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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.)

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
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
MKCW6614
MKCV6253
MKCT3246
MKCQ8395
MKCQ3241

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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)
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
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)
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
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