552-80-7

Usage

Uses

Used in Historical Medical Applications:
DIMETHYLSTILBESTROL was used as a medication for pregnant women from the late 1940s to the early 1970s to prevent miscarriage and other pregnancy complications. However, it was later discovered to be linked to a range of harmful effects, including a rare form of vaginal cancer in female offspring and reproductive system abnormalities in the children of women who took the drug during pregnancy.
Used in Research and Development:
Despite being banned for use in pregnancy, DIMETHYLSTILBESTROL continues to be studied for its potential use in other medical conditions. Researchers are exploring its effects on various health issues and investigating its potential applications in treating specific diseases.
Used in Environmental Studies:
DIMETHYLSTILBESTROL is also being studied for its environmental impact. As a synthetic compound, it can have unintended consequences on ecosystems and wildlife. Understanding its behavior in the environment is crucial for assessing potential risks and developing strategies for mitigating any negative effects.

Upstream product

• 4091-39-8 3-chloro-2-butanone 
• 108-95-2 phenol 
• 108-24-7 acetic anhydride 
• 99-93-4 4-Hydroxyacetophenone 
• 141-78-6 ethyl acetate 
• 17324-35-5 (E)-2,3-di(4-methoxyphenyl)-2-butene 

Downstream Products

• 15542-13-9 4,4'-{2,2'-[4,4'-(1,2-dimethyl-ethene-1,2-diyl)-diphenoxy]-diethyl}-bis-morpholine 
• 99-93-4 4-Hydroxyacetophenone 
• 1229404-09-4 E-4,4'-(1,2-dimethyl-1,2-ethenediyl)bis[2-[(dimethylamino)methyl]phenol] 
• 15624-00-7 (+/-)-threo-2-<4-(2-Diethylamino-ethoxy)-phenyl>-3-(4-hydroxy-phenyl)-butan 
• 15515-43-2 (+/-)-erythro-2-<4-(2-Dimethylamino-ethoxy)-phenyl>-3-(4-methoxy-phenyl)-butan 
• 65026-54-2 d,l-2,3-bis(4-methoxyphenyl)butane 
• 109972-19-2 trans-4-(2-Diethylamino-ethoxy)-4'-methoxy-α,α'-dimethyl-stilben 
• 109972-20-5 trans-4-Methoxy-α,α'-dimethyl-4'-(2-dimethylamino-ethoxy)-stilben 
• 109972-25-0 4-(2-{4-[2-(4-methoxy-phenyl)-1-methyl-propenyl]-phenoxy}-ethyl)-morpholine 
• 17324-35-5 (E)-2,3-di(4-methoxyphenyl)-2-butene 
• 21852-74-4 trans-4,4'-Bis-(2-diethylamino-ethoxy)-α,α'-dimethyl-stilben 
• 15542-02-6 trans-4'-(2-Diethylamino-ethoxy)-α,α'-dimethyl-stilben-4-ol 
• 2962-14-3 racem.-2,3-bis-(4-hydroxy-phenyl)-butane 

Relevant academic research and scientific papers

Low-valent titanium mediated synthesis of hydroxystilbenoids: Some new observations

A series of phenolic stilbenoids possessing different numbers and positions of hydroxylation, partial methoxyl substituents and nature of olefinic moieties has been synthesized by McMurry coupling. It is found that the McMurry coupling of the phenolic aldehydes furnishes the dihydrostilbenes via an in situ hydrogenation, while the phenolic ketones give the stilbenes. Interestingly, the study also reveals that the low-valent titanium reagent (TiCl 3-Zn-THF) could selectively depyranylate phenolic -OTHP function without affecting alcoholic -OTHP group.

Synthesis of New Stilbene-Based Polycarbonates

A series of polycarbonates with stilbene mesogenes has been prepared and characterized, expanding upon past work with stilbene-based polyesters and polyethers.It has been found that the stilbene mesogen, mono- or di-substituted with methyl or ethyl groups, significantly affects polymer morphology.Polycarbonates containing stilbene mesogens have been studied by differential calorimetry, polarized microscopy and X-ray diffraction.Methyl substituted stilbenes are semicrystalline and appear to be liquid crystalline, whereas ethyl substituted stilbenes are amorphous.Disubstitution lowers the transition temperatures from those values observed for monosubstituted stilbenes. - Keywords: stilbene, liquid crystal, polymer, thermotropic, amorphous, diethyl stilbestrol, x-ray diffraction, DSC, substituents

Method for preparing aromatic bischloroformate compositions

Bischloroformate oligomer compositions are prepared by passing phosgene into a heterogeneous aqueous-organic mixture containing at least one dihydroxyaromatic compound, with simultaneous introduction of a base at a rate to maintain a specific pH range and to produce a specific volume ratio of aqueous to organic phase. By this method, it is possible to employ a minimum amount of phosgene. The reaction may be conducted batchwise or continuously. The bischloroformate composition may be employed for the preparation of cyclic polycarbonate oligomers or linear polycarbonate, and linear polycarbonate formation may be integrated with bischloroformate composition formation in a batch or continuous process.

Bischoloroformate preparation method with phosgene removal and monochloroformate conversion

Aqueous bischloroformates are prepared by the reaction of a dihydroxyaromatic compound (e.g., bisphenol A) with phosgene in a substantially inert organic liquid (e.g., methylene chloride) and in the presence of an aqueous alkali metal or alkaline earth metal base, at a pH below about 8. After all solid dihydroxyaromatic compound has been consumed, the pH is raised to a higher value in the range of about 7-12, preferably 9-11, and maintained in said range until a major proportion of the unreacted phosgene has been hydrolyzed. At the same time, any monochloroformate in the product may be converted to bischloroformate.

Cyclic monocarbonate bishaloformates

Cyclic monocarbonate bischloroformates are prepared by the reaction of a carbonyl halide such as phosgene with a bridged substituted resorcinol or hydroquinone such as bis(2,4-dihydroxy-3-methylphenyl)methane or bis(2,5-dihydroxy-3,4,6-trimethylphenyl)methane in the presence of aqueous alkali metal hydroxide. The cyclic monocarbonate bischloroformates may be used for the preparation of linear or cyclic polycarbonates containing cyclic carbonate structural units, which may in turn be converted to crosslinked polycarbonates.

Polyetherimide bisphenol compositions

Polyetherimide bisphenols and bischloroformates are prepared by the reaction of dianhydrides or certain bisimides with aminophenols or mixtures thereof with diamines. They are useful as intermediates for the preparation of cyclic heterocarbonates, which may in turn be converted to linear copolycarbonates. The bisphenols can also be converted to salts which react with cyclic polycarbonate oligomers to form block copolyetherimidecarbonates.