

84-69-5Relevant academic research and scientific papers

Method for catalyzing esterification reaction of low-carbon alcohol by using ionic liquid

-

Paragraph 0033-0040, (2021/07/24)

The invention discloses a method for catalyzing low-carbon alcohol esterification reaction by ionic liquid, which comprises the following steps: mixing dianhydride or diacid, fatty alcohol and ionic liquid, heating to 100-160 DEG C by microwave, and reacting for 0.5-2 hours to obtain diester; wherein the ionic liquid is [Ps2TMEDA] [HSO4] 2 and/or [Ps2BPy] [HSO4] 2, the molar ratio of the ionic liquid to the dianhydride or diacid is 0.005-0.04, and the molar ratio of the dianhydride or diacid to the fatty alcohol is 1-5. The method is simple in process, mild in condition, convenient to operate, environment-friendly, high in double esterification degree, high in ionic liquid activity and easy to separate.

Method for preparing diisobutyl phthalate

-

Paragraph 0052-0082, (2019/10/23)

The invention discloses a method for preparing diisobutyl phthalate. The method comprises the following steps: 1, preparing a magnetic nanoparticle-supported acidic ionic liquid used as a catalyst; and 2, preparing the diisobutyl phthalate: carrying out refluxing dehydration condensation on phthalic anhydride and isobutanol under the catalysis of the magnetic nanoparticle-supported acidic ionic liquid for 3-6 h to obtain a diisobutyl phthalate reaction solution, cooling the reaction solution to room temperature, filtering the cooled reaction solution, adsorbing the obtained filtrate I by a solid alkali, performing filtration to obtain a filtrate II and a filter cake respectively, and carrying out reduced pressure dealcoholysis on the filtrate II to obtain the diisobutyl phthalate. The magnetic nanoparticle-supported acidic ionic liquid is used as the catalyst to achieve catalytic synthesis of the diisobutyl phthalate, so the method has the characteristics of high catalysis efficiency,easiness in recovery and reuse of the catalyst, simple process and less waste water discharge.

Method for Visible Light-Induced Photocatalytic Degradation of Methylparaben in Water Using Nanostructured Ag/AgBr@m-WO3

Suliman, Mohammed A.,Gondal, Mohammed A.,Dastageer, Mohamed A.,Chuah, Gaik-Khuan,Basheer, Chanbasha

, p. 1485 - 1494 (2019/07/18)

An efficient method of photocatalytic degradation of methylparaben in water using Ag nanoparticles (NPs) loaded AgBr-mesoporous-WO3 composite photocatalyst (Ag/AgBr@m-WO3), under visible light is presented. In this process, quantific

Micro-flow nanocatalysis: synergic effect of TfOH@SPIONs and micro-flow technology as an efficient and robust catalytic system for the synthesis of plasticizers

Tashi, Maryam,Shafiee, Behnaz,Sakamaki, Yoshie,Hu, Ji-Yun,Heidrick, Zachary,Khosropour, Ahmad R.,Beyzavi, M. Hassan

, p. 37835 - 37840 (2018/11/26)

The combination of continuous flow technology with immobilizing of only 0.13?mol% of triflic acid (TfOH) on silica-encapsulated superparamagnetic iron oxide nanoparticles (SPIONs) under solvent-free conditions successfully provided a powerful, efficient, and eco-friendly route for the synthesis of plasticizers. The turnover frequency value in micro-flow conditions varied in the range of 948.7 to 7384.6 h?1 compared to 403.8 to 3099 h?1 for in-flask. This technique works efficiently, encouraging future applications of micro-flow nano-catalysis in green chemistry.

Preparation method of diisobutyl phthalate

-

Paragraph 0016; 0017; 0018, (2016/12/01)

The invention discloses a preparation method of diisobutyl phthalate. The method comprises the following steps: 1, early stage preparation; 2, esterification reaction; 3, neutralization reaction; 4, dealcoholysis and decolorizing reaction; and 5, press filtration and packaging. In the above technical scheme, phthalic anhydride and isobutanol undergo a reaction with concentrated sulfuric acid as a catalyst to synthesize the diisobutyl phthalate plasticizer. The method has the advantages of simple and controllable process, high reaction efficiency, no byproducts, high output, good economic benefit, short reaction cycle, mild reaction conditions, good industrial application values, satisfactory recycling of wastewater and waste residues, and raw material saving.

