84-74-2

Basic information

• Product Name: Dibutyl phthalate
• Synonyms: ai-3-00283;benzene-1,2-dicarboxylicaciddibutylester;Benzene-o-dicarboxylic acid, di-n-butyl ester;benzene-o-dicarboxylicaciddi-n-butylester;Bufa;caswellno292;Celluflex DPB;celluflexdpb
• CAS NO: 84-74-2
• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34
• EINECS: 201-557-4
• Product Categories: Phthalates;Piperazine derivates;Analytical Chemistry;Environmental Endocrine Disruptors;Functional Materials;Phthalates (Environmental Endocrine Disruptors);Phthalates (Plasticizer);Plasticizer;Aromatics;Isotope Labeled Compounds;Miscellaneous Reagents;DIA - DICCosmetics;Plasticizers (phthalates);Allergens;Alpha Sort;D;DAlphabetic;Oeko-Tex Standard 100;PhthalatesMethod Specific;Volatiles/ Semivolatiles;Isotope Labelled Compounds;Metabolites & Impurities;Aloe Vera;Building Blocks;C12 to C63;Carbonyl Compounds;Chemical Synthesis;Esters;Nutrition Research;Organic Building Blocks;Phytochemicals by Plant (Food/Spice/Herb);Aromatics, Metabolites & Impurities;solvent;DBP, paint;DBP, PAINTS;plasticizer, DBP
• Mol File: 84-74-2.mol

Chemical Properties

• Melting Point: -35 °C
• Boiling Point: 340 °C(lit.)
• Flash Point: 340 °F
• Appearance: APHA: ≤10/Liquid
• Density: 1.043 g/mL at 25 °C(lit.)
• Vapor Density: 9.6 (vs air)
• Vapor Pressure: 1 mm Hg ( 147 °C)
• Refractive Index: n20/D 1.492(lit.)
• Storage Temp.: 2-8°C
• Solubility: Very soluble in alcohol, ether, acetone, benzene
• Relative Polarity: 0.272
• Explosive Limit: 0.47%, 236°F
• Water Solubility: Slightly soluble. 0.0013 g/100 mL
• Merck: 14,3035
• BRN: 1914064
• CAS DataBase Reference: Dibutyl phthalate(CAS DataBase Reference)
• NIST Chemistry Reference: Dibutyl phthalate(84-74-2)
• EPA Substance Registry System: Dibutyl phthalate(84-74-2)

Safety Data

• Hazard Codes: T,N,F
• Statements: 61-50-62-39/23/24/25-23/24/25-11
• Safety Statements: 53-45-61-36/37-16
• RIDADR: UN 3082 9/PG 3
• WGK Germany: 2
• RTECS: TI0875000
• TSCA: Yes
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 84-74-2(Hazardous Substances Data)

Usage

Chemical Properties

Dibutyl phthalate occurs as an odorless, oily, colorless, or very slightly yellow-colored, viscous liquid.

Physical properties

Colorless to pale yellow, oily, viscous liquid with a mild, aromatic odor

Uses

Different sources of media describe the Uses of 84-74-2 differently. You can refer to the following data:
1. Dibutyl phthalate is used in plasticizers, cosmetics, safety glass, insecticides, printing inks, paper coatings, adhesives, elastomers and explosives; solvent in polysulfide dental impression materials; solvent for perfume oils; perfume fixative; textile lubricating agent; solid rocket propellent; emollient in aerosol antiperspirants; insect repeller; plasticizer in various plastic materials.
2. Di-n-butyl phthalate has been used as an insect repellant.
3. Plasticizer; solvent for oil-soluble dyes, insecticides and other organics; antifoam agent; textile fiber lubricant; manometer fluid; fragrance fixative; insect repellent.

Definition

ChEBI: A phthalate ester that is the diester obtained by the formal condensation of the carboxy groups of phthalic acid with two molecules of butan-1-ol.

Production Methods

Dibutyl phthalate is produced from n-butanol and phthalic anhydride in an ester formation reaction.

General Description

Dibutyl phthalate is a colorless oily liquid. Dibutyl phthalate is insoluble in water. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment. Since Dibutyl phthalate is a liquid Dibutyl phthalate can easily penetrate the soil and contaminate groundwater and nearby streams. Dibutyl phthalate is combustible though Dibutyl phthalate may take some effort to ignite. Dibutyl phthalate is used in paints and plastics and as a reaction media for chemical reactions.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Dibutyl phthalate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Avoid contact with strong oxidizing agents and strong bases. Will not polymerize. [USCG, 1999]. Can generate electrostatic charges. [Handling Chemicals Safely 1980. p. 250].

