| Identification | More | [Name]
2,4-Dihydroxybenzophenone | [CAS]
131-56-6 | [Synonyms]
2,4-DIHYDROXYBENZOPHENONE
(2,4-DIHYDROXY-PHENYL)-PHENYL-METHANONE
4-BENZORESORCINOL
4-BENZOYLRESORCINOL
BENZOPHENONE-1
BENZORESORCINOL
DHB
DIHYDROXYBENZOPHENONE(2,4-)
SYNSORB
(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
advastab48
Benzophenone, 2,4-dihydroxy-
Dastib 263 | [EINECS(EC#)]
205-029-4 | [Molecular Formula]
C13H10O3 | [MDL Number]
MFCD00002277 | [Molecular Weight]
214.22 | [MOL File]
131-56-6.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow crystalline powder | [Melting point ]
144.5-147 °C(lit.)
| [Boiling point ]
194 °C (1 mmHg)
| [bulk density]
750kg/m3 | [density ]
1,32 g/cm3 | [vapor pressure ]
0Pa at 25℃ | [refractive index ]
1.5090 (estimate) | [Fp ]
125 °C
| [storage temp. ]
-20°C | [solubility ]
Chloroform (Slightly, Heated), Ethanol (Slightly, Heated) | [form ]
Crystalline Powder | [pka]
7.72±0.35(Predicted) | [color ]
Yellow | [PH]
5 (10g/l, H2O, 20℃)(slurry) | [biological source]
human | [Water Solubility ]
insoluble | [Merck ]
14,1106 | [BRN ]
1311566 | [Contact allergens]
BZP-1 is used, for example, in paints, plastics, and nail
varnishes. | [InChIKey]
ZXDDPOHVAMWLBH-UHFFFAOYSA-N | [LogP]
2.964 at 25℃ | [CAS DataBase Reference]
131-56-6(CAS DataBase Reference) | [NIST Chemistry Reference]
Methanone, (2,4-dihydroxyphenyl)phenyl-(131-56-6) | [EPA Substance Registry System]
Methanone, (2,4-dihydroxyphenyl)phenyl- (131-56-6) |
| Hazard Information | Back Directory | [Chemical Properties]
yellow crystalline powder | [Uses]
2,4-Dihydroxybenzophenone is an metabolite of Benzophenone (B204980), an compound used in the manufacturing of antihistamines, hypnotics and insecticides. | [Uses]
Ultraviolet light absorber, especially in paints and plastics. | [Description]
2,4-Dihydroxybenzophenone (DHP) is an organic compound derived from Garcinia xanthochymus, but there have been no reports on its biochemical functions and bioavailability. 2,4-dihydroxybenzophenone has been prepared by reacting resorcinol with benzoyl chloride or benzoic acid under anhydrous conditions in the presence of Friedel-Crafts catalysts such as AlCl3 or ZnCl2[1].
| [Definition]
ChEBI: 2,4-Dihydroxybenzophenone is a member of benzophenones. | [Preparation]
Obtained by condensation of benzanilide with resorcinol in the presence of zinc chloride and phosphorous oxychloride at 130–140° for 1 h (25%). | [Biological Activity]
2,4-Dihydroxybenzophenone has potential effects on the stimulation of osteoblast differentiation and mitigate PDS-induced osteoporosisthrough the activation of the β-catenin pathway. Moreover, 2,4-Dihydroxybenzophenone demonstrated a capacity to enhance the expression of crucial osteogenic markers, including RUNX2, OSX, and ALP[2].
| [Toxicology]
As a persistent and bioaccumulative compound, 2,4-Dihydroxybenzophenone (BP-1) exhibits estrogenic activity or anti-androgenic activity in vitro, which could pose potential risks to the ecological environment and human health. At present, there are a large amount of reports that concentrated on the biotoxicity of BP-1, mainly focusing on its endocrine disrupting effects and genetic toxicity. Endocrine-toxicological studies have shown that the toxicity of BP-1 is five times that of bisphenol A (BPA)[2].
| [Purification Methods]
Recrystallise it from MeOH. [Beilstein 8 IV 2442.] | [References]
[1] Mengting Zou . “Effective degradation of 2,4-dihydroxybenzophenone by zero–valent iron powder (Fe0)-activated persulfate in aqueous solution: Kinetic study, product identification and theoretical calculations.” Science of the Total Environment 771 (2021): Article 144743.
[2] Mirissa Hewage Dumindu Kavinda and & Gi-Young Kim*. “2,4′-Dihydroxybenzophenone Exerts Bone Formation and Antiosteoporotic Activity by Stimulating the β-Catenin Signaling Pathway.” ACS Pharmacology and Translational Science 7 2 (2024): 395–405.
|
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36:Irritating to the eyes.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
2
| [RTECS ]
DJ0700000
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29145000 | [Safety Profile]
Poison by intravenous
and intraperitoneal routes. Mildly toxic by
ingestion. An eye irritant. When heated to
decomposition it emits acrid smoke and
irritating fumes. | [Hazardous Substances Data]
131-56-6(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: > 5000 mg/kg |
| Questions And Answer | Back Directory | [pollution]
Benzophenones (BPs), as UV filters, are widely utilized in personal care products such as sunscreen, body lotion and plastic products. 2,4-Dihydroxybenzophenone (BP-1) is a representative type of BP that has attracted wide attention owing to the high residues in the aquatic environment. According to previous studies, this compound can enter the aquatic environment through recreational water activities or incomplete removal in wastewater treatment plants (WWTPs). For example, BP-1 has been widely detected in seawater, groundwater, river water and WWTP effluents in Spain at concentrations ranging from 4.2 ng/L to 722.0 ng/L. More seriously, because of extensive human exposure through plastic products and sunscreen cosmetics, BP-1 has been detected in human urine, blood and milk[1]. |
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