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HomeProduct name list2,2'-Dihydroxy-4-methoxybenzophenone

2,2'-Dihydroxy-4-methoxybenzophenone

Synonym(s):2,2′-Dihydroxy-4-methoxybenzophenone;Benzophenone-8;Dioxybenzone

  • CAS NO.:131-53-3
  • Empirical Formula: C14H12O4
  • Molecular Weight: 244.24
  • MDL number: MFCD00002218
  • EINECS: 205-026-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-25 23:13:37
2,2'-Dihydroxy-4-methoxybenzophenone  Structural

What is 2,2'-Dihydroxy-4-methoxybenzophenone ?

Absorption

Dioxybenzone is a derivative of benzophenone. In monkeys, percutaneous absorption of benzophenone was observed . Other derivatives of benzophenone are capable of crossing the skin via direct penetration through the intercellular laminae of the stratum corneum (SC) or by passive diffusion by high-concentration gradient into the systemic circulation, where they are transported to different tissues including liver and brain .

Toxicity

No toxicokinetic data available.

Chemical properties

Light yellow powder. Freezing point 68℃, boiling point 170-175℃(0.133kPa), relative density 1.382(25℃).Solubility at 25℃(g/100g solvent): benzene 46.6, n-hexane 2.3, 95% ethanol 21.4, carbon tetrachloride 22.2, methylethyl ketone 55.3, plasticiser DOP 31.1, insoluble in water.

The Uses of 2,2'-Dihydroxy-4-methoxybenzophenone

ultraviolet screen

The Uses of 2,2'-Dihydroxy-4-methoxybenzophenone

benzophenone-8 (dioxybenzone) is an FDA-approved sunscreen chemical with uVA-absorption capabilities. It also can protect product degradation arising from uV-light exposure. It has an approved usage level of 3 percent in the united States.

What are the applications of Application

Dioxybenzone is a compound used in sunscreen formulations to block out UVB and UVA harmful rays. Broad-spectrum sunscreens often contain a number of chemical ingredients that absorb UVA and UVB radiation. Many sunscreens contain UVA-absorbing avobenzone or a benzophenone (such as dioxybenzone, oxybenzone, or sulisobenzone), in addition to UVB-absorbing chemical ingredients (some of which also contribute to UVA protection).

Background

Dioxybenzone, or benzophenone-8, is an organic compound derived from Benzophenone that is used as a sunscreen agent. It absorbed UV-B and UV-AII rays. Dioxybenzone is an approved sunscreen ingredient in concentrations up to 3% .

Indications

Indicated for use as an active sunscreen agent.

Preparation

preparation by condensation of salicylic acid and m-methoxyphenol.

Definition

ChEBI: 2,2'-Dihydroxy-4-methoxybenzophenone is a member of benzophenones.

General Description

Dioxybenzone, also known as benzophenone-8, is an organic compound and a derivative of benzophenone used commercially in sunscreens. It absorbed UV-B and UV-AII rays. Dioxybenzone is an approved sunscreen ingredient in concentrations up to 3%.

Reactivity Profile

An alcohol and a ketone. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides. Ketones are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4.

Fire Hazard

Flash point data for 2,2'-Dihydroxy-4-methoxybenzophenone are not available. 2,2'-Dihydroxy-4-methoxybenzophenone is probably combustible.

Pharmacokinetics

Dioxybenzone is a sunscreen agent and chemical UV filter that absorbs UV-B rays and UV-AII rays to limit their penetration into human skin. In a screening protocol consisting of the in vitro EBV-EA activation assay followed by the in vivo confirmation test in the two-stage mouse skin cancer model utilizing NOR-1 as inducer and TPA as promoter of tumour, dioxybenzone exhibited a significant chemopreventive activity against mouse skin carcinogenesis which correlated with their antioxidant potency . There is some evidence that suggests some benzophenones and their hydroxylated metabolites act as weak estrogens in the environment; however similar effect of dioxybenzone has not been established .

Metabolism

No pharmacokinetic data available.

Properties of 2,2'-Dihydroxy-4-methoxybenzophenone

Melting point: 73-75 °C(lit.)
Boiling point: 170-175 °C1 mm Hg(lit.)
Density  1.2379 (rough estimate)
vapor pressure  0-0Pa at 20-25℃
refractive index  1.5389 (estimate)
storage temp.  Sealed in dry,Room Temperature
solubility  DMSO (Slightly), Methanol (Slightly)
form  neat
pka 7.11±0.35(Predicted)
form  Solid
color  Off-White to Yellow
Merck  14,3303
Stability: Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference 131-53-3(CAS DataBase Reference)
NIST Chemistry Reference Dioxybenzone(131-53-3)
EPA Substance Registry System Dioxybenzone (131-53-3)

Safety information for 2,2'-Dihydroxy-4-methoxybenzophenone

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 2,2'-Dihydroxy-4-methoxybenzophenone

InChIKey MEZZCSHVIGVWFI-UHFFFAOYSA-N

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