Health Hazard

The toxicity of Dibutyl phthalate is very low. Inhumans, oral intake of dibutyl phthalate at adose level of 150 mg/kg may cause nausea,vomiting, dizziness, hallucination, distortedvision, lacrimation, and conjunctivitis withprompt recovery. It metabolizes to monobutylester and phthalic acid and is excreted in urine.The inhalation toxicity should be insignificantbecause of its negligible low vapor pressure[<0.1 torr at 20°C (68°F)]. However, expo sure to its mist or aerosol can cause irritationof eyes and mucous membranesLD50 value, oral (mice): 5300 mg/kg.

Fire Hazard

Combustible.

Flammability and Explosibility

Nonflammable

Pharmaceutical Applications

Dibutyl phthalate is used in pharmaceutical formulations as a plasticizer in film-coatings. It has been evaluated as a pore-forming agent in novel delivery systems.It is also used extensively as a solvent, particularly in cosmetic formulations such as antiperspirants, hair shampoos, and hair sprays. In addition to a number of industrial applications, dibutyl phthalate is used as an insect repellent, although it is not as effective as dimethyl phthalate.

Contact allergens

It is mainly used as a nonreactive epoxy diluent.

Safety Profile

Moderately toxic by intraperitoneal and intravenous routes. Mildly toxic by ingestion. Human systemic eye effects by ingestion, hallucinations, dstorted perceptions, nausea or vomiting, and kidney, ureter, or bladder changes. Experimental teratogenic and reproductive effects. Mutation data reported. Combustible when exposed to heat or flame; can react with oxidizing materials. Violent reaction with Cl2. Incompatible with chlorine. To fight fire, use CO2, dry chemical. When heated to decomposition it emits acrid smoke and fumes. See also ESTERS, PHTHALIC ACID, and n BUTYL ALCOHOL.

Safety

Dibutyl phthalate is generally regarded as a relatively nontoxic material, although it has occasionally been reported to cause hypersensitivity reactions. It is widely used in topical cosmetic and some oral pharmaceutical formulations.LD50 (mouse, IV): 0.72g/kgLD50 (mouse, oral): 5.3g/kgLD50 (rat, oral): 8.0g/kgLD50 (rat, IP): 3.05mL/kg

Source

Detected in distilled water-soluble fractions of new and used motor oil at concentrations of 38 to 43 and 15 to 23 μg/L, respectively (Chen et al., 1994). Leaching from flexible plastics in contact with water. Laboratory contaminant.

Environmental Fate

Biological. Under aerobic conditions using a freshwater hydrosol, mono-n-butyl phthalate and phthalic acid were produced. Under anaerobic conditions, phthalic acid was not present (Verschueren, 1983). In anaerobic sludge, di-n-butyl phthalate degraded as follows: monobutyl phthalate to phthalic acid to protocatechuic acid followed by ring cleavage and mineralization (Shelton et al., 1984). Engelhardt et al. (1975) reported that a variety of microorganisms were capable of degrading of di-n-butyl phthalate and suggested the following degradation scheme: di-n-butyl phthalate to mono-n-butyl phthalate to phthalic acid to 3,4-dihydroxybenzoic acid and other unidentified products. Di-n-butyl phthalate was degraded to benzoic acid by tomato cell suspension cultures (Lycopericon lycopersicum) (Pogány et al., 1990). In a static-culture-flask screening test, di-n-butyl phthalate showed significant biodegradation with rapid adaptation. The ester (5 and 10 mg/L) was statically incubated in the dark at 25°C with yeast extract and settled domestic wastewater inoculum. After 7 days, 100% biodegradation was achieved (Tabak et al., 1981). Soil. Under aerobic conditions using a fresh-water hydrosol, mono-n-butyl phthalate and phthalic acid were produced. Under anaerobic conditions, however, phthalic acid was not formed (Verschueren, 1983).Photolytic. An aqueous solution containing titanium dioxide and subjected to UV radiation (l >290 nm) produced hydroxyphthalates and dihydroxyphthalates as intermediates (Hustert and Moza, 1988). Chemical/Physical. Pyrolysis of di-n-butyl phthalate in the presence of polyvinyl chloride at 600°C gave the following compounds: indene, methylindene, naphthalene, 1- methylnaphthalene, 2-methylnaphthalene, biphenyl, dimethylnaphthalene, acenaphthene, fluorene, methylacenaphthene, methylfluorene and six unidentified compounds (Bove and Dalven, 1984). Under alkaline conditions, di-n-butyl phthalate will initially hydrolyze to n-butyl hydrogen phthalate and n-butanol. The monoester will undergo further hydrolysis forming o-phthalic acid and n-butanol (Kollig, 1993).

storage

Dibutyl phthalate should be stored in a well-closed container in a cool, dry, location. Containers may be hazardous when empty since they can contain product residues such as vapors and liquids.

