ContaminantDB: Diisobutyl phthalate

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (5)XML

Record Information

Version

1.0

Creation Date

2009-12-03 20:31:27 UTC

Update Date

2026-03-31 19:17:11 UTC

Accession Number

CHEM002613

Identification

Common Name

Diisobutyl phthalate

Class

Small Molecule

Description

DIBP is an odorless plasticizer and has excellent heat and light stability. It is the lowest cost plasticizer for cellulose nitrate. DIBP has lower density and freezing point than DBP (dibutyl phthalate, CAS No.: 84-74-2). It has similar properties as dibutyl phthalate and can be used as a substitute for it.

Contaminant Sources

FooDB Chemicals
HMDB Contaminants - Urine
HPV EPA Chemicals
My Exposome Chemicals
STOFF IDENT Compounds
Sludge Chemicals
Suspected Compounds – Schymanski Project
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Aromatic Hydrocarbon
Cosmetic Toxin
Ester
Ether
Household Toxin
Industrial/Workplace Toxin
Metabolite
Organic Compound
Phthalate
Plasticizer
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,2-Benzenedicarboxylic acid bis(2-methylpropyl) ester	ChEBI
1,2-Benzenedicarboxylic acid di(2-methylpropyl) ester	ChEBI
1,2-Benzenedicarboxylic acid, 1,2-bis(2-methylpropyl) ester	ChEBI
Bis(2-methylpropyl) phthalate	ChEBI
Di(i-butyl)phthalate	ChEBI
Di-2-methylpropyl phthalate	ChEBI
Di-iso-butyl phthalate	ChEBI
DIBP	ChEBI
Isobutyl phthalate	ChEBI
Isobutyl-O-phthalate	ChEBI
Phthalic acid, diisobutyl ester	ChEBI
1,2-Benzenedicarboxylate bis(2-methylpropyl) ester	Generator
1,2-Benzenedicarboxylate di(2-methylpropyl) ester	Generator
1,2-Benzenedicarboxylate, 1,2-bis(2-methylpropyl) ester	Generator
Bis(2-methylpropyl) phthalic acid	Generator
Di(i-butyl)phthalic acid	Generator
Di-2-methylpropyl phthalic acid	Generator
Di-iso-butyl phthalic acid	Generator
Isobutyl phthalic acid	Generator
Isobutyl-O-phthalic acid	Generator
Phthalate, diisobutyl ester	Generator
Diisobutyl phthalic acid	Generator
1,2-Benzenedicarboxylic acid, bis(2-methylpropyl) ester	HMDB
1,2-Benzenedicarboxylic acid, di(2-methylpropyl) ester	HMDB
Diisobutyl phthalate (acd/name 4.0)	HMDB
Diisobutylester kyseliny ftalove	HMDB
Hexaplas m/1b	HMDB
Kodaflex dibp	HMDB
Di-(2-methylpropyl)-phthalic acid	HMDB

Chemical Formula

C₁₆H₂₂O₄

Average Molecular Mass

278.344 g/mol

Monoisotopic Mass

278.152 g/mol

CAS Registry Number

84-69-5

IUPAC Name

1,2-bis(2-methylpropyl) benzene-1,2-dicarboxylate

Traditional Name

diisobutyl phthalate

SMILES

CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C

InChI Identifier

InChI=1S/C16H22O4/c1-11(2)9-19-15(17)13-7-5-6-8-14(13)16(18)20-10-12(3)4/h5-8,11-12H,9-10H2,1-4H3

InChI Key

MGWAVDBGNNKXQV-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Benzoate ester
Benzoyl
Dicarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

diester (CHEBI:79053 )
phthalate ester (CHEBI:79053 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

plasticiser

Biological Roles

Chemical Roles

Not Available

Physical Properties

State

Liquid

Appearance

Colorless liquid.