Sulfonated graphene as highly efficient and reusable acid carbocatalyst for the synthesis of ester plasticizers

Garg, Bhaskar,Bisht, Tanuja,Ling, Yong-Chien

, p. 57297 - 57307 (2015/02/02)

Plasticizers are well known for their effectiveness in producing flexible plastics. The automotive, plastic and pharmaceutical industries, essential to a healthy economy, rely heavily on plasticizers to produce everything from construction materials to medical devices, cosmetics, children toys, food wraps, adhesives, paints, and 'wonder drugs'. Although H2SO4 is commonly used as commodity catalyst for plasticizer synthesis it is energy-inefficient, non-recyclable, and requires tedious separation from the homogeneous reaction mixture resulting in abundant non-recyclable acid waste. In this study, for the first time, we report an efficient synthesis of ester plasticizers (>90% yields) using sulfonated graphene (GSO3H) as an energy-efficient, water tolerant, reusable and highly active solid acid carbocatalyst. The hydrothermal sulfonation of reduced graphene oxide with fuming H2SO4 at 120°C for 3 days afforded GSO3H with remarkable acid activity as demonstrated by 31P magic-angle spinning (MAS) NMR spectroscopy. The superior catalytic performance of GSO3H over traditional homogeneous acids, Amberlyst-15, and acidic ionic liquids has been attributed to the presence of highly acidic and stable sulfonic acid groups within the two dimensional graphene domain, which synergistically work for high mass transfer in the reaction. Furthermore, the preliminary experimental results indicate that GSO3H is quite effective as a catalyst in the esterification of oleic and salicylic acid and thus may pave the way for its broad industrial applications in the near future.

Dicarboxylic diester, process for producing the same, and refrigerating machine lubricating oil comprising the ester

-

Page/Page column 43-44, (2010/02/10)

A diester represented by the formula wherein A represents a cyclohexane ring, cyclohexene ring or benzene ring, X is H or methyl group, RX and RY are the same or different and each is C3-C18 branched-chain alkyl group, C1-C18 straight-chain alkyl group, C2-C18 straight-chain alkenyl or C3-C18 cycloalkyl, provided that when A is a benzene ring, RX and RY are different from each other and —COORX and —COORY are attached to two adjacent carbon atoms of the benzene ring, and having the following properties: 1) a total acid number of 0.05 mgKOH/g or less, 2) a sulfated ash content of 10 ppm or less, 3) a sulfur content of 20 ppm or less, 4) a phosphorus content of 20 ppm or less, 5) a peroxide value of 1.0 meq/kg or less, 6) a carbonyl value of 10 or less; 7) a volume resistivity of 1×1011 Ω·cm or more, 8) a hydroxyl value of 3 mgKOH/g or less, and 9) a water content of 100 ppm or less, a process for preparing the same and a refrigerator lubricating oil comprising the diester.

Process for producing carboxylic acid esters and catalysts therefor

-

, (2008/06/13)

A process for producing carboxylic acid esters by the following steps: a) preparation of a reaction mixture containing an alcohol and a carboxylic acid and/or a carboxylic anhydride and/or a carboxylic acid ester and or a partially esterified carboxylic acid, b) heating of this mixture to the suitable reaction temperature in the presence of a solid polysiloxane insoluble in the reaction medium and having sulphonic acid groups with intensive thorough mixing accompanied by continuous separation of the reaction water which forms, wherein the polysiloxane used as the catalyst in modified by treatment with a soluble aluminum, titanium or zirconium compound, and the spherical particles thereof have a diameter of 0.01 to 3 mm, a specific surface of 0.1 to 1200 m2 /g, a specific pore volume of 0.01 to 6.0 ml/g and a bulk density of 50 to 1000 g/l.

Homogeneous electron transfer catalysis of the electrochemical reduction of carbon dioxide. Do aromatic anion radicals react in an outer-sphere manner?

Gennaro, Armando,Isse, Abdirisak A.,Savéant, Jean-Michel,Severin, Maria-Gabriella,Vianello, Elio

, p. 7190 - 7196 (2007/10/03)

Electrochemically generated anion radicals of aromatic nitriles and esters possess the remarkable property to reduce carbon dioxide to oxalate with negligible formation of carboxylated products. They may thus serve as selective homogeneous catalysts for the reduction of CO2 in an aprotic medium. The catalytic enhancement of the cyclic voltammetric peaks of these catalysts is used to determine the rate constant of the electron transfer from these aromatic anion radicals to CO2 as a function of the catalyst standard potential. Substituted benzoic esters allowed a particularly detailed investigation of the resulting activation-driving force relationship. Using 14 different catalysts in this series made it possible to finely scan a range of reaction standard free energies of 0.4 eV. Detailed analysis of the resulting data leads to the conclusion that the reaction is not a simple outer-sphere electron transfer. It rather consists in a nucleophilic addition of the anion radical on CO2, forming an oxygen (or nitrogen for the nitriles) - carbon bond, which successively breaks homolytically, generating the parent ester (or nitrile) and the anion radical of CO2, which eventually dimerizes to oxalate.

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