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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:
84-74-2
Molecular Weight:
278.34
Beilstein/REAXYS Number:
1914064
EC Number:
201-557-4
MDL number:
MFCD00009441
UNSPSC Code:
12352100
PubChem Substance ID:
24874456
NACRES:
NA.22

vapor density

9.6 (vs air)

Quality Level

200

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.)

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
GHS08,GHS09

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

367.7 °F - open cup

flash_point_c

186.5 °C - open cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ8395
MKCQ3241
MKCP7613
MKCP3824
MKCN9585

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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)
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
Alin C Dirtu et al.
Environment international, 59, 344-353 (2013-07-31)
Human exposure to chemicals commonly encountered in our environment, like phthalates, is routinely assessed through urinary measurement of their metabolites. A particular attention is given to the specific population groups, such as obese, for which the dietary intake of environmental
Sarah Moody et al.
Endocrinology, 154(9), 3460-3475 (2013-06-15)
Phthalates are plasticizers with widespread industrial, domestic, and medical applications. Epidemiological data indicating increased incidence of testicular dysgenesis in boys exposed to phthalates in utero are reinforced by studies demonstrating that phthalates impair fetal rodent testis development. Because humans are
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