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524980

Sigma-Aldrich

Dibutyl phthalate

99%

Synonym(s):

n-Butyl phthalate, DBP, Phthalic acid dibutyl ester

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About This Item

Linear Formula:
C6H4-1,2-[CO2(CH2)3CH3]2
CAS Number:
Molecular Weight:
278.34
Beilstein:
1914064
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

9.6 (vs air)

Quality Level

vapor pressure

1 mmHg ( 147 °C)

Assay

99%

form

liquid

autoignition temp.

756 °F

expl. lim.

0.47 %, 236 °F

impurities

≤0.005% Acidity (as Phthalic acid)
≤0.15% water

color

APHA: ≤20

refractive index

n20/D 1.492 (lit.)

pH

7 (20 °C, 10 mg/L)

bp

340 °C (lit.)

mp

−35 °C (lit.)

density

1.043 g/mL at 25 °C (lit.)

functional group

ester

SMILES string

CCCCOC(=O)c1ccccc1C(=O)OCCCC

InChI

1S/C16H22O4/c1-3-5-11-19-15(17)13-9-7-8-10-14(13)16(18)20-12-6-4-2/h7-10H,3-6,11-12H2,1-2H3

InChI key

DOIRQSBPFJWKBE-UHFFFAOYSA-N

Gene Information

mouse ... Esr1(13982)

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General description

Dibutyl phthalate (DBP) is most commonly used as a plasticizer in a variety of household products. It has the ability to leach and evaporate into the environment while using or disposing of these products. Therefore, studies are being conducted to assess its toxic and apoptotic effects. Studies have also indicated that exposure to high doses of DBP may interfere with progesterone and estradiol production.

Application

Plasticizer

Pictograms

Health hazardEnvironment

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 2 - Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

367.7 °F - open cup

Flash Point(C)

186.5 °C - open cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Dibutyl phthalate impairs steroidogenesis and a subset of LH-dependent genes in cultured human mural granulosa cell in vitro.
Adir M
Reproductive Toxicology, 69, 13-18 (2017)
Dibutyl phthalate (DBP)-induced apoptosis and neurotoxicity are mediated via the aryl hydrocarbon receptor (AhR) but not by estrogen receptor alpha (ER?), estrogen receptor beta (ER?), or peroxisome proliferator-activated receptor gamma (PPAR?) in mouse cortical neurons.
Wojtowicz A
Neurotoxicity Research, 31(1), 77-89 (2017)
Damien Hunter et al.
International journal of molecular sciences, 22(8) (2021-05-01)
Xenobiotic exposure during pregnancy and lactation has been linked to perinatal changes in male reproductive outcomes and other endocrine parameters. This pilot study wished to assess whether brief maternal exposure of rats to xenobiotics dibutyl phthalate (DBP) or diethylstilbestrol (DES)
Linda V Sinclair et al.
Immunometabolism, 2(4), e200029-e200029 (2020-09-04)
Assays to monitor the metabolic state or nutrient uptake capacity of immune cells at a single cell level are increasingly in demand. One assay, used by many immunologists, employs 2-(N-(7-Nitrobenz-2-oxa-1,3-diazol-4-yl)Amino)-2-Deoxyglucose (2-NBDG), a fluorescent analogue of 2-deoxyglucose (2DG), as a substrate
Harpreet Bhatia et al.
Aquatic toxicology (Amsterdam, Netherlands), 149, 103-115 (2014-03-01)
Phthalic acid esters (PAEs) are a class of synthetic industrial chemicals commonly found in the aquatic environment worldwide. PAEs have been recognised as anti-androgens in male mammals but little is known about their endocrine disrupting effects in fish. This study

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