Dibutyl Phthalate

Base Information

• Chemical Name: Dibutyl Phthalate
• CAS No.: 84-74-2
• Molecular Formula: C16H22O4
• Molecular Weight: 278.348
• Hs Code.: 2917.34
• European Community (EC) Number: 201-557-4
• ICSC Number: 0036
• NSC Number: 755894,6370
• UN Number: 3082
• UNII: 2286E5R2KE
• DSSTox Substance ID: DTXSID2021781
• Nikkaji Number: J3.882B
• Wikipedia: Dibutyl_phthalate
• Wikidata: Q415612
• NCI Thesaurus Code: C76745
• RXCUI: 1362873
• Pharos Ligand ID: M1L7MKCTM99C
• Metabolomics Workbench ID: 45953
• ChEMBL ID: CHEMBL272485
• Mol file: 84-74-2.mol

Synonyms:Butyl Phthalate;Di n Butyl Phthalate;Di-n-Butyl Phthalate;Dibutyl Phthalate;Phthalate, Butyl;Phthalate, Di-n-Butyl;Phthalate, Dibutyl

Chemical Property of Dibutyl Phthalate

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 1 mm Hg ( 147 °C)
• Melting Point: -35 °C
• Refractive Index: n20/D 1.492(lit.)
• Boiling Point: 336.989 °C at 760 mmHg
• Flash Point: 177.43 °C
• PSA: 52.60000
• Density: 1.053 g/cm³
• LogP: 3.60040
• Storage Temp.: 2-8°C
• Solubility.: Very soluble in alcohol, ether, acetone, benzene
• Water Solubility.: Slightly soluble. 0.0013 g/100 mL
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 278.15180918
• Heavy Atom Count: 20
• Complexity: 271
• Transport DOT Label: Class 9

Purity/Quality:

99% ^*data from raw suppliers

DBP ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, N, F
• 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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Phthalate Esters
• Canonical SMILES: CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC
• Inhalation Risk: A harmful contamination of the air will not or will only very slowly be reached on evaporation of this substance at 20 °C.
• Effects of Long Term Exposure: Animal tests show that this substance possibly causes toxicity to human reproduction or development.
• Chemical Composition: Dibutyl phthalate (DBP) is a member of the phthalate ester class of chemicals.
• Uses: Widely used as a plasticizer to provide flexibility and durability to various industrial and consumer products.; Used in paints, lacquers, printing ink, pulp and paper, carpet, concrete, nail polish, cosmetics, artificial leather, printing inks, safety glass, celluloid, dyes, pesticides, fragrance solvents, fabric lubricants, etc.; Commonly used in PVC processing to give products good softness. Enhances adhesion, flexibility, and durability of coatings.; Used in chemical production for nitrocellulose, resin, and rubber.
• Production Methods: Produced through processes such as esterification, neutralization, dealcoholization, and filtration press. Phthalic acid, n-butanol, and phthalic anhydride are among the raw materials used in its production.
• Legal Supervision: European Union: Prohibited in cosmetics and restricted in children's toys since 1999.; USA: Included in California Proposition 65 as a suspected teratogen and endocrine disruptor. Permanently prohibited from use in children's toys and childcare products exceeding 1,000 ppm by CPSIA.

Technology Process of Dibutyl Phthalate

There total 28 articles about Dibutyl Phthalate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

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

Guidance literature:

With diacidic ionic liquid supported on magnetic-silica nanoparticles; In neat (no solvent); at 118 ℃; for 2h; Temperature; Dean-Stark;

DOI:10.1007/s13738-018-1450-8

Reference yield: 92.0%

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)

Guidance literature:

With nanosilica-supported hydroxyl-functionalized diacidic ionic liquid; In neat (no solvent); at 125 ℃; for 8h; Reagent/catalyst; Temperature; Catalytic behavior; Dean-Stark; Green chemistry;

DOI:10.1007/s12039-018-1454-z

Reference yield: 89.0%

carbon monoxide (201230-82-2) + butan-1-ol (71-36-3) + 2,3-dibromobenzene (583-53-9) → Phthalic acid dibutyl ester (84-74-2)

Guidance literature:

butan-1-ol; 2,3-dibromobenzene; With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; In 5,5-dimethyl-1,3-cyclohexadiene; at 20 ℃; for 1h; Inert atmosphere; Glovebox;

carbon monoxide; In 5,5-dimethyl-1,3-cyclohexadiene; at 120 - 140 ℃; for 12h; under 22801.5 Torr; Autoclave;

DOI:10.1055/a-1587-8859

upstream raw materials:

phthalic anhydride

butan-1-ol

benzene

Diethyl phthalate

Downstream raw materials:

biphenyl

3,3-diphenyl-2-benzofuran-1(3H)-one

butyl 2-benzoylbenzoate

n-butyl phenyl ether

Refernces

LAURATES OF LACTIC ACID ESTERS

10.1021/jo01149a013

The study focuses on the preparation and physical properties of lactate laurates, which are potential plasticizers and synthetic lubricants. The chemicals involved include lactic esters such as sec-butyl lactate, isobutyl lactate, methyl isobutyl carbinyl lactate, 2-ethoxyethyl lactate, cyclohexyl lactate, ethylhexyl lactate, and 2-(2-butoxyethoxy)ethyl lactate. These lactic esters were prepared by esterification of lactic acid or alcoholysis of methyl lactate. Laurates were then produced by acylating these lactic esters with lauroyl chloride. The study investigates the boiling points of these lactate laurates at different pressures and compares them with other compounds like n-butyl, tetrahydrofurfuryl, and benzyl laurates. The lactate laurates were found to have boiling points between those of n-butyl phthalate and n-octyl phthalate, two common plasticizers. The study also provides equations to predict the boiling points of other lactate laurates based on the normal boiling points of their corresponding alcohols.

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