Purification Methods

Wash DBP with H2O (to free it from alcohol), then dilute NaOH (to remove any butyl hydrogen phthalate or acid), aqueous NaHCO3 (charcoal), then distilled water. Dry it (CaCl2), distil it at 10torr or less, and store it in a desiccator over P2O5. [Beilstein 9 II 586, 9 III 4102, 9 IV 3175.]

Toxicity evaluation

Acute oral LD50 for rats: >6,000 mg/kg

Incompatibilities

Dibutyl phthalate reacts violently with chlorine. It also reacts with oxidizing agents, acids, bases, and nitrates.

Regulatory Status

Included in the FDA Inactive Ingredients Database (oral capsules, delayed action, enteric coated, and controlled release tablets). Included in nonparenteral medicines licensed in the UK (oral capsules, tablets, granules; topical creams and solutions).

Synthetic route

phthalic anhydride (85-44-9) + butan-1-ol (71-36-3) → Phthalic acid dibutyl ester (84-74-2)

Conditions	Yield
With diacidic ionic liquid supported on magnetic-silica nanoparticles In neat (no solvent) at 118℃; for 2h; Temperature; Dean-Stark;	100%
With sulfuric acid; acetonitrile at 80 - 85℃; for 16 - 18h;	99%
With phosphotungstic acid; bis(acetylacetonato)dioxomolybdenum(VI); potassium tetranitroplatinate at 95 - 105℃; under 540.054 Torr; for 1h;	99.4%

phthalic anhydride (85-44-9) + butan-1-ol (71-36-3) → Phthalic acid dibutyl ester (84-74-2) + phthalic acid monobutyl ester (131-70-4)

Conditions	Yield
With nanosilica-supported hydroxyl-functionalized diacidic ionic liquid In neat (no solvent) at 125℃; for 8h; Catalytic behavior; Reagent/catalyst; Temperature; Dean-Stark; Green chemistry;	A 92% B 8%
With nanosilica-supported sulfonated diacidic ionic liquid In neat (no solvent) at 125℃; for 24h; Reagent/catalyst; Dean-Stark; Green chemistry;	A 12% B 88%

1-bromo-butane (109-65-9) + benzene-1,2-dicarboxylic acid (88-99-3) → Phthalic acid dibutyl ester (84-74-2)

Conditions	Yield
With tetradecyl(trihexyl)phosphonium bistriflamide; N-ethyl-N,N-diisopropylamine at 80℃;	86%
With tetradecyl(trihexyl)phosphonium bistriflimide; N-ethyl-N,N-diisopropylamine at 80℃; for 12h;	86%

Upstream product

• 85-44-9 phthalic anhydride 
• 71-36-3 butan-1-ol 
• 71-43-2 benzene 
• 84-66-2 Diethyl phthalate 
• 104-76-7 2-Ethylhexyl alcohol 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 109-65-9 1-bromo-butane 
• 129-00-0 pyrene 
• 81-88-9 rhodamine B 
• 131-70-4 phthalic acid monobutyl ester 
• 3351-05-1 disodium 8-anilino-5-[[4-(3-sulfonatophenyl)-azo-1-naphthyl]azo]naphthalene-1-sulfonate acid 
• 13324-20-4 Reactive blue 4 
• 95-47-6 o-xylene 
• 201230-82-2 carbon monoxide 

Downstream Products

• 88-99-3 benzene-1,2-dicarboxylic acid 
• 53306-54-0 di(2-propylheptyl) phthalate 
• 20419-81-2 2-(4-amino-6-(dimethylamino)-1,3,5-triazin-2-yl)benzoic acid 
• 124-38-9 carbon dioxide 
• 131-70-4 phthalic acid monobutyl ester 

Relevant articles and documents

Palladium-Catalyzed Butoxycarbonylation of Polybromo(hetero)arenes: A Practical Method for the Preparation of (Hetero)arenepolycarboxylates and -carboxylic Acids