Experimental Properties

Property	Value
Melting Point	< 25°C
Boiling Point	320 °C
Solubility	0.0062 mg/mL at 24°C

Predicted Properties

Property	Value	Source
Water Solubility	0.019 g/L	ALOGPS
logP	3.98	ALOGPS
logP	4.47	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	77.6 m³·mol⁻¹	ChemAxon
Polarizability	31.49 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0002-2900000000-abec18892ce4da3756e0	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0002-4910000000-f91f01037e6da27fb89b	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0002-0910000000-3ed563f6a8676b13ac03	Spectrum
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-0002-0950000000-6650563a272a276c2986	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0002-2900000000-abec18892ce4da3756e0	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0002-4910000000-f91f01037e6da27fb89b	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0002-0910000000-3ed563f6a8676b13ac03	Spectrum
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-0002-0950000000-6650563a272a276c2986	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-5190000000-3cdee427d414b0b97469	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0a4j-2920000000-a259b42b28bed64bb35f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-066r-4900000000-fe89b1519d0396eeeadc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-002b-9800000000-b81075221fc6e8060665	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0a4i-2900000000-f6cf8e89556ba7e548f5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0002-4910000000-b006f036bf41476aaf6b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-052b-4920000000-d5ac27f5087499ebf6ff	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0a4j-1900000000-9c0a0dff37933669808f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0a4j-2900000000-2dfca5014fcf109f03ed	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0a4j-2900000000-c3375f5918c308c461ce	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-052b-2910000000-cb35fe1c0bce4c9e7233	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0a4j-1900000000-8ddb46ee566aac676de9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a6r-6090000000-3922a463577bdefc01fb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9130000000-c092263dab19ba039666	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9300000000-58a47be1f5ce3c753e35	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-1090000000-c6c63d84e32a57928a03	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00b9-2490000000-2038c67ef03d4059d4ab	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-5910000000-107418e7a1be51abc14c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0090000000-95d4efbe59d9e89a80aa	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00b9-0960000000-a314d50d660b210ec028	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00fr-3900000000-7c951a251ddbba9bbdff	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a6r-0290000000-6399bc22b0dbd3431dbe	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052b-1930000000-a64f6ab167b9b42bc035	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-7910000000-99d19de0de10b8aa156d	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0002-5910000000-eb47d6296ed23011b3fc	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Oral (4) ; inhalation (4) ; dermal (4)

Mechanism of Toxicity

Phthalate esters are endocrine disruptors. They decrease foetal testis testosterone production and reduce the expression of steroidogenic genes by decreasing mRNA expression. Some phthalates have also been shown to reduce the expression of insulin-like peptide 3 (insl3), an important hormone secreted by the Leydig cell necessary for development of the gubernacular ligament. Animal studies have shown that these effects disrupt reproductive development and can cause a number of malformations in affected young. (2)

Metabolism

Phthalate esters are first hydrolyzed to their monoester derivative. Once formed, the monoester derivative can be further hydrolyzed in vivo to phthalic acid or conjugated to glucuronide, both of which can then be excreted. The terminal or next-to-last carbon atom in the monoester can also be oxidized to an alcohol, which can be excreted as is or first oxidized to an aldehyde, ketone, or carboxylic acid. The monoester and oxidative metabolites are excreted in the urine and faeces. (3)

Toxicity Values

LD50: 15000 mg/kg (Oral, Rat) (5) LD50: 10 g/kg (Dermal, Guinea pig) (5) LD50: 3749 mg/kg (Intraperitoneal, Rat) (5)

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Uses/Sources

DIBP is used in nitro cellulose plastic, nail polish, explosive material, lacquer manufacturing and also with methyl methacrylate applications. (1)

Minimum Risk Level

Not Available

Health Effects

Phthalate esters are endocrine disruptors. Animal studies have shown that they disrupt reproductive development and can cause a number of malformations in affected young, such as reduced anogenital distance (AGD), cryptorchidism, hypospadias, and reduced fertility. The combination of effects associated with phthalates is called 'phthalate syndrome’. (2)

Symptoms

Phthalate esters are endocrine disruptors and can cause a number of developmental malformations termed 'phthalate syndrome'. (2)

Treatment

Not Available

Concentrations