2,4-Dihydroxybenzophenone
Product Information
Molecular Formula
C13H10O3
Molecular Weight
214.22
Description
Antioxidant
Synonyms
(2,4-dihydroxyphenyl)phenyl-methanon; (2,4-Dihydroxyphenyl)-phenylmethanon (2,4-dihydroxybenzophenon); 2,4-DHBP; 2,4-Dihydroxtbenzophenone; 2,4-Dihydroxybenzofenon; 2,4-dihydroxy-benzophenon; 2,4-dihydroxydiphenylketone; Advastab 48
IUPAC Name
(2,4-dihydroxyphenyl)-phenylmethanone
SMILES
C1=CC=C(C=C1)C(=O)C2=C(C=C(C=C2)O)O
InChI
InChI=1S/C13H10O3/c14-10-6-7-11(12(15)8-10)13(16)9-4-2-1-3-5-9/h1-8,14-15H
InChI Key
ZXDDPOHVAMWLBH-UHFFFAOYSA-N
Boiling Point
132-134 °C/18 mmHg(lit.)
Melting Point
144-147 °C
Flash Point
235.4 °F
Purity
99%
Density
1.302g/cm3
Solubility
In water, 240 mg/L at 25 °C (est)
Appearance
yellow crystalline powder
Application
Used as an ultraviolet absorber in polymers, sunscreening agent, and ultraviolet stabilizer for polymers; Used as an ultraviolet light absorber in paints.
Refractive Index
n20/D 1.479 (lit.)
Stability
Stable under recommended storage conditions.
LogP
log Kow = 2.96 (est)
Vapor Pressure
1.4X10-7 mm Hg at 25 deg (est)
Henry's Law Constant
2.7X10-11 atm-cu m/mol at 25 °C (est)
Decomposition
When heated to decomposition it emits acrid smoke and irritating fumes.
Dissociation Constants
pKa1 = 7.1; pka2 = 8.0 (est)
Safety Information
Hazards
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
Causes skin irritation.
H319:
Causes serious eye irritation.
Precautionary Statement
P264:
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:
IF ON SKIN:
Wash with plenty of soap and water.
P332+P313:
If skin irritation occurs:
Get medical advice/attention.
P337+P313:
If eye irritation persists:
Get medical advice/attention.
P362+P364:
Take off contaminated clothing. [As modified by IV ATP].
And wash it before reuse. [Added by IV ATP].
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:
IF ON SKIN:
Wash with plenty of soap and water.
P332+P313:
If skin irritation occurs:
Get medical advice/attention.
P337+P313:
If eye irritation persists:
Get medical advice/attention.
P362+P364:
Take off contaminated clothing. [As modified by IV ATP].
And wash it before reuse. [Added by IV ATP].
Computed Properties
XLogP3
3.2
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
2
Exact Mass
214.062994177 g/mol
Monoisotopic Mass
214.062994177 g/mol
Topological Polar Surface Area
57.5Ų
Heavy Atom Count
16
Formal Charge
0
Complexity
246
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114031329-A | Concrete repair material, concrete repair coating and preparation method thereof | 2022-01-11 |
| CN-114133633-A | Preparation process of water-based vulcanized rubber for shoes | 2021-12-30 |
| CN-114106451-A | Ethylene-vinyl acetate copolymer EVA refrigerator door seal particle and preparation method thereof | 2021-12-27 |
| CN-114032001-A | Low-temperature curing scrubbing-resistant powder coating and preparation method thereof | 2021-12-24 |
| CN-114032041-A | Low-temperature hot-melt photocuring packaging adhesive film and preparation method and application thereof | 2021-12-17 |
| CN-113912893-A | Colorful film and preparation method thereof | 2021-12-15 |
| CN-113912893-B | Colorful film and preparation method thereof | 2021-12-15 |
| JP-2022031355-A | Pest control method | 2021-12-15 |
| JP-2022040133-A | A photosensitive coloring composition for a color filter for a solid-state image sensor, a color filter, and a solid-state image sensor using the same. | 2021-12-15 |
| CN-114085411-A | Imprint photoresist release film material with exhaust function and preparation method and application thereof | 2021-12-14 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 33684284 | 2021-04-19 | Enhanced Disrupting Effect of Benzophenone-1 Chlorination Byproducts to the Androgen Receptor: Cell-Based Assays and Gaussian Accelerated Molecular Dynamics Simulations | Chemical research in toxicology |
| 33049310 | 2021-04-01 | Evaluation of a multiplexed, multispecies nuclear receptor assay for chemical hazard assessment | Toxicology in vitro : an international journal published in association with BIBRA |
| 30245359 | 2018-12-01 | Urinary excretion of phenols, parabens and benzophenones in young men: Associations to reproductive hormones and semen quality are modified by mutations in the Filaggrin gene | Environment international |
| 28927721 | 2018-02-01 | Agonistic effects of diverse xenobiotics on the constitutive androstane receptor as detected in a recombinant yeast-cell assay | Toxicology in vitro : an international journal published in association with BIBRA |
| 27145024 | 2016-07-01 | Effect of benzophenone-1 and octylphenol on the regulation of epithelial-mesenchymal transition via an estrogen receptor-dependent pathway in estrogen receptor expressing ovarian cancer cells | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association |
| 26884060 | 2016-05-01 | Tiered High-Throughput Screening Approach to Identify Thyroperoxidase Inhibitors Within the ToxCast Phase I and II Chemical Libraries | Toxicological sciences : an official journal of the Society of Toxicology |
| 25349334 | 2015-02-01 | Human sex hormone-binding globulin binding affinities of 125 structurally diverse chemicals and comparison with their binding to androgen receptor, estrogen receptor, and α-fetoprotein | Toxicological sciences : an official journal of the Society of Toxicology |
| 23328252 | 2013-03-08 | Benzophenone-1 stimulated the growth of BG-1 ovarian cancer cells by cell cycle regulation via an estrogen receptor alpha-mediated signaling pathway in cellular and xenograft mouse models | Toxicology |
| 23064701 | 2012-09-01 | Metabolic disposition of the insect repellent DEET and the sunscreen oxybenzone following intravenous and skin administration in rats | International journal of toxicology |
| 22749456 | 2012-08-03 | Determination of ultraviolet filters in water samples by vortex-assisted dispersive liquid-liquid microextraction followed by gas chromatography-mass spectrometry | Journal of chromatography. A |