The palladium-catalyzed alkoxycarbonylation of polybromo (hetero)arenes was investigated systematically. The results show that cheap and readily available in situ Pd(OAc) 2/ rac -BINAP catalyst can catalyze the butoxycarbonylation of various polybromo(hetero)arenes efficiently, and gave (hetero)arenepolycarboxylates with moderate to high yield (59-94%). Using this method, two new compounds, 4,4'-bis(butoxycarbonyl)-1,1'-bi-2-naphthol and dibutyl [2,2'-bipyrimidine]-5,5'-dicarboxylate, are reported for the first time. In addition, the gram-scale preparation of carboxylate and carboxylic acids was successful performed by butoxycarbonylation followed by hydrolysis. This shows the wide scope of substrates and practical applications of the Pd(OAc) 2/ rac -BINAP catalytic system. Moreover, these carboxylic acids and carboxylates can be used as ligands or structural units to construct MOFs, metal complexes, and COFs etc.

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

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.

Preparation method for dibutyl phthalate

The invention discloses a preparation method for dibutyl phthalate. The preparation method at least comprises the following steps: a, placing phthalic anhydride and n-butyl alcohol into a container according to a mass ratio of 1: 2-1: 3, and adding a sulfate ionic liquid into the container as a catalyst under stirring; b, carrying out cooling and refluxing for 3-5 hours at a temperature of 120-140DEG C; c, after refluxing is completed, carrying out reduced pressure distillation at 65-75 DEG C until residual n-butyl alcohol and water are discharged, and carrying out reduced pressure distillation at 215-225 DEG C so as to distill out a transparent faint-yellow oily liquid with aromatic smell, namely the dibutyl phthalate, wherein the sulfate ionic liquid is any one selected from the group consisting of [MIM-PS][H2SO4], [Py-PS][H2SO4], [TEA-PS][H2SO4], [HNMP][H2SO4] and [DMF][H2SO4]; and the mass ratio of the phthalic anhydride to the sulfate ionic liquid is 1: 0.15-1: 0.25. The preparation method provided by the invention has the following beneficial effects: the sulfate ionic liquid is used as the catalyst, so the catalytic yield of the process is finally high; the threat to the environment is small; meanwhile, the sulfate ionic liquid can be repeatedly used, so good market prospect is achieved.

Green and clean production process for preparing dibutyl phthalate

The invention provides a green and clean production process for preparing dibutyl phthalate. The process comprises the following steps: carrying out an esterification reaction on phthalic anhydride and n-butyl alcohol, both used as raw materials, under the action of a catalyst, namely sulfuric acid; adding an excessive anion exchange material into a reaction solution after the esterification reaction is finished; carrying out stirring to remove the catalyst sulfuric acid; carrying out solid-liquid separation after the stirring is finished; and carrying out subsequent refining process on a filtrate. According to the process, an anion exchange material is used as a treating agent to remove the catalyst sulfuric acid, and sodium sulfate mingled with a large amount of dangerous solid waste andneutralized wastewater cannot be generated; the anion exchange material is regenerated by adopting an aqueous sodium hydroxide solution, and a clean sodium sulfate solution with a mass concentrationnot greater than 4% is obtained after regeneration; and the clean sodium sulfate solution can be used for preparation of sodium sulfate or be directly discharged, and can be regenerated into sulfuricacid and the sodium hydroxide solution for cycle use by using bipolar membrane electrodialysis.

Visible-Light-Driven Self-Coupling of Methylarenes Catalyzed by Ni2P?Cd0.5Zn0.5S Nanoparticles

The Ni2P?Cd0.5Zn0.5S nanoparticles photocatalyzed self-coupling of p-xylene was reported here, and the corresponding coupling product 1,2-di-p-tolylethane was obtained. The reaction could be extended to toluene derivatives with electron-donating and electron-withdrawing substituents. Ni2P?Cd0.5Zn0.5S nanoparticles had already been characterized by XRD, ICP-AES, SEM, TEM, UV/Vis, FL, XPS. The Mott–Schottky curves of Ni2P?Cd0.5Zn0.5S were made through electrochemical methods. An active carbon free-radical was captured through ESR measurement under irradiation. The research demonstrated this photocatalytic system feasible for the self-coupling reaction of toluene derivatives.

Synthesis and characterization of butylamine-functionalized Cr(III)–MOF–SO3H: Synergistic effect of the hydrophobic moiety on Cr(III)–MOF–SO3H in esterification reactions

Mesoporous solid acid catalysts with partially hydrophobic moieties, [Cr3O(BDC–SO3H)3?x(BDC–SO3NH3Bu)x]n, were prepared from [Cr3O(BDC–SO3H)3]n (MIL-101(Cr)–SO3H) and BuNH2 for the first time and then characterized by the Brunauer–Emmet–Teller (BET) technique, powder X-ray diffraction, field emission electron microscopy, Fourier transform infrared spectroscopy, and thermal and elemental analyses. The nitrogen adsorption–desorption study showed that the specific surface area and total pore volume of MIL-101(Cr)–SO3H decreased after the reaction with butylamine and formation of [Cr3O(BDC–SO3H)3?x(BDC–SO3NH3Bu)x]n. The prepared materials were used as catalysts to investigate the impact of hydrophobic moieties in esterification yields of phthalic anhydride with several alcohols as a probe reaction. The presence of butylamine as a hydrophobic group on MIL-101(Cr)–SO3H increases the esterification yield significantly for hydrophilic alcohols under solvent-free conditions. Moreover, results showed that [Cr3O(BDC–SO3H)3?x(BDC–SO3NH3Bu)x]n can be recovered and reused for several consecutive reactions without significant loss in catalyst activity.

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

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.

Production of Plant Phthalate and its Hydrogenated Derivative from Bio-Based Platform Chemicals

Direct transformation of bio-based platform chemicals into aromatic dicarboxylic acids and their derivatives, which are widely used for the manufacture of polymers, is of significant importance for the sustainable development of the plastics industry. However, limited successful chemical processes have been reported. This study concerns a sustainable route for the production of phthalate and its hydrogenated derivative from bio-based malic acid and erythritol. The key Diels–Alder reaction is applied to build a substituted cyclohexene structure. The dehydration reaction of malic acid affords fumaric acid with 96.6 % yield, which could be used as the dienophile, and 1,3-butadiene generated in situ through erythritol deoxydehydration serves as the diene. Starting from erythritol and dibutyl fumarate, a 74.3 % yield of dibutyl trans-4-cyclohexene-1,2-dicarboxylate is obtained. The palladium-catalyzed dehydrogenation of the cycloadduct gives a 77.8 % yield of dibutyl phthalate. Dibutyl trans-cyclohexane-1,2-dicarboxylate could be formed in nearly 100 % yield under mild conditions by hydrogenation of the cycloadduct. Furthermore, fumaric acid and fumarate, with trans configurations, were found to be better dienophiles for this Diels–Alder reaction than maleic acid and maleate, with cis configuration, based on the experimental and computational results. This new route will pave the way for the production of environmental friendly plastic materials from plants.

A novel hydrogen-bonded silica-supported acidic ionic liquid: An efficient, recyclable and selective heterogeneous catalyst for the synthesis of diesters

Abstract: In this study, two novel acidic ionic liquids, including a hydroxyl functionalized diacidic ionic liquid [HFDAIL] and a sulfonated diacidic ionic liquid [SFDAIL], were prepared and immobilized on the surface of silica nanoparticles (SNPs) via hydrogen bonding. The materials were characterized by FT-IR, NMR, SEM, nitrogen physisorption measurement, TGA and acid-base titration. The catalytic activity of the prepared catalysts was investigated in the synthesis of phthalate, maleate and succinate diesters under solvent-free conditions. It was found that nanosilica@[HFDAIL] with higher availability of acidic sites and higher hydrophilicity was more efficient compared to the nanosilica@[SFDAIL]. Notably, nanosilica@[HFDAIL] catalyst has also demonstrated excellent selectivity for the diester product while the monoester product was predominant in the case of nanosilica@[SFDAIL] even after prolonged reaction time or higher catalyst loading. In addition, the nanosilica@[HFDAIL] catalyst could be separated by simple filtration and reused several times without any significant loss of catalytic performance, but a remarkable decrease in activity was observed for nanosilica@[SFDAIL] in the next runs. GRAPHICAL ABSTRACT?: SYNOPSIS Two novel acidic ionic liquids, including a hydroxyl functionalized diacidic ionic liquid [HFDAIL] and a sulfonated diacidic ionic liquid [SFDAIL], were prepared and immobilized on the surface of silica nanoparticles via hydrogen bonding. The catalytic activity of the catalysts was investigated in the synthesis of diesters under solvent-free conditions.

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

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.].